diff --git a/spring-boot-actuator/src/main/java/org/springframework/boot/actuate/autoconfigure/ManagementServerProperties.java b/spring-boot-actuator/src/main/java/org/springframework/boot/actuate/autoconfigure/ManagementServerProperties.java
index 5653d1f96bc..55855dc6a77 100644
--- a/spring-boot-actuator/src/main/java/org/springframework/boot/actuate/autoconfigure/ManagementServerProperties.java
+++ b/spring-boot-actuator/src/main/java/org/springframework/boot/actuate/autoconfigure/ManagementServerProperties.java
@@ -26,11 +26,13 @@ import org.springframework.boot.autoconfigure.web.ServerProperties;
 import org.springframework.boot.context.properties.ConfigurationProperties;
 import org.springframework.security.config.http.SessionCreationPolicy;
 import org.springframework.util.ClassUtils;
+import org.springframework.util.StringUtils;
 
 /**
  * Properties for the management server (e.g. port and path settings).
  *
  * @author Dave Syer
+ * @author Stephane Nicoll
  * @see ServerProperties
  */
 @ConfigurationProperties(prefix = "management", ignoreUnknownFields = true)
@@ -103,12 +105,22 @@ public class ManagementServerProperties implements SecurityPrerequisite {
 		this.address = address;
 	}
 
+	/**
+	 * Return the context path with no trailing slash (i.e. the '/' root context is
+	 * represented as the empty string).
+	 * @return the context path (no trailing slash)
+	 */
 	public String getContextPath() {
 		return this.contextPath;
 	}
 
 	public void setContextPath(String contextPath) {
-		this.contextPath = contextPath;
+		if (StringUtils.hasText(contextPath) && contextPath.endsWith("/")) {
+			this.contextPath = contextPath.substring(0, contextPath.length() - 1);
+		}
+		else {
+			this.contextPath = contextPath;
+		}
 	}
 
 	public Security getSecurity() {
diff --git a/spring-boot-actuator/src/test/java/org/springframework/boot/actuate/autoconfigure/ManagementServerPropertiesAutoConfigurationTests.java b/spring-boot-actuator/src/test/java/org/springframework/boot/actuate/autoconfigure/ManagementServerPropertiesAutoConfigurationTests.java
index 850b316803a..96917c57c34 100644
--- a/spring-boot-actuator/src/test/java/org/springframework/boot/actuate/autoconfigure/ManagementServerPropertiesAutoConfigurationTests.java
+++ b/spring-boot-actuator/src/test/java/org/springframework/boot/actuate/autoconfigure/ManagementServerPropertiesAutoConfigurationTests.java
@@ -17,9 +17,6 @@
 package org.springframework.boot.actuate.autoconfigure;
 
 import org.junit.Test;
-import org.springframework.context.annotation.AnnotationConfigApplicationContext;
-import org.springframework.context.annotation.Bean;
-import org.springframework.context.annotation.Configuration;
 
 import static org.hamcrest.Matchers.equalTo;
 import static org.hamcrest.Matchers.nullValue;
@@ -29,37 +26,38 @@ import static org.junit.Assert.assertThat;
  * Tests for {@link ManagementServerPropertiesAutoConfiguration}.
  *
  * @author Phillip Webb
+ * @author Stephane Nicoll
  */
 public class ManagementServerPropertiesAutoConfigurationTests {
 
 	@Test
 	public void defaultManagementServerProperties() {
-		AnnotationConfigApplicationContext context = new AnnotationConfigApplicationContext(
-				ManagementServerPropertiesAutoConfiguration.class);
-		assertThat(context.getBean(ManagementServerProperties.class).getPort(),
-				nullValue());
-		context.close();
+		ManagementServerProperties properties = new ManagementServerProperties();
+		assertThat(properties.getPort(), nullValue());
+		assertThat(properties.getContextPath(), equalTo(""));
 	}
 
 	@Test
-	public void definedManagementServerProperties() throws Exception {
-		AnnotationConfigApplicationContext context = new AnnotationConfigApplicationContext(
-				Config.class, ManagementServerPropertiesAutoConfiguration.class);
-		assertThat(context.getBean(ManagementServerProperties.class).getPort(),
-				equalTo(Integer.valueOf(123)));
-		context.close();
+	public void definedManagementServerProperties() {
+		ManagementServerProperties properties = new ManagementServerProperties();
+		properties.setPort(123);
+		properties.setContextPath("/foo");
+		assertThat(properties.getPort(), equalTo(123));
+		assertThat(properties.getContextPath(), equalTo("/foo"));
 	}
 
-	@Configuration
-	public static class Config {
-
-		@Bean
-		public ManagementServerProperties managementServerProperties() {
-			ManagementServerProperties properties = new ManagementServerProperties();
-			properties.setPort(123);
-			return properties;
-		}
+	@Test
+	public void trailingSlashOfContextPathIsRemoved() {
+		ManagementServerProperties properties = new ManagementServerProperties();
+		properties.setContextPath("/foo/");
+		assertThat(properties.getContextPath(), equalTo("/foo"));
+	}
 
+	@Test
+	public void slashOfContextPathIsDefaultValue() {
+		ManagementServerProperties properties = new ManagementServerProperties();
+		properties.setContextPath("/");
+		assertThat(properties.getContextPath(), equalTo(""));
 	}
 
 }