diff --git a/.docker/privnet-entrypoint.ps1 b/.docker/privnet-entrypoint.ps1
new file mode 100644
index 000000000..94cd4fc99
--- /dev/null
+++ b/.docker/privnet-entrypoint.ps1
@@ -0,0 +1,15 @@
+#!C:\Program Files\PowerShell\7\pwsh.EXE -File
+
+$bin = '/usr/bin/neo-go.exe'
+
+for ( $i = 0; $i -lt $args.count; $i++ ) {
+	if ($args[$i] -eq "node"){
+		Write-Host "=> Try to restore blocks before running node"
+		if (($Env:ACC -ne $null) -and (Test-Path $Env:ACC -PathType Leaf)) {
+			& $bin db restore -p --config-path /config -i $Env:ACC
+		}
+		break
+	}
+}
+
+& $bin $args
diff --git a/.github/workflows/build.yml b/.github/workflows/build.yml
new file mode 100644
index 000000000..27d4f338f
--- /dev/null
+++ b/.github/workflows/build.yml
@@ -0,0 +1,93 @@
+name: Build
+
+on:
+  pull_request:
+    branches:
+      - master
+    types: [opened, synchronize]
+    paths-ignore:
+      - 'scripts/**'
+      - '**/*.md'
+  workflow_dispatch:
+
+env:
+  GO111MODULE: "on"
+
+jobs:
+  build_cli_ubuntu:
+    name: Build CLI (Ubuntu)
+    runs-on: ubuntu-20.04
+
+    steps:
+      - uses: actions/checkout@v2
+        with:
+          fetch-depth: 0
+
+      - name: Set up Go
+        uses: actions/setup-go@v2
+        with:
+          go-version: 1.17
+
+      - name: Restore Go modules from cache
+        uses: actions/cache@v2
+        with:
+          path: /home/runner/go/pkg/mod
+          key: deps-${{ hashFiles('go.sum') }}
+
+      - name: Update Go modules
+        run: go mod download -json
+
+      - name: Build CLI
+        run: make build
+
+  build_cli_wsc:
+    name: Build CLI (Windows Server Core)
+    runs-on: windows-2022
+
+    steps:
+      - uses: actions/checkout@v2
+        with:
+          fetch-depth: 0
+
+      - name: Set up Go
+        uses: actions/setup-go@v2
+        with:
+          go-version: 1.17
+
+      - name: Restore Go modules from cache
+        uses: actions/cache@v2
+        with:
+          path: /home/runner/go/pkg/mod
+          key: deps-${{ hashFiles('go.sum') }}
+
+      - name: Update Go modules
+        run: go mod download -json
+
+      - name: Build CLI
+        run: make build
+
+  build_image_ubuntu:
+    needs: build_cli_ubuntu
+    name: Build Docker image (Ubuntu)
+    runs-on: ubuntu-20.04
+
+    steps:
+      - uses: actions/checkout@v2
+        with:
+          fetch-depth: 0
+
+      - name: Build Docker image
+        run: make image
+
+  build_image_wsc:
+    needs: build_cli_wsc
+    name: Build Docker image (Windows Server Core)
+    runs-on: windows-2022
+
+    steps:
+      - uses: actions/checkout@v2
+        with:
+          fetch-depth: 0
+
+      - name: Build Docker image
+        run: make image-wsc
diff --git a/.github/workflows/publish_to_dockerhub.yml b/.github/workflows/publish_to_dockerhub.yml
index 741d9acff..8e3b5e7fa 100644
--- a/.github/workflows/publish_to_dockerhub.yml
+++ b/.github/workflows/publish_to_dockerhub.yml
@@ -15,11 +15,11 @@ on:
   workflow_dispatch:
     inputs:
       ref:
-        description: 'Ref to build Docker image [default: latest master; examples: v0.92.0, 0a4ff9d3e4a9ab432fd5812eb18c98e03b5a7432]'
+        description: 'Ref to build Docker images for Ubuntu and Windows Server Core [default: latest master; examples: v0.92.0, 0a4ff9d3e4a9ab432fd5812eb18c98e03b5a7432]'
         required: false
         default: ''
       push_image:
-        description: 'Push image to DockerHub [default: false; examples: true, false]'
+        description: 'Push images to DockerHub [default: false; examples: true, false]'
         required: false
         default: 'false'
 
@@ -29,8 +29,8 @@ env:
 
 # A workflow run.
 jobs:
-  test:
-    name: Run tests before publishing
+  tests_ubuntu:
+    name: Run Ubuntu-based tests before publishing
     runs-on: ubuntu-20.04
 
     steps:
@@ -70,10 +70,10 @@ jobs:
 
       - name: Run tests
         run: make test
-  publish:
+  publish_ubuntu:
     # Ensure test job passes before pushing image.
-    needs: test
-    name: Publish image to DockerHub
+    needs: tests_ubuntu
+    name: Publish Ubuntu-based image to DockerHub
     runs-on: ubuntu-20.04
     steps:
       - name: Checkout (manual run)
@@ -91,20 +91,6 @@ jobs:
           # Allows to fetch all history for all branches and tags. Need this for proper versioning.
           fetch-depth: 0
 
-      - name: Set up Go
-        uses: actions/setup-go@v2
-        with:
-          go-version: 1.17
-
-      - name: Restore go modules from cache
-        uses: actions/cache@v2
-        with:
-          path: /home/runner/go/pkg/mod
-          key: deps-${{ hashFiles('go.sum') }}
-
-      - name: Update Go modules
-        run: go mod download -json
-
       - name: Build image
         run: make image
 
@@ -125,3 +111,81 @@ jobs:
       - name: Push image with 'latest' tag to registry
         if: ${{ github.event_name == 'release' && github.event.release.target_commitish == 'master' }}
         run: make image-push-latest
+
+  tests_wsc:
+    name: Run WindowsServerCore-based tests before publishing
+    runs-on: windows-2022
+
+    steps:
+      - name: Checkout (manual run)
+        if: ${{ github.event_name == 'workflow_dispatch' }}
+        uses: actions/checkout@v2
+        with:
+          ref: ${{ github.event.inputs.ref }}
+          # Allows to fetch all history for all branches and tags. Need this for proper versioning.
+          fetch-depth: 0
+
+      - name: Checkout (automatical run)
+        if: ${{ github.event_name != 'workflow_dispatch' }}
+        uses: actions/checkout@v2
+        with:
+          # Allows to fetch all history for all branches and tags. Need this for proper versioning.
+          fetch-depth: 0
+
+      - name: Sync VM submodule
+        run: |
+          git submodule sync
+          git submodule update --init
+
+      - name: Set up Go
+        uses: actions/setup-go@v2
+        with:
+          go-version: 1.17
+
+      - name: Restore go modules from cache
+        uses: actions/cache@v2
+        with:
+          path: /home/runner/go/pkg/mod
+          key: deps-${{ hashFiles('go.sum') }}
+
+      - name: Update Go modules
+        run: go mod download -json
+
+      - name: Run tests
+        run: make test
+  publish_wsc:
+    # Ensure test job passes before pushing image.
+    # TODO: currently test_wsc job is failing, so we have `always()` condition.
+    # After #2269 and #2268 this condition should be removed.
+    if: ${{ always() }}
+    needs: tests_wsc
+    name: Publish WindowsServerCore-based image to DockerHub
+    runs-on: windows-2022
+    steps:
+      - name: Checkout (manual run)
+        if: ${{ github.event_name == 'workflow_dispatch' }}
+        uses: actions/checkout@v2
+        with:
+          ref: ${{ github.event.inputs.ref }}
+          # Allows to fetch all history for all branches and tags. Need this for proper versioning.
+          fetch-depth: 0
+
+      - name: Checkout (automatical run)
+        if: ${{ github.event_name != 'workflow_dispatch' }}
+        uses: actions/checkout@v2
+        with:
+          # Allows to fetch all history for all branches and tags. Need this for proper versioning.
+          fetch-depth: 0
+
+      - name: Build image
+        run: make image-wsc
+
+      - name: Login to DockerHub
+        uses: docker/login-action@v1
+        with:
+          username: ${{ secrets.DOCKERHUB_USERNAME }}
+          password: ${{ secrets.DOCKERHUB_PASSWORD }}
+
+      - name: Push image to registry
+        if: ${{ github.event_name == 'release' || (github.event_name == 'workflow_dispatch' && github.event.inputs.push_image == 'true') }}
+        run: make image-wsc-push
diff --git a/.github/workflows/run_tests.yml b/.github/workflows/run_tests.yml
index 4f814fce8..b7e6c81a3 100644
--- a/.github/workflows/run_tests.yml
+++ b/.github/workflows/run_tests.yml
@@ -66,11 +66,19 @@ jobs:
           verbose: true
 
