diff --git a/invokeai/frontend/web/src/app/components/App.tsx b/invokeai/frontend/web/src/app/components/App.tsx
index c93bd8791c..5b3cf5925f 100644
--- a/invokeai/frontend/web/src/app/components/App.tsx
+++ b/invokeai/frontend/web/src/app/components/App.tsx
@@ -25,6 +25,7 @@ import DeleteImageModal from 'features/gallery/components/DeleteImageModal';
 import { requestCanvasRescale } from 'features/canvas/store/thunks/requestCanvasScale';
 import UpdateImageBoardModal from '../../features/gallery/components/Boards/UpdateImageBoardModal';
 import { useListModelsQuery } from 'services/api/endpoints/models';
+import DeleteBoardImagesModal from '../../features/gallery/components/Boards/DeleteBoardImagesModal';
 
 const DEFAULT_CONFIG = {};
 
@@ -158,6 +159,7 @@ const App = ({
       </Grid>
       <DeleteImageModal />
       <UpdateImageBoardModal />
+      <DeleteBoardImagesModal />
       <Toaster />
       <GlobalHotkeys />
     </>
diff --git a/invokeai/frontend/web/src/app/components/InvokeAIUI.tsx b/invokeai/frontend/web/src/app/components/InvokeAIUI.tsx
index 4d83a407c0..7259f6105d 100644
--- a/invokeai/frontend/web/src/app/components/InvokeAIUI.tsx
+++ b/invokeai/frontend/web/src/app/components/InvokeAIUI.tsx
@@ -24,6 +24,7 @@ import {
 import UpdateImageBoardModal from '../../features/gallery/components/Boards/UpdateImageBoardModal';
 import { AddImageToBoardContextProvider } from '../contexts/AddImageToBoardContext';
 import { $authToken, $baseUrl } from 'services/api/client';
+import { DeleteBoardImagesContextProvider } from '../contexts/DeleteBoardImagesContext';
 
