diff --git a/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/build/gradle/GradleWrapperContributorTests.java b/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/build/gradle/GradleWrapperContributorTests.java
index dee114d7..e67c6ec9 100644
--- a/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/build/gradle/GradleWrapperContributorTests.java
+++ b/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/build/gradle/GradleWrapperContributorTests.java
@@ -60,13 +60,17 @@ class GradleWrapperContributorTests {
 
 	private Consumer<Path> isNotExecutable() {
 		return (path) -> {
-			if (Files.isExecutable(path)) {
+			if (supportsExecutableFlag() && Files.isExecutable(path)) {
 				throw Failures.instance().failure(String
 						.format("%nExpecting:%n  <%s>%nto not be executable.", path));
 			}
 		};
 	}
 
+	private static boolean supportsExecutableFlag() {
+		return !System.getProperty("os.name").startsWith("Windows");
+	}
+
 	Path contribute(String gradleVersion) throws IOException {
 		Path projectDir = Files.createTempDirectory(this.directory, "project-");
 		new GradleWrapperContributor(gradleVersion).contribute(projectDir);
diff --git a/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/build/maven/MavenWrapperContributorTests.java b/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/build/maven/MavenWrapperContributorTests.java
index b532d5a9..09f320f8 100644
--- a/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/build/maven/MavenWrapperContributorTests.java
+++ b/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/build/maven/MavenWrapperContributorTests.java
@@ -52,13 +52,17 @@ class MavenWrapperContributorTests {
 
 	private Consumer<Path> isNotExecutable() {
 		return (path) -> {
-			if (Files.isExecutable(path)) {
+			if (supportsExecutableFlag() && Files.isExecutable(path)) {
 				throw Failures.instance().failure(String
 						.format("%nExpecting:%n  <%s>%nto not be executable.", path));
 			}
 		};
 	}
 
+	private static boolean supportsExecutableFlag() {
+		return !System.getProperty("os.name").startsWith("Windows");
+	}
+
 	Path contribute() throws IOException {
 		Path projectDir = Files.createTempDirectory(this.directory, "project-");
 		new MavenWrapperContributor().contribute(projectDir);
diff --git a/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/test/code/SourceCodeAssert.java b/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/test/code/SourceCodeAssert.java
index ef9d2fbb..9f280093 100644
--- a/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/test/code/SourceCodeAssert.java
+++ b/initializr-generator-spring/src/test/java/io/spring/initializr/generator/spring/test/code/SourceCodeAssert.java
@@ -42,8 +42,8 @@ public class SourceCodeAssert {
 	}
 
 	public SourceCodeAssert equalsTo(Resource expected) {
-		try (InputStream stream = expected.getInputStream()) {
-			String expectedContent = StreamUtils.copyToString(stream,
+		try (InputStream in = expected.getInputStream()) {
+			String expectedContent = StreamUtils.copyToString(in,
 					Charset.forName("UTF-8"));
 			assertThat(this.content).describedAs("Content for %s", this.name)
 					.isEqualTo(expectedContent.replaceAll("\r\n", "\n"));
diff --git a/initializr-generator/src/test/java/io/spring/initializr/generator/test/project/ProjectStructure.java b/initializr-generator/src/test/java/io/spring/initializr/generator/test/project/ProjectStructure.java
index f7f3b745..766d2634 100644
--- a/initializr-generator/src/test/java/io/spring/initializr/generator/test/project/ProjectStructure.java
+++ b/initializr-generator/src/test/java/io/spring/initializr/generator/test/project/ProjectStructure.java
@@ -17,6 +17,7 @@
 package io.spring.initializr.generator.test.project;
 
 import java.io.IOException;
+import java.nio.file.FileSystems;
 import java.nio.file.FileVisitResult;
 import java.nio.file.Files;
 import java.nio.file.Path;
@@ -75,7 +76,8 @@ public class ProjectStructure {
 	}
 
 	/**
-	 * Return the relative paths of all files.
+	 * Return the relative paths of all files. For consistency, always use {@code /} as
+	 * path separator.
 	 * @return the relative path of all files
 	 */
 	public List<String> getRelativePathsOfProjectFiles() {
@@ -84,8 +86,7 @@ public class ProjectStructure {
 			Files.walkFileTree(this.projectDirectory, new SimpleFileVisitor<Path>() {
 				@Override
 				public FileVisitResult visitFile(Path file, BasicFileAttributes attrs) {
-					relativePaths.add(ProjectStructure.this.projectDirectory
-							.relativize(file).toString());
+					relativePaths.add(createRelativePath(file));
 					return FileVisitResult.CONTINUE;
 				}
 			});
@@ -96,4 +97,12 @@ public class ProjectStructure {
 		return relativePaths;
 	}
 
+	private String createRelativePath(Path file) {
+		String relativePath = this.projectDirectory.relativize(file).toString();
+		if (FileSystems.getDefault().getSeparator().equals("\\")) {
+			return relativePath.replace('\\', '/');
+		}
+		return relativePath;
+	}
+
 }
diff --git a/initializr-metadata/src/main/java/io/spring/initializr/metadata/InitializrMetadataBuilder.java b/initializr-metadata/src/main/java/io/spring/initializr/metadata/InitializrMetadataBuilder.java
index 41e5baf4..000839a7 100644
--- a/initializr-metadata/src/main/java/io/spring/initializr/metadata/InitializrMetadataBuilder.java
+++ b/initializr-metadata/src/main/java/io/spring/initializr/metadata/InitializrMetadataBuilder.java
@@ -16,6 +16,7 @@
 
 package io.spring.initializr.metadata;
 
+import java.io.InputStream;
 import java.nio.charset.Charset;
 import java.util.ArrayList;
 import java.util.List;
@@ -202,9 +203,8 @@ public final class InitializrMetadataBuilder {
 		@Override
 		public void customize(InitializrMetadata metadata) {
 			logger.info("Loading initializr metadata from " + this.resource);
-			try {
-				String content = StreamUtils.copyToString(this.resource.getInputStream(),
-						UTF_8);
+			try (InputStream in = this.resource.getInputStream()) {
+				String content = StreamUtils.copyToString(in, UTF_8);
 				ObjectMapper objectMapper = new ObjectMapper();
 				InitializrMetadata anotherMetadata = objectMapper.readValue(content,
 						InitializrMetadata.class);
diff --git a/initializr-web/src/test/java/io/spring/initializr/web/AbstractInitializrIntegrationTests.java b/initializr-web/src/test/java/io/spring/initializr/web/AbstractInitializrIntegrationTests.java
index 37819c04..f267c4fe 100755
--- a/initializr-web/src/test/java/io/spring/initializr/web/AbstractInitializrIntegrationTests.java
+++ b/initializr-web/src/test/java/io/spring/initializr/web/AbstractInitializrIntegrationTests.java
@@ -243,8 +243,8 @@ public abstract class AbstractInitializrIntegrationTests {
 	protected JSONObject readJsonFrom(String path) {
 		try {
 			ClassPathResource resource = new ClassPathResource(path);
-			try (InputStream stream = resource.getInputStream()) {
-				String json = StreamUtils.copyToString(stream, Charset.forName("UTF-8"));
+			try (InputStream in = resource.getInputStream()) {
+				String json = StreamUtils.copyToString(in, Charset.forName("UTF-8"));
 				String placeholder = "";
 				if (this instanceof AbstractInitializrControllerIntegrationTests) {
 					placeholder = ((AbstractInitializrControllerIntegrationTests) this).host;