diff --git a/main/src/main/java/org/mobilitydata/gtfsvalidator/validator/PickupDropOffTypeValidator.java b/main/src/main/java/org/mobilitydata/gtfsvalidator/validator/PickupDropOffTypeValidator.java
new file mode 100644
index 0000000000..233c31bb42
--- /dev/null
+++ b/main/src/main/java/org/mobilitydata/gtfsvalidator/validator/PickupDropOffTypeValidator.java
@@ -0,0 +1,95 @@
+package org.mobilitydata.gtfsvalidator.validator;
+
+import static org.mobilitydata.gtfsvalidator.notice.SeverityLevel.ERROR;
+
+import org.mobilitydata.gtfsvalidator.annotation.GtfsValidationNotice;
+import org.mobilitydata.gtfsvalidator.annotation.GtfsValidator;
+import org.mobilitydata.gtfsvalidator.notice.NoticeContainer;
+import org.mobilitydata.gtfsvalidator.notice.ValidationNotice;
+import org.mobilitydata.gtfsvalidator.table.GtfsPickupDropOff;
+import org.mobilitydata.gtfsvalidator.table.GtfsStopTime;
+import org.mobilitydata.gtfsvalidator.type.GtfsTime;
+
+/**
+ * Validates that the `start_pickup_drop_off_window` or `end_pickup_drop_off_window` fields are not
+ * set when the `pickup_type` is regularly scheduled (0) or must be coordinated with the driver (3),
+ * and that these fields are not set when the `drop_off_type` is regularly scheduled (0).
+ *
+ * <p>Generated notices include: - {@link ForbiddenPickupTypeNotice} - {@link
+ * ForbiddenDropOffTypeNotice} if the `drop_off_type` is invalid.
+ */
+@GtfsValidator
+public class PickupDropOffTypeValidator extends SingleEntityValidator<GtfsStopTime> {
+  @Override
+  public void validate(GtfsStopTime entity, NoticeContainer noticeContainer) {
+    if ((entity.hasStartPickupDropOffWindow() || entity.hasEndPickupDropOffWindow())
+        && (entity.pickupType().equals(GtfsPickupDropOff.ALLOWED)
+            || entity.pickupType().equals(GtfsPickupDropOff.ON_REQUEST_TO_DRIVER))) {
+      noticeContainer.addValidationNotice(
+          new ForbiddenPickupTypeNotice(
+              entity.csvRowNumber(),
+              entity.startPickupDropOffWindow(),
+              entity.endPickupDropOffWindow()));
+    }
+
+    if ((entity.hasStartPickupDropOffWindow() || entity.hasEndPickupDropOffWindow())
+        && entity.dropOffType().equals(GtfsPickupDropOff.ALLOWED)) {
+      noticeContainer.addValidationNotice(
+          new ForbiddenDropOffTypeNotice(
+              entity.csvRowNumber(),
+              entity.startPickupDropOffWindow(),
+              entity.endPickupDropOffWindow()));
+    }
+  }
+
+  @Override
+  public boolean shouldCallValidate(ColumnInspector header) {
+    return header.hasColumn(GtfsStopTime.START_PICKUP_DROP_OFF_WINDOW_FIELD_NAME)
+        || header.hasColumn(GtfsStopTime.END_PICKUP_DROP_OFF_WINDOW_FIELD_NAME);
+  }
+
+  /**
+   * pickup_drop_off_window fields are forbidden when the pickup_type is regularly scheduled (0) or
+   * must be coordinated with the driver (3).
+   */
+  @GtfsValidationNotice(severity = ERROR)
+  public static class ForbiddenPickupTypeNotice extends ValidationNotice {
+    /** The row of the faulty record. */
+    private final int csvRowNumber;
+
+    /** The start pickup drop off window of the faulty record. */
+    private final GtfsTime startPickupDropOffWindow;
+
+    /** The end pickup drop off window of the faulty record. */
+    private final GtfsTime endPickupDropOffWindow;
+
+    public ForbiddenPickupTypeNotice(
+        int csvRowNumber, GtfsTime startPickupDropOffWindow, GtfsTime endPickupDropOffWindow) {
+      this.csvRowNumber = csvRowNumber;
+      this.startPickupDropOffWindow = startPickupDropOffWindow;
+      this.endPickupDropOffWindow = endPickupDropOffWindow;
+    }
+  }
+
+  /**
+   * pickup_drop_off_window fields are forbidden when the drop_off_type is regularly scheduled (0).