   tests:
-    name: Go
-    runs-on: ubuntu-20.04
+    name: Run tests
+    runs-on: ${{ matrix.os }}
     strategy:
       matrix:
-        go_versions: [ '1.15', '1.16' ]
+        os: [ubuntu-20.04, windows-2022]
+        go_versions: [ '1.15', '1.16', '1.17' ]
+        exclude:
+          - os: windows-2022
+            go_versions: '1.15'
+          - os: windows-2022
+            go_versions: '1.16'
+          - os: ubuntu-20.04
+            go_versions: '1.17'
       fail-fast: false
     steps:
       - uses: actions/checkout@v2
@@ -98,56 +106,3 @@ jobs:
 
       - name: Run tests
         run: go test -v -race ./...
-
-  build_cli:
-    name: Build CLI
-    runs-on: ubuntu-20.04
-
-    steps:
-      - uses: actions/checkout@v2
-        with:
-          fetch-depth: 0
-
-      - name: Set up Go
-        uses: actions/setup-go@v2
-        with:
-          go-version: 1.17
-
-      - name: Restore Go modules from cache
-        uses: actions/cache@v2
-        with:
-          path: /home/runner/go/pkg/mod
-          key: deps-${{ hashFiles('go.sum') }}
-
-      - name: Update Go modules
-        run: go mod download -json
-
-      - name: Build CLI
-        run: make build
-
-  build_image:
-    needs: build_cli
-    name: Build Docker image
-    runs-on: ubuntu-20.04
-
-    steps:
-      - uses: actions/checkout@v2
-        with:
-          fetch-depth: 0
-
-      - name: Set up Go
-        uses: actions/setup-go@v2
-        with:
-          go-version: 1.17
-
-      - name: Restore Go modules from cache
-        uses: actions/cache@v2
-        with:
-          path: /home/runner/go/pkg/mod
-          key: deps-${{ hashFiles('go.sum') }}
-
-      - name: Update Go modules
-        run: go mod download -json
-
-      - name: Build Docker image
-        run: make image
diff --git a/Dockerfile.wsc b/Dockerfile.wsc
new file mode 100644
index 000000000..6ed9760ab
--- /dev/null
+++ b/Dockerfile.wsc
@@ -0,0 +1,36 @@
+# Builder image
+FROM golang:windowsservercore-ltsc2022 as builder
+
+COPY . /neo-go
+
+WORKDIR /neo-go
+
+ARG REPO=repository
+ARG VERSION=dev
+
+SHELL ["cmd", "/S", "/C"]
+RUN go env -w CGO_ENABLED=0
+ENV GOGC=off
+
+RUN go build -trimpath -v -o ./bin/neo-go.exe -ldflags="-X %REPO%/pkg/config.Version=%VERSION%" ./cli/main.go
+
+# Executable image
+FROM mcr.microsoft.com/windows/servercore:ltsc2022
+
+ARG VERSION
+LABEL version=%VERSION%
+
+WORKDIR /
+
+COPY --from=builder /neo-go/config /config
+COPY --from=builder /neo-go/.docker/privnet-entrypoint.ps1 /usr/bin/privnet-entrypoint.ps1
+COPY --from=builder /neo-go/bin/neo-go.exe /usr/bin/neo-go.exe
+
+SHELL ["powershell", "-Command", "$ErrorActionPreference = 'Stop';", "$ProgressPreference = 'SilentlyContinue';"]
+
+# Check executable version.
+RUN /usr/bin/neo-go.exe --version
+
+ENTRYPOINT ["powershell", "-File", "/usr/bin/privnet-entrypoint.ps1"]
+
+CMD ["node", "--config-path", "/config", "--privnet"]
diff --git a/Makefile b/Makefile
index 60fc274d6..2099b5248 100644
--- a/Makefile
+++ b/Makefile
@@ -18,7 +18,7 @@ IMAGE_REPO=nspccdev/neo-go
 
 # All of the targets are phony here because we don't really use make dependency
 # tracking for files
-.PHONY: build deps image image-latest image-push image-push-latest check-version clean-cluster push-tag \
+.PHONY: build deps image image-wsc image-latest image-push image-wsc-push image-push-latest check-version clean-cluster push-tag \
 	test vet lint fmt cover
 
 build: deps
@@ -49,19 +49,27 @@ postinst: install
 		&& systemctl enable neo-go.service
 
 image: deps
-	@echo "=> Building image"
+	@echo "=> Building image for Ubuntu"
 	@docker build -t $(IMAGE_REPO):$(VERSION) --build-arg REPO=$(REPO) --build-arg VERSION=$(VERSION) .
 
+image-wsc: deps
+	@echo "=> Building image for Windows Server Core"
+	@docker build -f Dockerfile.wsc -t $(IMAGE_REPO):$(VERSION)_WindowsServerCore --build-arg REPO=$(REPO) --build-arg VERSION=$(VERSION) .
+
 image-latest: deps
 	@echo "=> Building image with 'latest' tag"
 	@docker build -t $(IMAGE_REPO):latest --build-arg REPO=$(REPO) --build-arg VERSION=$(VERSION) .
 
 image-push:
-	@echo "=> Publish image"
+	@echo "=> Publish image for Ubuntu"
 	@docker push $(IMAGE_REPO):$(VERSION)
 
+image-wsc-push:
+	@echo "=> Publish image for Windows Server Core"
+	@docker push $(IMAGE_REPO):$(VERSION)_WindowsServerCore
+
 image-push-latest:
-	@echo "=> Publish image with 'latest' tag"
+	@echo "=> Publish image for Ubuntu with 'latest' tag"
 	@docker push $(IMAGE_REPO):latest
 
 check-version:
diff --git a/cli/contract_test.go b/cli/contract_test.go
index d8f1865da..734e6f523 100644
--- a/cli/contract_test.go
+++ b/cli/contract_test.go
@@ -5,7 +5,7 @@ import (
 	"encoding/json"
 	"io/ioutil"
 	"os"
-	"path"
+	"path/filepath"
 	"strconv"
 	"strings"
 	"testing"
@@ -60,7 +60,7 @@ func TestCalcHash(t *testing.T) {
 			"--in", "./testdata/verify.nef123", "--manifest", manifestPath)...)
 	})
 	t.Run("invalid file", func(t *testing.T) {
-		p := path.Join(tmpDir, "neogo.calchash.verify.nef")
+		p := filepath.Join(tmpDir, "neogo.calchash.verify.nef")
 		require.NoError(t, ioutil.WriteFile(p, src[:4], os.ModePerm))
 		e.RunWithError(t, append(cmd, "--sender", sender.StringLE(), "--in", p, "--manifest", manifestPath)...)
 	})
@@ -92,7 +92,7 @@ func TestContractInitAndCompile(t *testing.T) {
 		e.RunWithError(t, "neo-go", "contract", "init", "--name", "\x00")
 	})
 
-	ctrPath := path.Join(tmpDir, "testcontract")
+	ctrPath := filepath.Join(tmpDir, "testcontract")
 	e.Run(t, "neo-go", "contract", "init", "--name", ctrPath)
 
 	t.Run("don't rewrite existing directory", func(t *testing.T) {
@@ -102,10 +102,10 @@ func TestContractInitAndCompile(t *testing.T) {
 	// For proper nef generation.
 	config.Version = "0.90.0-test"
 