 const App = lazy(() => import('./App'));
 const ThemeLocaleProvider = lazy(() => import('./ThemeLocaleProvider'));
@@ -86,11 +87,13 @@ const InvokeAIUI = ({
             <ImageDndContext>
               <DeleteImageContextProvider>
                 <AddImageToBoardContextProvider>
-                  <App
-                    config={config}
-                    headerComponent={headerComponent}
-                    setIsReady={setIsReady}
-                  />
+                  <DeleteBoardImagesContextProvider>
+                    <App
+                      config={config}
+                      headerComponent={headerComponent}
+                      setIsReady={setIsReady}
+                    />
+                  </DeleteBoardImagesContextProvider>
                 </AddImageToBoardContextProvider>
               </DeleteImageContextProvider>
             </ImageDndContext>
diff --git a/invokeai/frontend/web/src/app/contexts/DeleteBoardImagesContext.tsx b/invokeai/frontend/web/src/app/contexts/DeleteBoardImagesContext.tsx
new file mode 100644
index 0000000000..dd50ce15a5
--- /dev/null
+++ b/invokeai/frontend/web/src/app/contexts/DeleteBoardImagesContext.tsx
@@ -0,0 +1,101 @@
+import { useDisclosure } from '@chakra-ui/react';
+import { PropsWithChildren, createContext, useCallback, useState } from 'react';
+import { BoardDTO } from 'services/api/types';
+import { useDeleteBoardMutation } from '../../services/api/endpoints/boards';
+
+export type ImageUsage = {
+  isInitialImage: boolean;
+  isCanvasImage: boolean;
+  isNodesImage: boolean;
+  isControlNetImage: boolean;
+};
+
+type DeleteBoardImagesContextValue = {
+  /**
+   * Whether the move image dialog is open.
+   */
+  isOpen: boolean;
+  /**
+   * Closes the move image dialog.
+   */
+  onClose: () => void;
+  /**
+   * The image pending movement
+   */
+  board?: BoardDTO;
+  onClickDeleteBoardImages: (board: BoardDTO) => void;
+  handleDeleteBoardImages: (boardId: string) => void;
+  handleDeleteBoardOnly: (boardId: string) => void;
+};
+
+export const DeleteBoardImagesContext =
+  createContext<DeleteBoardImagesContextValue>({
+    isOpen: false,
+    onClose: () => undefined,
+    onClickDeleteBoardImages: () => undefined,
+    handleDeleteBoardImages: () => undefined,
+    handleDeleteBoardOnly: () => undefined,
+  });
+
+type Props = PropsWithChildren;
+
+export const DeleteBoardImagesContextProvider = (props: Props) => {
+  const [boardToDelete, setBoardToDelete] = useState<BoardDTO>();
+  const { isOpen, onOpen, onClose } = useDisclosure();
+
+  const [deleteBoardAndImages] = useDeleteBoardAndImagesMutation();
+  const [deleteBoard] = useDeleteBoardMutation();
+
+  // Clean up after deleting or dismissing the modal
+  const closeAndClearBoardToDelete = useCallback(() => {
+    setBoardToDelete(undefined);
+    onClose();
+  }, [onClose]);
+
+  const onClickDeleteBoardImages = useCallback(
+    (board?: BoardDTO) => {
+      console.log({ board });
+      if (!board) {
+        return;
+      }
+      setBoardToDelete(board);
+      onOpen();
+    },
+    [setBoardToDelete, onOpen]
+  );
+
+  const handleDeleteBoardImages = useCallback(
+    (boardId: string) => {
+      if (boardToDelete) {
+        deleteBoardAndImages(boardId);
+        closeAndClearBoardToDelete();
+      }
+    },
+    [deleteBoardAndImages, closeAndClearBoardToDelete, boardToDelete]
+  );
+
+  const handleDeleteBoardOnly = useCallback(
+    (boardId: string) => {
+      if (boardToDelete) {
+        deleteBoard(boardId);
+        closeAndClearBoardToDelete();
+      }
+    },
+    [deleteBoard, closeAndClearBoardToDelete, boardToDelete]
+  );
+
+  return (
+    <DeleteBoardImagesContext.Provider
+      value={{
+        isOpen,
+        board: boardToDelete,
+        onClose: closeAndClearBoardToDelete,
+        onClickDeleteBoardImages,
+        handleDeleteBoardImages,
+        handleDeleteBoardOnly,
+      }}
+    >
+      {props.children}
+    </DeleteBoardImagesContext.Provider>
+  );
+};
diff --git a/invokeai/frontend/web/src/features/gallery/components/Boards/DeleteBoardImagesModal.tsx b/invokeai/frontend/web/src/features/gallery/components/Boards/DeleteBoardImagesModal.tsx
new file mode 100644
index 0000000000..345a95b846
--- /dev/null
+++ b/invokeai/frontend/web/src/features/gallery/components/Boards/DeleteBoardImagesModal.tsx
@@ -0,0 +1,78 @@
+import {
+  AlertDialog,
+  AlertDialogBody,
+  AlertDialogContent,
+  AlertDialogFooter,
+  AlertDialogHeader,
+  AlertDialogOverlay,
+  Divider,
+  Flex,
+  Text,
+} from '@chakra-ui/react';
+import IAIButton from 'common/components/IAIButton';
+import { memo, useContext, useRef } from 'react';
+import { useTranslation } from 'react-i18next';
+import { DeleteBoardImagesContext } from '../../../../app/contexts/DeleteBoardImagesContext';
+
+const DeleteBoardImagesModal = () => {
+  const { t } = useTranslation();
+
+  const {
+    isOpen,
+    onClose,
+    board,
+    handleDeleteBoardImages,
+    handleDeleteBoardOnly,
+  } = useContext(DeleteBoardImagesContext);
+
+  const cancelRef = useRef<HTMLButtonElement>(null);
+
+  return (
+    <AlertDialog
+      isOpen={isOpen}
+      leastDestructiveRef={cancelRef}
+      onClose={onClose}
+      isCentered
+    >
+      <AlertDialogOverlay>
+        {board && (
+          <AlertDialogContent>
+            <AlertDialogHeader fontSize="lg" fontWeight="bold">
+              Delete Board
+            </AlertDialogHeader>
+
+            <AlertDialogBody>
+              <Flex direction="column" gap={3}>
+                <Divider />
+                <Text>{t('common.areYouSure')}</Text>
+                <Text fontWeight="bold">
+                  This board has {board.image_count} image(s) that will be
+                  deleted.
+                </Text>
+              </Flex>
+            </AlertDialogBody>
+            <AlertDialogFooter gap={3}>
+              <IAIButton ref={cancelRef} onClick={onClose}>
+                Cancel
+              </IAIButton>
+              <IAIButton
+                colorScheme="warning"
+                onClick={() => handleDeleteBoardOnly(board.board_id)}
+              >
+                Delete Board Only
+              </IAIButton>
+              <IAIButton
+                colorScheme="error"
+                onClick={() => handleDeleteBoardImages(board.board_id)}
+              >
+                Delete Board and Images
+              </IAIButton>
+            </AlertDialogFooter>
+          </AlertDialogContent>
+        )}
+      </AlertDialogOverlay>
+    </AlertDialog>
+  );
+};
+
+export default memo(DeleteBoardImagesModal);
diff --git a/invokeai/frontend/web/src/features/gallery/components/Boards/HoverableBoard.tsx b/invokeai/frontend/web/src/features/gallery/components/Boards/HoverableBoard.tsx
index ba43f792bf..535cab1b15 100644
--- a/invokeai/frontend/web/src/features/gallery/components/Boards/HoverableBoard.tsx
+++ b/invokeai/frontend/web/src/features/gallery/components/Boards/HoverableBoard.tsx
@@ -11,7 +11,7 @@ import {
 } from '@chakra-ui/react';
 