+   */
+  @GtfsValidationNotice(severity = ERROR)
+  public static class ForbiddenDropOffTypeNotice extends ValidationNotice {
+    /** The row of the faulty record. */
+    private final int csvRowNumber;
+
+    /** The start pickup drop off window of the faulty record. */
+    private final GtfsTime startPickupDropOffWindow;
+
+    /** The end pickup drop off window of the faulty record. */
+    private final GtfsTime endPickupDropOffWindow;
+
+    public ForbiddenDropOffTypeNotice(
+        int csvRowNumber, GtfsTime startPickupDropOffWindow, GtfsTime endPickupDropOffWindow) {
+      this.csvRowNumber = csvRowNumber;
+      this.startPickupDropOffWindow = startPickupDropOffWindow;
+      this.endPickupDropOffWindow = endPickupDropOffWindow;
+    }
+  }
+}
diff --git a/main/src/test/java/org/mobilitydata/gtfsvalidator/validator/NoticeFieldsTest.java b/main/src/test/java/org/mobilitydata/gtfsvalidator/validator/NoticeFieldsTest.java
index 6a1a55ae91..0507ec5147 100644
--- a/main/src/test/java/org/mobilitydata/gtfsvalidator/validator/NoticeFieldsTest.java
+++ b/main/src/test/java/org/mobilitydata/gtfsvalidator/validator/NoticeFieldsTest.java
@@ -80,6 +80,7 @@ public void testNoticeClassFieldNames() {
             "departureTime1",
             "distanceKm",
             "endFieldName",
+            "endPickupDropOffWindow",
             "endValue",
             "entityCount",
             "entityId",
@@ -182,6 +183,7 @@ public void testNoticeClassFieldNames() {
             "specifiedField",
             "speedKph",
             "startFieldName",
+            "startPickupDropOffWindow",
             "startValue",
             "stopCsvRowNumber",
             "stopDesc",
diff --git a/main/src/test/java/org/mobilitydata/gtfsvalidator/validator/PickupDropOffTypeValidatorTest.java b/main/src/test/java/org/mobilitydata/gtfsvalidator/validator/PickupDropOffTypeValidatorTest.java
new file mode 100644
index 0000000000..23537fb844
--- /dev/null
+++ b/main/src/test/java/org/mobilitydata/gtfsvalidator/validator/PickupDropOffTypeValidatorTest.java
@@ -0,0 +1,76 @@
+package org.mobilitydata.gtfsvalidator.validator;
+
+import static com.google.common.truth.Truth.assertThat;
+
+import java.util.List;
+import org.junit.Test;
+import org.junit.runner.RunWith;
+import org.junit.runners.JUnit4;
+import org.mobilitydata.gtfsvalidator.notice.NoticeContainer;
+import org.mobilitydata.gtfsvalidator.notice.ValidationNotice;
+import org.mobilitydata.gtfsvalidator.table.GtfsPickupDropOff;
+import org.mobilitydata.gtfsvalidator.table.GtfsStopTime;
+import org.mobilitydata.gtfsvalidator.type.GtfsTime;
+
+@RunWith(JUnit4.class)
+public class PickupDropOffTypeValidatorTest {
+  static PickupDropOffTypeValidator validator = new PickupDropOffTypeValidator();
+
+  private static List<ValidationNotice> generateNotices(GtfsStopTime stopTime) {
+    NoticeContainer noticeContainer = new NoticeContainer();
+    validator.validate(stopTime, noticeContainer);
+    return noticeContainer.getValidationNotices();
+  }
+
+  @Test
+  public void forbiddenDropOffTypeShouldGenerateNotice() {
+    GtfsStopTime stopTime =
+        new GtfsStopTime.Builder()
+            .setCsvRowNumber(1)
+            .setPickupType(GtfsPickupDropOff.NOT_AVAILABLE)
+            .setDropOffType(GtfsPickupDropOff.ALLOWED)
+            .setStartPickupDropOffWindow(GtfsTime.fromString("00:00:02"))
+            .setEndPickupDropOffWindow(GtfsTime.fromString("00:00:03"))
+            .build();
+    assertThat(generateNotices(stopTime))
+        .containsExactly(
+            new PickupDropOffTypeValidator.ForbiddenDropOffTypeNotice(
+                1, GtfsTime.fromString("00:00:02"), GtfsTime.fromString("00:00:03")));
+  }
+
+  @Test
+  public void allowedDropOffTypeShouldNotGenerateNotice() {
+    GtfsStopTime stopTime =
+        new GtfsStopTime.Builder()
+            .setCsvRowNumber(2)
+            .setDropOffType(GtfsPickupDropOff.NOT_AVAILABLE)
+            .build();
+    assertThat(generateNotices(stopTime)).isEmpty();
+  }
+
+  @Test
+  public void forbiddenPickupTypeShouldGenerateNotice() {
+    GtfsStopTime stopTime =
+        new GtfsStopTime.Builder()
+            .setCsvRowNumber(3)
+            .setPickupType(GtfsPickupDropOff.ALLOWED)
+            .setDropOffType(GtfsPickupDropOff.NOT_AVAILABLE)
+            .setStartPickupDropOffWindow(GtfsTime.fromString("08:00:00"))
+            .setEndPickupDropOffWindow(GtfsTime.fromString("09:00:00"))
+            .build();
+    assertThat(generateNotices(stopTime))
+        .containsExactly(
+            new PickupDropOffTypeValidator.ForbiddenPickupTypeNotice(
+                3, GtfsTime.fromString("08:00:00"), GtfsTime.fromString("09:00:00")));
+  }
+
+  @Test
+  public void allowedPickupTypeShouldNotGenerateNotice() {
+    GtfsStopTime stopTime =
+        new GtfsStopTime.Builder()
+            .setCsvRowNumber(4)
+            .setPickupType(GtfsPickupDropOff.NOT_AVAILABLE)
+            .build();
+    assertThat(generateNotices(stopTime)).isEmpty();
+  }
+}