-	srcPath := path.Join(ctrPath, "main.go")
-	cfgPath := path.Join(ctrPath, "neo-go.yml")
-	nefPath := path.Join(tmpDir, "testcontract.nef")
-	manifestPath := path.Join(tmpDir, "testcontract.manifest.json")
+	srcPath := filepath.Join(ctrPath, "main.go")
+	cfgPath := filepath.Join(ctrPath, "neo-go.yml")
+	nefPath := filepath.Join(tmpDir, "testcontract.nef")
+	manifestPath := filepath.Join(tmpDir, "testcontract.manifest.json")
 	cmd := []string{"neo-go", "contract", "compile"}
 	t.Run("missing source", func(t *testing.T) {
 		e.RunWithError(t, cmd...)
@@ -116,7 +116,7 @@ func TestContractInitAndCompile(t *testing.T) {
 		e.RunWithError(t, cmd...)
 	})
 	t.Run("provided non-existent config", func(t *testing.T) {
-		cfgName := path.Join(ctrPath, "notexists.yml")
+		cfgName := filepath.Join(ctrPath, "notexists.yml")
 		e.RunWithError(t, append(cmd, "--config", cfgName)...)
 	})
 
@@ -143,8 +143,8 @@ func TestDeployBigContract(t *testing.T) {
 	config.Version = "0.90.0-test"
 	tmpDir := t.TempDir()
 
-	nefName := path.Join(tmpDir, "deploy.nef")
-	manifestName := path.Join(tmpDir, "deploy.manifest.json")
+	nefName := filepath.Join(tmpDir, "deploy.nef")
+	manifestName := filepath.Join(tmpDir, "deploy.manifest.json")
 	e.Run(t, "neo-go", "contract", "compile",
 		"--in", "testdata/deploy/main.go", // compile single file
 		"--config", "testdata/deploy/neo-go.yml",
@@ -164,8 +164,8 @@ func TestContractDeployWithData(t *testing.T) {
 	config.Version = "0.90.0-test"
 	tmpDir := t.TempDir()
 
-	nefName := path.Join(tmpDir, "deploy.nef")
-	manifestName := path.Join(tmpDir, "deploy.manifest.json")
+	nefName := filepath.Join(tmpDir, "deploy.nef")
+	manifestName := filepath.Join(tmpDir, "deploy.manifest.json")
 	eCompile.Run(t, "neo-go", "contract", "compile",
 		"--in", "testdata/deploy/main.go", // compile single file
 		"--config", "testdata/deploy/neo-go.yml",
@@ -241,8 +241,8 @@ func TestDeployWithSigners(t *testing.T) {
 	config.Version = "0.90.0-test"
 	tmpDir := t.TempDir()
 
-	nefName := path.Join(tmpDir, "deploy.nef")
-	manifestName := path.Join(tmpDir, "deploy.manifest.json")
+	nefName := filepath.Join(tmpDir, "deploy.nef")
+	manifestName := filepath.Join(tmpDir, "deploy.manifest.json")
 	e.Run(t, "neo-go", "contract", "compile",
 		"--in", "testdata/deploy/main.go",
 		"--config", "testdata/deploy/neo-go.yml",
@@ -270,8 +270,8 @@ func TestContractManifestGroups(t *testing.T) {
 	require.NoError(t, err)
 	defer w.Close()
 
-	nefName := path.Join(tmpDir, "deploy.nef")
-	manifestName := path.Join(tmpDir, "deploy.manifest.json")
+	nefName := filepath.Join(tmpDir, "deploy.nef")
+	manifestName := filepath.Join(tmpDir, "deploy.manifest.json")
 	e.Run(t, "neo-go", "contract", "compile",
 		"--in", "testdata/deploy/main.go", // compile single file
 		"--config", "testdata/deploy/neo-go.yml",
@@ -302,8 +302,8 @@ func deployVerifyContract(t *testing.T, e *executor) util.Uint160 {
 
 func deployContract(t *testing.T, e *executor, inPath, configPath, wallet, address, pass string) util.Uint160 {
 	tmpDir := t.TempDir()
-	nefName := path.Join(tmpDir, "contract.nef")
-	manifestName := path.Join(tmpDir, "contract.manifest.json")
+	nefName := filepath.Join(tmpDir, "contract.nef")
+	manifestName := filepath.Join(tmpDir, "contract.manifest.json")
 	e.Run(t, "neo-go", "contract", "compile",
 		"--in", inPath,
 		"--config", configPath,
@@ -330,8 +330,8 @@ func TestComlileAndInvokeFunction(t *testing.T) {
 	config.Version = "0.90.0-test"
 	tmpDir := t.TempDir()
 
-	nefName := path.Join(tmpDir, "deploy.nef")
-	manifestName := path.Join(tmpDir, "deploy.manifest.json")
+	nefName := filepath.Join(tmpDir, "deploy.nef")
+	manifestName := filepath.Join(tmpDir, "deploy.manifest.json")
 	e.Run(t, "neo-go", "contract", "compile",
 		"--in", "testdata/deploy/main.go", // compile single file
 		"--config", "testdata/deploy/neo-go.yml",
@@ -417,7 +417,7 @@ func TestComlileAndInvokeFunction(t *testing.T) {
 			e.RunWithError(t, cmd...)
 		})
 		t.Run("non-existent wallet", func(t *testing.T) {
-			cmd := append(cmd, "--wallet", path.Join(tmpDir, "not.exists"),
+			cmd := append(cmd, "--wallet", filepath.Join(tmpDir, "not.exists"),
 				h.StringLE(), "getValue")
 			e.RunWithError(t, cmd...)
 		})
@@ -452,7 +452,7 @@ func TestComlileAndInvokeFunction(t *testing.T) {
 	})
 
 	t.Run("real invoke and save tx", func(t *testing.T) {
-		txout := path.Join(tmpDir, "test_contract_tx.json")
+		txout := filepath.Join(tmpDir, "test_contract_tx.json")
 
 		cmd = []string{"neo-go", "contract", "invokefunction",
 			"--rpc-endpoint", "http://" + e.RPC.Addr,
@@ -548,8 +548,8 @@ func TestComlileAndInvokeFunction(t *testing.T) {
 	})
 
 	t.Run("Update", func(t *testing.T) {
-		nefName := path.Join(tmpDir, "updated.nef")
-		manifestName := path.Join(tmpDir, "updated.manifest.json")
+		nefName := filepath.Join(tmpDir, "updated.nef")
+		manifestName := filepath.Join(tmpDir, "updated.manifest.json")
 		e.Run(t, "neo-go", "contract", "compile",
 			"--config", "testdata/deploy/neo-go.yml",
 			"--in", "testdata/deploy/", // compile all files in dir
@@ -597,8 +597,8 @@ func TestContractInspect(t *testing.T) {
 	const srcPath = "testdata/deploy/main.go"
 	tmpDir := t.TempDir()
 
-	nefName := path.Join(tmpDir, "deploy.nef")
-	manifestName := path.Join(tmpDir, "deploy.manifest.json")
+	nefName := filepath.Join(tmpDir, "deploy.nef")
+	manifestName := filepath.Join(tmpDir, "deploy.manifest.json")
 	e.Run(t, "neo-go", "contract", "compile",
 		"--in", srcPath,
 		"--config", "testdata/deploy/neo-go.yml",
@@ -615,7 +615,7 @@ func TestContractInspect(t *testing.T) {
 	})
 	t.Run("with nef", func(t *testing.T) {
 		e.RunWithError(t, append(cmd, "--in", nefName, "--compile")...)
-		e.RunWithError(t, append(cmd, "--in", path.Join(tmpDir, "not.exists"))...)
+		e.RunWithError(t, append(cmd, "--in", filepath.Join(tmpDir, "not.exists"))...)
 		e.Run(t, append(cmd, "--in", nefName)...)
 		require.True(t, strings.Contains(e.Out.String(), "SYSCALL"))
 	})
@@ -639,20 +639,20 @@ func TestCompileExamples(t *testing.T) {
 			continue
 		}
 		t.Run(info.Name(), func(t *testing.T) {
-			infos, err := ioutil.ReadDir(path.Join(examplePath, info.Name()))
+			infos, err := ioutil.ReadDir(filepath.Join(examplePath, info.Name()))
 			require.NoError(t, err)
 			require.False(t, len(infos) == 0, "detected smart contract folder with no contract in it")
 
-			outF := path.Join(tmpDir, info.Name()+".nef")
-			manifestF := path.Join(tmpDir, info.Name()+".manifest.json")
+			outF := filepath.Join(tmpDir, info.Name()+".nef")
+			manifestF := filepath.Join(tmpDir, info.Name()+".manifest.json")
 
 			cfgName := filterFilename(infos, ".yml")
 			opts := []string{
 				"neo-go", "contract", "compile",
-				"--in", path.Join(examplePath, info.Name()),
+				"--in", filepath.Join(examplePath, info.Name()),
 				"--out", outF,
 				"--manifest", manifestF,
-				"--config", path.Join(examplePath, info.Name(), cfgName),
+				"--config", filepath.Join(examplePath, info.Name(), cfgName),
 			}
 			e.Run(t, opts...)
 