 import { useAppDispatch } from 'app/store/storeHooks';
-import { memo, useCallback } from 'react';
+import { memo, useCallback, useContext } from 'react';
 import { FaFolder, FaTrash } from 'react-icons/fa';
 import { ContextMenu } from 'chakra-ui-contextmenu';
 import { BoardDTO, ImageDTO } from 'services/api/types';
@@ -29,6 +29,7 @@ import { useDroppable } from '@dnd-kit/core';
 import { AnimatePresence } from 'framer-motion';
 import IAIDropOverlay from 'common/components/IAIDropOverlay';
 import { SelectedItemOverlay } from '../SelectedItemOverlay';
+import { DeleteBoardImagesContext } from '../../../../app/contexts/DeleteBoardImagesContext';
 
 interface HoverableBoardProps {
   board: BoardDTO;
@@ -44,6 +45,8 @@ const HoverableBoard = memo(({ board, isSelected }: HoverableBoardProps) => {
 
   const { board_name, board_id } = board;
 
+  const { onClickDeleteBoardImages } = useContext(DeleteBoardImagesContext);
+
   const handleSelectBoard = useCallback(() => {
     dispatch(boardIdSelected(board_id));
   }, [board_id, dispatch]);
@@ -65,6 +68,11 @@ const HoverableBoard = memo(({ board, isSelected }: HoverableBoardProps) => {
     deleteBoard(board_id);
   }, [board_id, deleteBoard]);
 
+  const handleDeleteBoardAndImages = useCallback(() => {
+    console.log({ board });
+    onClickDeleteBoardImages(board);
+  }, [board, onClickDeleteBoardImages]);
+
   const handleDrop = useCallback(
     (droppedImage: ImageDTO) => {
       if (droppedImage.board_id === board_id) {
@@ -92,6 +100,15 @@ const HoverableBoard = memo(({ board, isSelected }: HoverableBoardProps) => {
         menuProps={{ size: 'sm', isLazy: true }}
         renderMenu={() => (
           <MenuList sx={{ visibility: 'visible !important' }}>
+            {board.image_count > 0 && (
+              <MenuItem
+                sx={{ color: 'error.300' }}
+                icon={<FaTrash />}
+                onClickCapture={handleDeleteBoardAndImages}
+              >
+                Delete Board and Images
+              </MenuItem>
+            )}
             <MenuItem
               sx={{ color: 'error.300' }}
               icon={<FaTrash />}
diff --git a/invokeai/frontend/web/src/services/api/endpoints/boards.ts b/invokeai/frontend/web/src/services/api/endpoints/boards.ts
index 9816d88eb9..64ab21075d 100644
--- a/invokeai/frontend/web/src/services/api/endpoints/boards.ts
+++ b/invokeai/frontend/web/src/services/api/endpoints/boards.ts
@@ -82,11 +82,14 @@ export const boardsApi = api.injectEndpoints({
         { type: 'Board', id: arg.board_id },
       ],
     }),
-
     deleteBoard: build.mutation<void, string>({
       query: (board_id) => ({ url: `boards/${board_id}`, method: 'DELETE' }),
       invalidatesTags: (result, error, arg) => [{ type: 'Board', id: arg }],
     }),
+    deleteBoardAndImages: build.mutation<void, string>({
+      query: (board_id) => ({ url: `boards/${board_id}`, method: 'DELETE', params: { include_images: true } }),
+      invalidatesTags: (result, error, arg) => [{ type: 'Board', id: arg }, { type: 'Image', id: LIST_TAG }],
+    }),
   }),
 });
 
@@ -96,4 +99,5 @@ export const {
   useCreateBoardMutation,
   useUpdateBoardMutation,
   useDeleteBoardMutation,
+  useDeleteBoardAndImagesMutation
 } = boardsApi;