diff --git a/extensions/git/src/api/git.d.ts b/extensions/git/src/api/git.d.ts
index ddfd457a088..a079ee1f8f8 100644
--- a/extensions/git/src/api/git.d.ts
+++ b/extensions/git/src/api/git.d.ts
@@ -351,5 +351,6 @@ export const enum GitErrorCodes {
 	NoPathFound = 'NoPathFound',
 	UnknownPath = 'UnknownPath',
 	EmptyCommitMessage = 'EmptyCommitMessage',
-	BranchFastForwardRejected = 'BranchFastForwardRejected'
+	BranchFastForwardRejected = 'BranchFastForwardRejected',
+	TagConflict = 'TagConflict'
 }
diff --git a/extensions/git/src/git.ts b/extensions/git/src/git.ts
index ba53de43f0c..4262600197e 100644
--- a/extensions/git/src/git.ts
+++ b/extensions/git/src/git.ts
@@ -1764,6 +1764,25 @@ export class Repository {
 		}
 	}
 
+	async fetchTags(options: { remote: string; tags: string[]; force?: boolean }): Promise<void> {
+		const args = ['fetch'];
+		const spawnOptions: SpawnOptions = {
+			env: { 'GIT_HTTP_USER_AGENT': this.git.userAgent }
+		};
+
+		args.push(options.remote);
+
+		for (const tag of options.tags) {
+			args.push(`refs/tags/${tag}:refs/tags/${tag}`);
+		}
+
+		if (options.force) {
+			args.push('--force');
+		}
+
+		await this.exec(args, spawnOptions);
+	}
+
 	async pull(rebase?: boolean, remote?: string, branch?: string, options: PullOptions = {}): Promise<void> {
 		const args = ['pull'];
 
@@ -1803,6 +1822,8 @@ export class Repository {
 				err.gitErrorCode = GitErrorCodes.CantLockRef;
 			} else if (/cannot rebase onto multiple branches/i.test(err.stderr || '')) {
 				err.gitErrorCode = GitErrorCodes.CantRebaseMultipleBranches;
+			} else if (/! \[rejected\].*\(would clobber existing tag\)/m.test(err.stderr || '')) {
+				err.gitErrorCode = GitErrorCodes.TagConflict;
 			}
 
 			throw err;
diff --git a/extensions/git/src/repository.ts b/extensions/git/src/repository.ts
index 3f49e11bf6d..3af93d30f17 100644
--- a/extensions/git/src/repository.ts
+++ b/extensions/git/src/repository.ts
@@ -11,7 +11,7 @@ import TelemetryReporter from '@vscode/extension-telemetry';
 import { Branch, Change, ForcePushMode, GitErrorCodes, LogOptions, Ref, RefType, Remote, Status, CommitOptions, BranchQuery, FetchOptions } from './api/git';
 import { AutoFetcher } from './autofetch';
 import { debounce, memoize, throttle } from './decorators';
-import { Commit, GitError, Repository as BaseRepository, Stash, Submodule, LogFileOptions } from './git';
+import { Commit, GitError, Repository as BaseRepository, Stash, Submodule, LogFileOptions, PullOptions } from './git';
 import { StatusBarCommands } from './statusbar';
 import { toGitUri } from './uri';
 import { anyEvent, combinedDisposable, debounceEvent, dispose, EmptyDisposable, eventToPromise, filterEvent, find, IDisposable, isDescendant, onceEvent, pathEquals, relativePath } from './util';
@@ -1658,12 +1658,28 @@ export class Repository implements Disposable {
 				}
 
 				if (await this.checkIfMaybeRebased(this.HEAD?.name)) {
-					await this.repository.pull(rebase, remote, branch, { unshallow, tags });
+					this._pullAndHandleTagConflict(rebase, remote, branch, { unshallow, tags });
 				}
 			});
 		});
 	}
 
+	private async _pullAndHandleTagConflict(rebase?: boolean, remote?: string, branch?: string, options: PullOptions = {}): Promise<void> {
+		try {
+			await this.repository.pull(rebase, remote, branch, options);
+		}
+		catch (err) {
+			if (err.gitErrorCode !== GitErrorCodes.TagConflict) {
+				throw err;
+			}
+
+			// Handle tag(s) conflict
+			if (await this.handleTagConflict(remote, err.stderr)) {
+				await this.repository.pull(rebase, remote, branch, options);
+			}
+		}
+	}
+
 	@throttle
 	async push(head: Branch, forcePushMode?: ForcePushMode): Promise<void> {
 		let remote: string | undefined;
@@ -1724,7 +1740,7 @@ export class Repository implements Disposable {
 					}
 
 					if (await this.checkIfMaybeRebased(this.HEAD?.name)) {
-						await this.repository.pull(rebase, remoteName, pullBranch, { tags, cancellationToken });
+						this._pullAndHandleTagConflict(rebase, remoteName, pullBranch, { tags, cancellationToken });
 					}
 				};
 
@@ -2476,6 +2492,38 @@ export class Repository implements Disposable {
 		return config.get<boolean>('optimisticUpdate') === true;
 	}
 
+	private async handleTagConflict(remote: string | undefined, raw: string): Promise<boolean> {
+		// Ensure there is a remote
+		remote = remote ?? this.HEAD?.upstream?.remote;
+		if (!remote) {
+			throw new Error('Unable to resolve tag conflict due to missing remote.');
+		}
+
+		// Extract tag names from message
+		const tags: string[] = [];
+		for (const match of raw.matchAll(/^ ! \[rejected\]\s+([^\s]+)\s+->\s+([^\s]+)\s+\(would clobber existing tag\)$/gm)) {
+			if (match.length === 3) {
+				tags.push(match[1]);
+			}
+		}
+		if (tags.length === 0) {
+			throw new Error(`Unable to extract tag names from error message: ${raw}`);
+		}
+
+		// Notification
+		const replaceLocalTags = l10n.t('Replace Local Tag(s)');
+		const message = l10n.t('Unable to pull from remote repository due to conflicting tag(s): {0}. Would you like to resolve the conflict by replacing the local tag(s)?', tags.join(', '));
+		const choice = await window.showErrorMessage(message, { modal: true }, replaceLocalTags);
+
+		if (choice !== replaceLocalTags) {
+			return false;
+		}
+
+		// Force fetch tags
+		await this.repository.fetchTags({ remote, tags, force: true });
+		return true;
+	}
+
 	public isBranchProtected(name: string = this.HEAD?.name ?? ''): boolean {
 		return this.isBranchProtectedMatcher ? this.isBranchProtectedMatcher(name) : false;
 	}