diff --git a/testing-modules/testing-assertions/src/test/java/com/baeldung/assertnestedmap/AssertNestedMapUnitTest.java b/testing-modules/testing-assertions/src/test/java/com/baeldung/assertnestedmap/AssertNestedMapUnitTest.java
new file mode 100644
index 0000000000..7c48a5eb4a
--- /dev/null
+++ b/testing-modules/testing-assertions/src/test/java/com/baeldung/assertnestedmap/AssertNestedMapUnitTest.java
@@ -0,0 +1,92 @@
+package com.baeldung.assertnestedmap;
+
+
+import org.junit.jupiter.api.Test;
+
+import java.util.Map;
+
+import static com.baeldung.assertnestedmap.matchers.NestedMapMatcher.hasNestedMapEntry;
+import static org.hamcrest.MatcherAssert.assertThat;
+import static org.hamcrest.Matchers.*;
+import static org.junit.jupiter.api.Assertions.*;
+
+public class AssertNestedMapUnitTest {
+    @Test
+    void givenNestedMap_whenUseJupiterAssertTrueWithoutCasting_thenTest() {
+        Map<String, Object> innerMap = Map.of("city", "Chicago");
+        Map<String, Map<String, Object>> outerMap = Map.of("address", innerMap);
+
+        assertTrue(outerMap.containsKey("address") && outerMap.get("address").get("city").equals("Chicago"));
+    }
+
+    @Test
+    void givenNestedMap_whenUseJupiterAssertAllAndAssertTrue_thenTest() {
+        Map<String, Object> innerMap = Map.of("city", "Chicago");
+        Map<String, Map<String, Object>> outerMap = Map.of("address", innerMap);
+
+        assertAll(
+          () -> assertTrue(outerMap.containsKey("address")),
+          () -> assertEquals(outerMap.get("address").get("city"), "Chicago")
+        );
+    }
+
+    @Test
+    void givenNestedMap_whenUseJupiterAssertTrueWithCasting_thenTest() {
+        Map<String, Object> innerMap = Map.of("city", "Chicago");
+        Map<String, Object> outerMap = Map.of("address", innerMap);
+
+        assertTrue(outerMap.containsKey("address")
+                && ((Map<String, Object>)outerMap.get("address")).get("city").equals("Chicago"));
+    }
+
+    @Test
+    void givenNestedMap_whenUseHamcrestAssertThat_thenTest() {
+        Map<String, Object> innerMap = Map.of("city", "Chicago");
+        Map<String, Map<String, Object>> outerMap = Map.of("address", innerMap);
+        assertAll(
+          () -> assertThat(outerMap, hasKey("address")),
+          () -> assertThat(outerMap.get("address"), hasEntry("city", "Chicago"))
+        );
+    }
+
+    @Test
+    void givenNestedMapOfStringAndObject_whenUseHamcrestAssertThat_thenTest() {
+        Map<String, Object> innerMap = Map.of("city", "Chicago");
+        Map<String, Map<String, Object>> outerMap = Map.of("address", innerMap);
+
+        assertThat(outerMap, hasEntry(equalTo("address"), hasEntry("city", "Chicago")));
+    }
+
+    @Test
+    void givenNestedMapOfStringAndObject_whenUseHamcrestAssertThatAndCustomMatcher_thenTest() {
+        Map<String, Object> innerMap = Map.of
+          (
+            "city", "Chicago",
+            "zip", "10005"
+          );
+        Map<String, Map<String, Object>> outerMap = Map.of("address", innerMap);
+
+        assertThat(outerMap, hasNestedMapEntry("address", innerMap));
+    }
+
+    @Test
+    void givenOuterMapOfStringAndObjectAndInnerMap_whenUseHamcrestAssertThatAndCustomMatcher_thenTest() {
+        Map<String, Object> innerMap = Map.of
+          (
+            "city", "Chicago",
+            "zip", "10005"
+          );
+        Map<String, Object> outerMap = Map.of("address", innerMap);
+
+        assertThat(outerMap, hasNestedMapEntry("address", innerMap));
+    }
+
+    @Test
+    void givenNestedMap_whenUseHamcrestAssertThatWithCasting_thenTest() {
+        Map<String, Object> innerMap = Map.of("city", "Chicago");
+        Map<String, Object> outerMap = Map.of("address", innerMap);
+
+        assertThat((Map<String, Object>)outerMap.get("address"), hasEntry("city", "Chicago"));
+    }
+
+}
diff --git a/testing-modules/testing-assertions/src/test/java/com/baeldung/assertnestedmap/matchers/NestedMapMatcher.java b/testing-modules/testing-assertions/src/test/java/com/baeldung/assertnestedmap/matchers/NestedMapMatcher.java
new file mode 100644
index 0000000000..961130bb20
--- /dev/null
+++ b/testing-modules/testing-assertions/src/test/java/com/baeldung/assertnestedmap/matchers/NestedMapMatcher.java
@@ -0,0 +1,38 @@
+package com.baeldung.assertnestedmap.matchers;
+
+
+import org.hamcrest.Description;
+import org.hamcrest.Matcher;
+import org.hamcrest.TypeSafeMatcher;
+
+import java.util.Map;
+
+public class NestedMapMatcher<K, V> extends TypeSafeMatcher<Map<K, Object>> {
+    private K key;
+    private V subMapValue;
+
+    public NestedMapMatcher(K key, V subMapValue) {
+        this.key = key;
+        this.subMapValue = subMapValue;
+    }
+
+    @Override
+    protected boolean matchesSafely(Map<K, Object> item) {
+        if (item.containsKey(key)) {
+            Object actualValue = item.get(key);
+            return subMapValue.equals(actualValue);
+        }
+        return false;
+    }
+
+    @Override
+    public void describeTo(Description description) {
+        description.appendText("a map containing key ").appendValue(key)
+                .appendText(" with value ").appendValue(subMapValue);
+    }
+
+    public static <K, V> Matcher<V> hasNestedMapEntry(K key, V expectedValue) {
+        return new NestedMapMatcher(key, expectedValue);
+    }
+}
+