@@ -677,13 +677,13 @@ func TestCompileExamples(t *testing.T) {
 	t.Run("invalid manifest", func(t *testing.T) {
 		const dir = "./testdata/"
 		for _, name := range []string{"invalid1", "invalid2", "invalid3", "invalid4"} {
-			outF := path.Join(tmpDir, name+".nef")
-			manifestF := path.Join(tmpDir, name+".manifest.json")
+			outF := filepath.Join(tmpDir, name+".nef")
+			manifestF := filepath.Join(tmpDir, name+".manifest.json")
 			e.RunWithError(t, "neo-go", "contract", "compile",
-				"--in", path.Join(dir, name),
+				"--in", filepath.Join(dir, name),
 				"--out", outF,
 				"--manifest", manifestF,
-				"--config", path.Join(dir, name, "invalid.yml"),
+				"--config", filepath.Join(dir, name, "invalid.yml"),
 			)
 		}
 	})
diff --git a/cli/dump_test.go b/cli/dump_test.go
index 1318577b6..ae2719fff 100644
--- a/cli/dump_test.go
+++ b/cli/dump_test.go
@@ -3,7 +3,7 @@ package main
 import (
 	"io/ioutil"
 	"os"
-	"path"
+	"path/filepath"
 	"testing"
 
 	"github.com/nspcc-dev/neo-go/pkg/config"
@@ -14,8 +14,8 @@ import (
 func TestDBRestore(t *testing.T) {
 	tmpDir := t.TempDir()
 
-	chainPath := path.Join(tmpDir, "neogotestchain")
-	cfg, err := config.LoadFile("../config/protocol.unit_testnet.yml")
+	chainPath := filepath.Join(tmpDir, "neogotestchain")
+	cfg, err := config.LoadFile(filepath.Join("..", "config", "protocol.unit_testnet.yml"))
 	require.NoError(t, err, "could not load config")
 	cfg.ApplicationConfiguration.DBConfiguration.Type = "leveldb"
 	cfg.ApplicationConfiguration.DBConfiguration.LevelDBOptions.DataDirectoryPath = chainPath
@@ -23,13 +23,13 @@ func TestDBRestore(t *testing.T) {
 	out, err := yaml.Marshal(cfg)
 	require.NoError(t, err)
 
-	cfgPath := path.Join(tmpDir, "protocol.unit_testnet.yml")
+	cfgPath := filepath.Join(tmpDir, "protocol.unit_testnet.yml")
 	require.NoError(t, ioutil.WriteFile(cfgPath, out, os.ModePerm))
 
 	// generated via `go run ./scripts/gendump/main.go --out ./cli/testdata/chain50x2.acc --blocks 50 --txs 2`
 	const inDump = "./testdata/chain50x2.acc"
 	e := newExecutor(t, false)
-	stateDump := path.Join(tmpDir, "neogo.teststate")
+	stateDump := filepath.Join(tmpDir, "neogo.teststate")
 	baseArgs := []string{"neo-go", "db", "restore", "--unittest",
 		"--config-path", tmpDir, "--in", inDump, "--dump", stateDump}
 
@@ -46,7 +46,7 @@ func TestDBRestore(t *testing.T) {
 	e.Run(t, baseArgs...)
 
 	// Dump and compare.
-	dumpPath := path.Join(tmpDir, "testdump.acc")
+	dumpPath := filepath.Join(tmpDir, "testdump.acc")
 	e.Run(t, "neo-go", "db", "dump", "--unittest",
 		"--config-path", tmpDir, "--out", dumpPath)
 
diff --git a/cli/multisig_test.go b/cli/multisig_test.go
index 4919f1e96..f673b0af5 100644
--- a/cli/multisig_test.go
+++ b/cli/multisig_test.go
@@ -6,7 +6,7 @@ import (
 	"fmt"
 	"math/big"
 	"os"
-	"path"
+	"path/filepath"
 	"testing"
 
 	"github.com/nspcc-dev/neo-go/pkg/crypto/hash"
@@ -32,8 +32,8 @@ func TestSignMultisigTx(t *testing.T) {
 
 	// Create 2 wallets participating in multisig.
 	tmpDir := t.TempDir()
-	wallet1Path := path.Join(tmpDir, "multiWallet1.json")
-	wallet2Path := path.Join(tmpDir, "multiWallet2.json")
+	wallet1Path := filepath.Join(tmpDir, "multiWallet1.json")
+	wallet2Path := filepath.Join(tmpDir, "multiWallet2.json")
 
 	addAccount := func(w string, wif string) {
 		e.Run(t, "neo-go", "wallet", "init", "--wallet", w)
@@ -64,7 +64,7 @@ func TestSignMultisigTx(t *testing.T) {
 	priv, err := keys.NewPrivateKey()
 	require.NoError(t, err)
 
-	txPath := path.Join(tmpDir, "multisigtx.json")
+	txPath := filepath.Join(tmpDir, "multisigtx.json")
 	t.Cleanup(func() {
 		os.Remove(txPath)
 	})
diff --git a/cli/nep11_test.go b/cli/nep11_test.go
index a5852f25d..e86d63042 100644
--- a/cli/nep11_test.go
+++ b/cli/nep11_test.go
@@ -6,7 +6,7 @@ import (
 	"io"
 	"io/ioutil"
 	"math/big"
-	"path"
+	"path/filepath"
 	"strings"
 	"testing"
 
@@ -31,7 +31,7 @@ func TestNEP11Import(t *testing.T) {
 	e := newExecutor(t, true)
 
 	tmpDir := t.TempDir()
-	walletPath := path.Join(tmpDir, "walletForImport.json")
+	walletPath := filepath.Join(tmpDir, "walletForImport.json")
 
 	// deploy NFT NeoNameService contract
 	nnsContractHash := deployNNSContract(t, e)
@@ -95,7 +95,7 @@ func TestNEP11_OwnerOf_BalanceOf_Transfer(t *testing.T) {
 	// copy wallet to temp dir in order not to overwrite the original file
 	bytesRead, err := ioutil.ReadFile(nftOwnerWallet)
 	require.NoError(t, err)
-	wall := path.Join(tmpDir, "my_wallet.json")
+	wall := filepath.Join(tmpDir, "my_wallet.json")
 	err = ioutil.WriteFile(wall, bytesRead, 0755)
 	require.NoError(t, err)
 
diff --git a/cli/nep17_test.go b/cli/nep17_test.go
index d71c458cf..605470775 100644
--- a/cli/nep17_test.go
+++ b/cli/nep17_test.go
@@ -3,7 +3,7 @@ package main
 import (
 	"io"
 	"math/big"
-	"path"
+	"path/filepath"
 	"strconv"
 	"strings"
 	"testing"
@@ -298,7 +298,7 @@ func TestNEP17MultiTransfer(t *testing.T) {
 func TestNEP17ImportToken(t *testing.T) {
 	e := newExecutor(t, true)
 	tmpDir := t.TempDir()
-	walletPath := path.Join(tmpDir, "walletForImport.json")
+	walletPath := filepath.Join(tmpDir, "walletForImport.json")
 
