diff --git a/src/commands/discardAtPointCommands.ts b/src/commands/discardAtPointCommands.ts
index 070f78d..f3c99ec 100644
--- a/src/commands/discardAtPointCommands.ts
+++ b/src/commands/discardAtPointCommands.ts
@@ -18,6 +18,7 @@ import { RemoteBranchListingView } from '../views/remotes/remoteBranchListingVie
 import * as Constants from '../common/constants';
 import ViewUtils from '../utils/viewUtils';
 import { View } from '../views/general/view';
+import { IExecutionResult } from '../utils/commandRunner/command';
 
 
 export async function magitDiscardAtPoint(repository: MagitRepository, currentView: DocumentView): Promise<any> {
@@ -54,7 +55,47 @@ async function discard(repository: MagitRepository, selection: Selection, select
 
         if (changeView.section === Section.Unstaged) {
           const args = ['checkout', '--', change.uri.fsPath];
-          return gitRun(repository.gitRepository, args);
+          try {
+            let result = await gitRun(repository.gitRepository, args);
+            return result;
+          } catch (err: unknown) {
+            const error = err as IExecutionResult<string>;
+            // Ask to checkout our stage, their stage, or to leave conflicts for manual resolving
+            if (error.stderr.includes(`is unmerged`)) {
+              let selection = await MagitUtils.selectAction(`For ${change.relativePath} checkout`, [
+                { key: 'o', description: '[o]ur stage' },
+                { key: 't', description: '[t]heir stage' },
+                { key: 'c', description: '[c]onflict' }
+              ]);
+              let which = '';
+              // Also run `git add` when taking our or their stage
+              let addAfter = false;
+              switch (selection) {
+                case undefined:
+                  return error;
+                case 'o':
+                  which = '--ours';
+                  addAfter = true;
+                  break;
+                case 't':
+                  which = '--theirs';
+                  addAfter = true;
+                  break;
+                case 'c':
+                  which = '--merge';
+                  break;
+              }
+              const args = ['checkout', which, '--', change.uri.fsPath];
+              await gitRun(repository.gitRepository, args);
+
+              if (addAfter) {
+                const addArgs = ['add', '-u', '--', change.uri.fsPath];
+                return gitRun(repository.gitRepository, addArgs);
+              } else {
+                return;
+              }
+            }
+          }
         } else {
           if (!changeView.change.diff) {
             return;
diff --git a/src/utils/magitUtils.ts b/src/utils/magitUtils.ts
index 42bbf1f..1830cdc 100644
--- a/src/utils/magitUtils.ts
+++ b/src/utils/magitUtils.ts
@@ -10,6 +10,11 @@ import { PickMenuItem, PickMenuUtil } from '../menu/pickMenu';
 import GitTextUtils from '../utils/gitTextUtils';
 import * as Constants from '../common/constants';
 
+export interface Selection {
+  key: string;
+  description: string;
+}
+
 export default class MagitUtils {
 
   public static getMagitRepoThatContainsFile(uri: Uri): MagitRepository | undefined {
@@ -231,5 +236,51 @@ export default class MagitUtils {
       _inputBox.show();
     });
   }
+
+  public static async selectAction(prompt: string, options: Selection[]): Promise<string | undefined> {
+
+    const optionsStr = options.reduce((acc, current) => {
+      const { description } = current;
+      if (acc !== '') {
+        return acc.concat(', ', description);
+      } else {
+        return acc.concat(description);
+      }
+    }, '');
+    let renderedPrompt = `${prompt}: Select one of ${optionsStr} or [q] to abort`;
+
+    return new Promise(resolve => {
+
+      let resolveOnHide = true;
+      let selection = options[0].key;
+
+      const _inputBox = window.createInputBox();
+      _inputBox.validationMessage = renderedPrompt;
+
+      let changeListener = _inputBox.onDidChangeValue(e => {
+        const input = e.toLocaleLowerCase();
+        let found = options.find((selection) => selection.key === input);
+        if (found) {
+          resolveOnHide = false;
+          _inputBox.hide();
+          resolve(found.key);
+        } else if (e.toLowerCase().includes('q')) {
+          _inputBox.hide();
+        }
+      });
+
+      let onHideListener = _inputBox.onDidHide(() => {
+        _inputBox.dispose();
+        changeListener.dispose();
+        onHideListener.dispose();
+        if (resolveOnHide) {
+          window.setStatusBarMessage('Abort', Constants.StatusMessageDisplayTimeout);
+          resolve(undefined);
+        }
+      });
+
+      _inputBox.show();
+    });
+  }
 }