 	neoContractHash, err := e.Chain.GetNativeContractScriptHash(nativenames.Neo)
 	require.NoError(t, err)
diff --git a/cli/options/options_test.go b/cli/options/options_test.go
index 57ea27683..22ded55d6 100644
--- a/cli/options/options_test.go
+++ b/cli/options/options_test.go
@@ -39,9 +39,9 @@ func TestGetTimeoutContext(t *testing.T) {
 		set := flag.NewFlagSet("flagSet", flag.ExitOnError)
 		ctx := cli.NewContext(cli.NewApp(), set, nil)
 		actualCtx, _ := GetTimeoutContext(ctx)
-		end := time.Now()
+		end := time.Now().Add(DefaultTimeout)
 		dl, _ := actualCtx.Deadline()
-		require.True(t, start.Before(dl) && dl.Before(end.Add(DefaultTimeout)))
+		require.True(t, start.Before(dl) && (dl.Before(end) || dl.Equal(end)))
 	})
 
 	t.Run("set", func(t *testing.T) {
@@ -50,8 +50,8 @@ func TestGetTimeoutContext(t *testing.T) {
 		set.Duration("timeout", time.Duration(20), "")
 		ctx := cli.NewContext(cli.NewApp(), set, nil)
 		actualCtx, _ := GetTimeoutContext(ctx)
-		end := time.Now()
+		end := time.Now().Add(time.Nanosecond * 20)
 		dl, _ := actualCtx.Deadline()
-		require.True(t, start.Before(dl) && dl.Before(end.Add(time.Nanosecond*20)))
+		require.True(t, start.Before(dl) && (dl.Before(end) || dl.Equal(end)))
 	})
 }
diff --git a/cli/server/dump_test.go b/cli/server/dump_test.go
index ddaa82e20..74877e44b 100644
--- a/cli/server/dump_test.go
+++ b/cli/server/dump_test.go
@@ -1,7 +1,7 @@
 package server
 
 import (
-	"path"
+	"path/filepath"
 	"testing"
 
 	"github.com/stretchr/testify/require"
@@ -11,13 +11,13 @@ func TestGetPath(t *testing.T) {
 	testPath := t.TempDir()
 	actual, err := getPath(testPath, 123)
 	require.NoError(t, err)
-	require.Equal(t, path.Join(testPath, "/BlockStorage_100000/dump-block-1000.json"), actual)
+	require.Equal(t, filepath.Join(testPath, "BlockStorage_100000", "dump-block-1000.json"), actual)
 
 	actual, err = getPath(testPath, 1230)
 	require.NoError(t, err)
-	require.Equal(t, path.Join(testPath, "/BlockStorage_100000/dump-block-2000.json"), actual)
+	require.Equal(t, filepath.Join(testPath, "BlockStorage_100000", "dump-block-2000.json"), actual)
 
 	actual, err = getPath(testPath, 123000)
 	require.NoError(t, err)
-	require.Equal(t, path.Join(testPath, "/BlockStorage_200000/dump-block-123000.json"), actual)
+	require.Equal(t, filepath.Join(testPath, "BlockStorage_200000", "dump-block-123000.json"), actual)
 }
diff --git a/cli/server/server.go b/cli/server/server.go
index 73dc32cfa..1a37ca997 100644
--- a/cli/server/server.go
+++ b/cli/server/server.go
@@ -186,6 +186,11 @@ func dumpDB(ctx *cli.Context) error {
 	if err != nil {
 		return err
 	}
+	defer func() {
+		pprof.ShutDown()
+		prometheus.ShutDown()
+		chain.Close()
+	}()
 
 	chainCount := chain.BlockHeight() + 1
 	if start+count > chainCount {
@@ -199,9 +204,6 @@ func dumpDB(ctx *cli.Context) error {
 	if err != nil {
 		return cli.NewExitError(err.Error(), 1)
 	}
-	pprof.ShutDown()
-	prometheus.ShutDown()
-	chain.Close()
 	return nil
 }
 
diff --git a/cli/server/server_test.go b/cli/server/server_test.go
index bce4d9336..454076c75 100644
--- a/cli/server/server_test.go
+++ b/cli/server/server_test.go
@@ -3,7 +3,7 @@ package server
 import (
 	"flag"
 	"os"
-	"path"
+	"path/filepath"
 	"testing"
 
 	"github.com/nspcc-dev/neo-go/pkg/config"
@@ -38,8 +38,9 @@ func TestGetConfigFromContext(t *testing.T) {
 }
 
 func TestHandleLoggingParams(t *testing.T) {
+	// This test is failing on Windows, see https://github.com/nspcc-dev/neo-go/issues/2269
 	d := t.TempDir()
-	testLog := path.Join(d, "file.log")
+	testLog := filepath.Join(d, "file.log")
 
 	t.Run("default", func(t *testing.T) {
 		set := flag.NewFlagSet("flagSet", flag.ExitOnError)
@@ -74,7 +75,7 @@ func TestInitBCWithMetrics(t *testing.T) {
 	t.Cleanup(func() { require.NoError(t, os.Chdir(serverTestWD)) })
 
 	set := flag.NewFlagSet("flagSet", flag.ExitOnError)
-	set.String("config-path", path.Join(serverTestWD, "../../config"), "")
+	set.String("config-path", filepath.Join(serverTestWD, "..", "..", "config"), "")
 	set.Bool("testnet", true, "")
 	set.Bool("debug", true, "")
 	ctx := cli.NewContext(cli.NewApp(), set, nil)
@@ -101,7 +102,7 @@ func TestDumpDB(t *testing.T) {
 		require.NoError(t, err)
 		t.Cleanup(func() { require.NoError(t, os.Chdir(serverTestWD)) })
 		set := flag.NewFlagSet("flagSet", flag.ExitOnError)
-		set.String("config-path", path.Join(serverTestWD, "../../config"), "")
+		set.String("config-path", filepath.Join(serverTestWD, "..", "..", "config"), "")
 		set.Bool("privnet", true, "")
 		set.Bool("debug", true, "")
 		set.Int("start", 0, "")
@@ -118,7 +119,7 @@ func TestDumpDB(t *testing.T) {
 		require.NoError(t, err)
 		t.Cleanup(func() { require.NoError(t, os.Chdir(serverTestWD)) })
 		set := flag.NewFlagSet("flagSet", flag.ExitOnError)
-		set.String("config-path", path.Join(serverTestWD, "../../config"), "")
+		set.String("config-path", filepath.Join(serverTestWD, "..", "..", "config"), "")
 		set.Bool("privnet", true, "")
 		set.Bool("debug", true, "")
 		set.Int("start", 0, "")
@@ -140,7 +141,7 @@ func TestRestoreDB(t *testing.T) {
 
 	//dump first
 	set := flag.NewFlagSet("flagSet", flag.ExitOnError)
-	set.String("config-path", path.Join(serverTestWD, "../../config"), "")
+	set.String("config-path", filepath.Join(serverTestWD, "..", "..", "config"), "")
 	set.Bool("privnet", true, "")
 	set.Bool("debug", true, "")
 	set.Int("start", 0, "")
diff --git a/cli/smartcontract/smart_contract.go b/cli/smartcontract/smart_contract.go
index 342072561..851176926 100644
--- a/cli/smartcontract/smart_contract.go
+++ b/cli/smartcontract/smart_contract.go
@@ -7,7 +7,6 @@ import (
 	"fmt"
 	"io/ioutil"
 	"os"
-	"path"
 	"path/filepath"
 	"strings"
 
@@ -417,7 +416,7 @@ func initSmartContract(ctx *cli.Context) error {
 	}
 
 	basePath := contractName
-	contractName = path.Base(contractName)
+	contractName = filepath.Base(contractName)
 	fileName := "main.go"
 
 	// create base directory
diff --git a/cli/wallet_test.go b/cli/wallet_test.go
index 21067f7de..5a7bb2ede 100644
--- a/cli/wallet_test.go
+++ b/cli/wallet_test.go
@@ -5,7 +5,7 @@ import (
 	"encoding/json"
 	"io/ioutil"
 	"math/big"
-	"path"
+	"path/filepath"
 	"strings"
 	"testing"
 
@@ -22,7 +22,7 @@ func TestWalletAccountRemove(t *testing.T) {
 	tmpDir := t.TempDir()
 	e := newExecutor(t, false)
 
-	walletPath := path.Join(tmpDir, "wallet.json")
+	walletPath := filepath.Join(tmpDir, "wallet.json")
 	e.In.WriteString("acc1\r")
 	e.In.WriteString("pass\r")
 	e.In.WriteString("pass\r")
@@ -49,11 +49,11 @@ func TestWalletInit(t *testing.T) {
 	tmpDir := t.TempDir()
 	e := newExecutor(t, false)
 
-	walletPath := path.Join(tmpDir, "wallet.json")
+	walletPath := filepath.Join(tmpDir, "wallet.json")
 	e.Run(t, "neo-go", "wallet", "init", "--wallet", walletPath)
 
 	t.Run("terminal escape codes", func(t *testing.T) {
-		walletPath := path.Join(tmpDir, "walletrussian.json")
+		walletPath := filepath.Join(tmpDir, "walletrussian.json")
 		bksp := string([]byte{
 			byte(readline.CharBackward),
 			byte(readline.CharDelete),
@@ -261,7 +261,7 @@ func TestImportDeployed(t *testing.T) {
 	tmpDir := t.TempDir()
 	e := newExecutor(t, true)
 	h := deployVerifyContract(t, e)
-	walletPath := path.Join(tmpDir, "wallet.json")
+	walletPath := filepath.Join(tmpDir, "wallet.json")
 
 	e.Run(t, "neo-go", "wallet", "init", "--wallet", walletPath)
 
@@ -393,7 +393,7 @@ func TestWalletConvert(t *testing.T) {
 	tmpDir := t.TempDir()
 	e := newExecutor(t, false)
 
-	outPath := path.Join(tmpDir, "wallet.json")
+	outPath := filepath.Join(tmpDir, "wallet.json")
 	cmd := []string{"neo-go", "wallet", "convert"}
 	t.Run("missing wallet", func(t *testing.T) {
 		e.RunWithError(t, cmd...)
diff --git a/pkg/compiler/compiler.go b/pkg/compiler/compiler.go
index 6e90b5476..296782dd4 100644
--- a/pkg/compiler/compiler.go
+++ b/pkg/compiler/compiler.go
@@ -10,7 +10,7 @@ import (
 	"io"
 	"io/ioutil"
 	"os"
-	"path"
+	"path/filepath"
 	"strings"
 
 	"github.com/nspcc-dev/neo-go/pkg/smartcontract/manifest"
@@ -135,7 +135,7 @@ func getBuildInfo(name string, src interface{}) (*buildInfo, error) {
 			}
 			for i := range ds {
 				if !ds[i].IsDir() && strings.HasSuffix(ds[i].Name(), ".go") {
-					names = append(names, path.Join(name, ds[i].Name()))
+					names = append(names, filepath.Join(name, ds[i].Name()))
 				}
 			}
 		}
diff --git a/pkg/compiler/compiler_test.go b/pkg/compiler/compiler_test.go
index 07ace1e07..02b6acd99 100644
--- a/pkg/compiler/compiler_test.go
+++ b/pkg/compiler/compiler_test.go
@@ -4,7 +4,7 @@ import (
 	"fmt"
 	"io/ioutil"
 	"os"
-	"path"
+	"path/filepath"
 	"strings"
 	"testing"
 
@@ -58,7 +58,7 @@ func TestCompiler(t *testing.T) {
 						continue
 					}
 
-					targetPath := path.Join(examplePath, info.Name())
+					targetPath := filepath.Join(examplePath, info.Name())
 					require.NoError(t, compileFile(targetPath))
 				}
 			},
diff --git a/pkg/core/blockchain_test.go b/pkg/core/blockchain_test.go
index 2c69760e5..1276f37e3 100644
--- a/pkg/core/blockchain_test.go
+++ b/pkg/core/blockchain_test.go
@@ -6,7 +6,7 @@ import (
 	"fmt"
 	"math/big"
 	"math/rand"
-	"path"
+	"path/filepath"
 	"strings"
 	"testing"
 	"time"
@@ -1707,9 +1707,9 @@ func TestMPTDeleteNoKey(t *testing.T) {
 // native contract is disabled. It's easy to forget about config while adding new
 // native contract.
 func TestConfigNativeUpdateHistory(t *testing.T) {
-	const prefixPath = "../../config"
+	var prefixPath = filepath.Join("..", "..", "config")
 	check := func(t *testing.T, cfgFileSuffix interface{}) {
-		cfgPath := path.Join(prefixPath, fmt.Sprintf("protocol.%s.yml", cfgFileSuffix))
+		cfgPath := filepath.Join(prefixPath, fmt.Sprintf("protocol.%s.yml", cfgFileSuffix))
 		cfg, err := config.LoadFile(cfgPath)
 		require.NoError(t, err, fmt.Errorf("failed to load %s", cfgPath))
 		natives := native.NewContracts(cfg.ProtocolConfiguration)
diff --git a/pkg/core/notary_test.go b/pkg/core/notary_test.go
index 2ca1d8e89..67b5bbd3d 100644
--- a/pkg/core/notary_test.go
+++ b/pkg/core/notary_test.go
@@ -5,6 +5,7 @@ import (
 	"fmt"
 	"math/rand"
 	"path"
+	"path/filepath"
 	"sync"
 	"testing"
 	"time"
@@ -30,13 +31,13 @@ import (
 	"go.uber.org/zap/zaptest"
 )
 
-const notaryModulePath = "../services/notary/"
+var notaryModulePath = filepath.Join("..", "services", "notary")
 
 func getTestNotary(t *testing.T, bc *Blockchain, walletPath, pass string, onTx func(tx *transaction.Transaction) error) (*wallet.Account, *notary.Notary, *mempool.Pool) {
 	mainCfg := config.P2PNotary{
 		Enabled: true,
 		UnlockWallet: config.Wallet{
-			Path:     path.Join(notaryModulePath, walletPath),
+			Path:     filepath.Join(notaryModulePath, walletPath),
 			Password: pass,
 		},
 	}
diff --git a/pkg/core/oracle_test.go b/pkg/core/oracle_test.go
index 701ebfb83..7657446aa 100644
--- a/pkg/core/oracle_test.go
+++ b/pkg/core/oracle_test.go
@@ -8,6 +8,7 @@ import (
 	"net/http"
 	"net/url"
 	"path"
+	"path/filepath"
 	"strings"
 	"sync"
 	"testing"
@@ -28,7 +29,7 @@ import (
 	"go.uber.org/zap/zaptest"
 )
 
-const oracleModulePath = "../services/oracle/"
+var oracleModulePath = filepath.Join("..", "services", "oracle")
 
 func getOracleConfig(t *testing.T, bc *Blockchain, w, pass string) oracle.Config {
 	return oracle.Config{
@@ -38,7 +39,7 @@ func getOracleConfig(t *testing.T, bc *Blockchain, w, pass string) oracle.Config
 			RefreshInterval:     time.Second,
 			AllowedContentTypes: []string{"application/json"},
 			UnlockWallet: config.Wallet{
-				Path:     path.Join(oracleModulePath, w),
+				Path:     filepath.Join(oracleModulePath, w),
 				Password: pass,
 			},
 		},
diff --git a/pkg/core/stateroot_test.go b/pkg/core/stateroot_test.go
index 6dd0703a3..cb66c078e 100644
--- a/pkg/core/stateroot_test.go
+++ b/pkg/core/stateroot_test.go
@@ -2,7 +2,7 @@ package core
 
 import (
 	"errors"
-	"path"
+	"path/filepath"
 	"sort"
 	"testing"
 	"time"
@@ -78,7 +78,7 @@ func TestStateRoot(t *testing.T) {
 	transferTokenFromMultisigAccount(t, bc, h, bc.contracts.GAS.Hash, 1_0000_0000)
 
 	tmpDir := t.TempDir()
-	w := createAndWriteWallet(t, accs[0], path.Join(tmpDir, "w"), "pass")
+	w := createAndWriteWallet(t, accs[0], filepath.Join(tmpDir, "w"), "pass")
 	cfg := createStateRootConfig(w.Path(), "pass")
 	srv, err := stateroot.New(cfg, zaptest.NewLogger(t), bc, nil)
 	require.NoError(t, err)
@@ -146,7 +146,7 @@ func TestStateRootInitNonZeroHeight(t *testing.T) {
 		_, err := persistBlock(bc)
 		require.NoError(t, err)
 		tmpDir := t.TempDir()
-		w := createAndWriteWallet(t, accs[0], path.Join(tmpDir, "w"), "pass")
+		w := createAndWriteWallet(t, accs[0], filepath.Join(tmpDir, "w"), "pass")
 		cfg := createStateRootConfig(w.Path(), "pass")
 		srv, err := stateroot.New(cfg, zaptest.NewLogger(t), bc, nil)
 		require.NoError(t, err)
@@ -189,7 +189,7 @@ func TestStateRootFull(t *testing.T) {
 	bc := newTestChain(t)
 
 	h, pubs, accs := newMajorityMultisigWithGAS(t, 2)
-	w := createAndWriteWallet(t, accs[1], path.Join(tmpDir, "wallet2"), "two")
+	w := createAndWriteWallet(t, accs[1], filepath.Join(tmpDir, "wallet2"), "two")
 	cfg := createStateRootConfig(w.Path(), "two")
 
 	var lastValidated atomic.Value
diff --git a/pkg/core/storage/boltdb_store_test.go b/pkg/core/storage/boltdb_store_test.go
index cd1a84e39..dac682318 100644
--- a/pkg/core/storage/boltdb_store_test.go
+++ b/pkg/core/storage/boltdb_store_test.go
@@ -1,7 +1,7 @@
 package storage
 
 import (
-	"path"
+	"path/filepath"
 	"testing"
 
 	"github.com/stretchr/testify/require"
@@ -9,7 +9,7 @@ import (
 
 func newBoltStoreForTesting(t testing.TB) Store {
 	d := t.TempDir()
-	testFileName := path.Join(d, "test_bolt_db")
+	testFileName := filepath.Join(d, "test_bolt_db")
 	boltDBStore, err := NewBoltDBStore(BoltDBOptions{FilePath: testFileName})
 	require.NoError(t, err)
 	return boltDBStore
diff --git a/pkg/core/storage/memcached_store_test.go b/pkg/core/storage/memcached_store_test.go
index 216c6b8e7..eb572d48f 100644
--- a/pkg/core/storage/memcached_store_test.go
+++ b/pkg/core/storage/memcached_store_test.go
@@ -109,6 +109,10 @@ func TestMemCachedPersist(t *testing.T) {
 	})
 	t.Run("BoltDBStore", func(t *testing.T) {
 		ps := newBoltStoreForTesting(t)
+		t.Cleanup(func() {
+			err := ps.Close()
+			require.NoError(t, err)
+		})
 		testMemCachedStorePersist(t, ps)
 	})
 }
diff --git a/pkg/io/fileWriter.go b/pkg/io/fileWriter.go
index 35f3e7c62..5e367b3eb 100644
--- a/pkg/io/fileWriter.go
+++ b/pkg/io/fileWriter.go
@@ -3,13 +3,13 @@ package io
 import (
 	"fmt"
 	"os"
-	"path"
+	"path/filepath"
 )
 
 // MakeDirForFile creates directory provided in filePath.
 func MakeDirForFile(filePath string, creator string) error {
 	fileName := filePath
-	dir := path.Dir(fileName)
+	dir := filepath.Dir(fileName)
 	err := os.MkdirAll(dir, os.ModePerm)
 	if err != nil {
 		return fmt.Errorf("could not create dir for %s: %w", creator, err)
diff --git a/pkg/io/fileWriter_test.go b/pkg/io/fileWriter_test.go
index 65b0f872e..121721dc2 100644
--- a/pkg/io/fileWriter_test.go
+++ b/pkg/io/fileWriter_test.go
@@ -2,7 +2,7 @@ package io
 
 import (
 	"os"
-	"path"
+	"path/filepath"
 	"testing"
 
 	"github.com/stretchr/testify/require"
@@ -10,21 +10,23 @@ import (
 
 func TestMakeDirForFile_HappyPath(t *testing.T) {
 	tempDir := t.TempDir()
-	filePath := path.Join(tempDir, "testDir/testFile.test")
+	filePath := filepath.Join(tempDir, "testDir", "testFile.test")
 	err := MakeDirForFile(filePath, "test")
 	require.NoError(t, err)
 
-	_, errChDir := os.Create(filePath)
+	f, errChDir := os.Create(filePath)
 	require.NoError(t, errChDir)
+	require.NoError(t, f.Close())
 }
 
 func TestMakeDirForFile_Negative(t *testing.T) {
 	tempDir := t.TempDir()
-	filePath := path.Join(tempDir, "testFile.test")
-	_, err := os.Create(filePath)
+	filePath := filepath.Join(tempDir, "testFile.test")
+	f, err := os.Create(filePath)
 	require.NoError(t, err)
+	require.NoError(t, f.Close())
 
-	filePath = path.Join(filePath, "error")
+	filePath = filepath.Join(filePath, "error")
 	err = MakeDirForFile(filePath, "test")
 	require.Errorf(t, err, "could not create dir for test: mkdir %s : not a directory", filePath)
 }
diff --git a/pkg/vm/cli/cli_test.go b/pkg/vm/cli/cli_test.go
index 3d3761614..83c7d1453 100644
--- a/pkg/vm/cli/cli_test.go
+++ b/pkg/vm/cli/cli_test.go
@@ -9,7 +9,7 @@ import (
 	gio "io"
 	"io/ioutil"
 	"os"
-	"path"
+	"path/filepath"
 	"strings"
 	"sync"
 	"testing"
@@ -104,7 +104,8 @@ func (e *executor) checkNextLine(t *testing.T, expected string) {
 func (e *executor) checkError(t *testing.T, expectedErr error) {
 	line, err := e.out.ReadString('\n')
 	require.NoError(t, err)
-	require.True(t, strings.HasPrefix(line, "Error: "+expectedErr.Error()))
+	expected := "Error: " + expectedErr.Error()
+	require.True(t, strings.HasPrefix(line, expected), fmt.Errorf("expected `%s`, got `%s`", expected, line))
 }
 
 func (e *executor) checkStack(t *testing.T, items ...interface{}) {
@@ -199,9 +200,9 @@ func TestLoad(t *testing.T) {
 	tmpDir := t.TempDir()
 
 	t.Run("loadgo", func(t *testing.T) {
-		filename := path.Join(tmpDir, "vmtestcontract.go")
+		filename := filepath.Join(tmpDir, "vmtestcontract.go")
 		require.NoError(t, ioutil.WriteFile(filename, []byte(src), os.ModePerm))
-		filenameErr := path.Join(tmpDir, "vmtestcontract_err.go")
+		filenameErr := filepath.Join(tmpDir, "vmtestcontract_err.go")
 		require.NoError(t, ioutil.WriteFile(filenameErr, []byte(src+"invalid_token"), os.ModePerm))
 
 		e := newTestVMCLI(t)
@@ -224,7 +225,7 @@ func TestLoad(t *testing.T) {
 			return 1
 		}
 `
-		filename := path.Join(tmpDir, "vmtestcontract.go")
+		filename := filepath.Join(tmpDir, "vmtestcontract.go")
 		require.NoError(t, ioutil.WriteFile(filename, []byte(srcAllowNotify), os.ModePerm))
 
 		e := newTestVMCLI(t)
@@ -241,19 +242,19 @@ func TestLoad(t *testing.T) {
 		require.NoError(t, err)
 		nefFile, err := nef.NewFile(script)
 		require.NoError(t, err)
-		filename := path.Join(tmpDir, "vmtestcontract.nef")
+		filename := filepath.Join(tmpDir, "vmtestcontract.nef")
 		rawNef, err := nefFile.Bytes()
 		require.NoError(t, err)
 		require.NoError(t, ioutil.WriteFile(filename, rawNef, os.ModePerm))
 		m, err := di.ConvertToManifest(&compiler.Options{})
 		require.NoError(t, err)
-		manifestFile := path.Join(tmpDir, "vmtestcontract.manifest.json")
+		manifestFile := filepath.Join(tmpDir, "vmtestcontract.manifest.json")
 		rawManifest, err := json.Marshal(m)
 		require.NoError(t, err)
 		require.NoError(t, ioutil.WriteFile(manifestFile, rawManifest, os.ModePerm))
-		filenameErr := path.Join(tmpDir, "vmtestcontract_err.nef")
+		filenameErr := filepath.Join(tmpDir, "vmtestcontract_err.nef")
 		require.NoError(t, ioutil.WriteFile(filenameErr, append([]byte{1, 2, 3, 4}, rawNef...), os.ModePerm))
-		notExists := path.Join(tmpDir, "notexists.json")
+		notExists := filepath.Join(tmpDir, "notexists.json")
 
 		e := newTestVMCLI(t)
 		e.runProg(t,
@@ -293,7 +294,7 @@ func TestRunWithDifferentArguments(t *testing.T) {
 	}`
 
 	tmpDir := t.TempDir()
-	filename := path.Join(tmpDir, "run_vmtestcontract.go")
+	filename := filepath.Join(tmpDir, "run_vmtestcontract.go")
 	require.NoError(t, ioutil.WriteFile(filename, []byte(src), os.ModePerm))
 
 	e := newTestVMCLI(t)
diff --git a/pkg/wallet/regenerate_test.go b/pkg/wallet/regenerate_test.go
index 28a4e6fc7..168fcff34 100644
--- a/pkg/wallet/regenerate_test.go
+++ b/pkg/wallet/regenerate_test.go
@@ -4,7 +4,7 @@ import (
 	"encoding/json"
 	"fmt"
 	"io/ioutil"
-	"path"
+	"path/filepath"
 	"testing"
 
 	"github.com/nspcc-dev/neo-go/pkg/core/state"
@@ -57,7 +57,7 @@ func TestRegenerateSoloWallet(t *testing.T) {
 	if !regenerate {
 		return
 	}
-	walletPath := path.Join(dockerWalletDir, "wallet1_solo.json")
+	walletPath := filepath.Join(dockerWalletDir, "wallet1_solo.json")
 	wif := privnetWIFs[0]
 	acc1 := getAccount(t, wif, "one")
 	acc2 := getAccount(t, wif, "one")
@@ -76,7 +76,7 @@ func regenerateWallets(t *testing.T, dir string) {
 		acc2 := getAccount(t, privnetWIFs[i], passwords[i])
 		require.NoError(t, acc2.ConvertMultisig(3, pubs))
 
-		createWallet(t, path.Join(dir, fmt.Sprintf("wallet%d.json", i+1)), acc1, acc2)
+		createWallet(t, filepath.Join(dir, fmt.Sprintf("wallet%d.json", i+1)), acc1, acc2)
 	}
 }
 
@@ -107,9 +107,9 @@ func TestRegenerateWalletTestdata(t *testing.T) {
 	acc3 := getAccount(t, privnetWIFs[1], "two")
 	acc3.Default = true
 
-	createWallet(t, path.Join(walletDir, "wallet1.json"), acc1, acc2)
+	createWallet(t, filepath.Join(walletDir, "wallet1.json"), acc1, acc2)
 
-	createWallet(t, path.Join(walletDir, "wallet2.json"), acc1, acc2, acc3)
+	createWallet(t, filepath.Join(walletDir, "wallet2.json"), acc1, acc2, acc3)
 }
 
 func TestRegenerateNotaryWallets(t *testing.T) {
@@ -117,21 +117,21 @@ func TestRegenerateNotaryWallets(t *testing.T) {
 		return
 	}
 	const (
-		walletDir = "../services/notary/testdata/"
-		acc1WIF   = "L1MstxuD8SvS9HuFcV5oYzcdA1xX8D9bD9qPwg8fU5SSywYBecg3"
-		acc2WIF   = "L2iGxPvxbyWpYEbCZk2L3PgT7sCQaSDAbBC4MRLAjhs1s2JZ1xs5"
-		acc3WIF   = "L1xD2yiUyARX8DAkWa8qGpWpwjqW2u717VzUJyByk6s7HinhRVZv"
-		acc4WIF   = "L1ioz93TNt6Nu1aoMpZQ4zgdtgC8ZvJMC6pyHFkrovdR3SFwbn6n"
+		acc1WIF = "L1MstxuD8SvS9HuFcV5oYzcdA1xX8D9bD9qPwg8fU5SSywYBecg3"
+		acc2WIF = "L2iGxPvxbyWpYEbCZk2L3PgT7sCQaSDAbBC4MRLAjhs1s2JZ1xs5"
+		acc3WIF = "L1xD2yiUyARX8DAkWa8qGpWpwjqW2u717VzUJyByk6s7HinhRVZv"
+		acc4WIF = "L1ioz93TNt6Nu1aoMpZQ4zgdtgC8ZvJMC6pyHFkrovdR3SFwbn6n"
 	)
+	var walletDir = filepath.Join("..", "services", "notary", "testdata")
 
 	scryptParams := keys.ScryptParams{N: 2, R: 1, P: 1}
 	acc1 := getAccountWithScrypt(t, acc1WIF, "one", scryptParams)
 	acc2 := getAccountWithScrypt(t, acc2WIF, "one", scryptParams)
 	acc3 := getAccountWithScrypt(t, acc3WIF, "four", scryptParams)
-	createWallet(t, path.Join(walletDir, "notary1.json"), acc1, acc2, acc3)
+	createWallet(t, filepath.Join(walletDir, "notary1.json"), acc1, acc2, acc3)
 
 	acc4 := getAccountWithScrypt(t, acc4WIF, "two", scryptParams)
-	createWallet(t, path.Join(walletDir, "notary2.json"), acc4)
+	createWallet(t, filepath.Join(walletDir, "notary2.json"), acc4)
 }
 
 func TestRegenerateOracleWallets(t *testing.T) {
@@ -145,10 +145,10 @@ func TestRegenerateOracleWallets(t *testing.T) {
 	)
 
 	acc1 := getAccount(t, acc1WIF, "one")
-	createWallet(t, path.Join(walletDir, "oracle1.json"), acc1)
+	createWallet(t, filepath.Join(walletDir, "oracle1.json"), acc1)
 
 	acc2 := getAccount(t, acc2WIF, "two")
-	createWallet(t, path.Join(walletDir, "oracle2.json"), acc2)
+	createWallet(t, filepath.Join(walletDir, "oracle2.json"), acc2)
 }
 
 func TestRegenerateExamplesWallet(t *testing.T) {
diff --git a/pkg/wallet/wallet_test.go b/pkg/wallet/wallet_test.go
index 68c97579b..6ac8f4071 100644
--- a/pkg/wallet/wallet_test.go
+++ b/pkg/wallet/wallet_test.go
@@ -3,6 +3,7 @@ package wallet
 import (
 	"encoding/json"
 	"path"
+	"path/filepath"
 	"testing"
 
 	"github.com/nspcc-dev/neo-go/pkg/encoding/address"
@@ -124,7 +125,7 @@ func TestJSONMarshallUnmarshal(t *testing.T) {
 
 func checkWalletConstructor(t *testing.T) *Wallet {
 	tmpDir := t.TempDir()
-	file := path.Join(tmpDir, walletTemplate)
+	file := filepath.Join(tmpDir, walletTemplate)
 	wallet, err := NewWallet(file)
 	require.NoError(t, err)
 	return wallet