diff --git a/extension/package.json b/extension/package.json
index ea7a7ef21a..8aca9e2ed2 100644
--- a/extension/package.json
+++ b/extension/package.json
@@ -1163,12 +1163,12 @@
         {
           "command": "dvc.views.experiments.applyExperiment",
           "group": "inline@1",
-          "when": "view == dvc.views.experimentsTree && dvc.commands.available && viewItem == experiment && !dvc.experiment.running.workspace"
+          "when": "view == dvc.views.experimentsTree && dvc.commands.available && viewItem =~ /^(experiment|commit)$/ && !dvc.experiment.running.workspace"
         },
         {
           "command": "dvc.views.experiments.branchExperiment",
           "group": "inline@2",
-          "when": "view == dvc.views.experimentsTree && dvc.commands.available && viewItem == experiment && !dvc.experiment.running.workspace"
+          "when": "view == dvc.views.experimentsTree && dvc.commands.available && viewItem =~ /^(experiment|commit)$/ && !dvc.experiment.running.workspace"
         },
         {
           "command": "dvc.views.experimentsTree.removeExperiment",
diff --git a/extension/src/experiments/index.ts b/extension/src/experiments/index.ts
index eabc78efe1..6d5c943383 100644
--- a/extension/src/experiments/index.ts
+++ b/extension/src/experiments/index.ts
@@ -371,9 +371,9 @@ export class Experiments extends BaseRepository<TableData> {
     return this.notifyChanged()
   }
 
-  public pickExperiment() {
+  public pickCommitOrExperiment() {
     return pickExperiment(
-      this.experiments.getExperiments(),
+      this.experiments.getCommitsAndExperiments(),
       this.getFirstThreeColumnOrder()
     )
   }
diff --git a/extension/src/experiments/model/collect.ts b/extension/src/experiments/model/collect.ts
index 94985d1186..16155ed90b 100644
--- a/extension/src/experiments/model/collect.ts
+++ b/extension/src/experiments/model/collect.ts
@@ -6,7 +6,12 @@ import {
 } from 'vscode'
 import { ExperimentType } from '.'
 import { extractColumns } from '../columns/extract'
-import { Experiment, CommitData, RunningExperiment } from '../webview/contract'
+import {
+  Experiment,
+  CommitData,
+  RunningExperiment,
+  isQueued
+} from '../webview/contract'
 import {
   EXPERIMENT_WORKSPACE_ID,
   ExperimentStatus,
@@ -372,3 +377,28 @@ export const collectExperimentType = (
 
   return acc
 }
+
+const collectExperimentsAndCommit = (
+  acc: Experiment[],
+  commit: Experiment,
+  experiments: Experiment[] = []
+): void => {
+  acc.push(commit)
+  for (const experiment of experiments) {
+    if (isQueued(experiment.status)) {
+      continue
+    }
+    acc.push(experiment)
+  }
+}
+
+export const collectOrderedCommitsAndExperiments = (
+  commits: Experiment[],
+  getExperimentsByCommit: (commit: Experiment) => Experiment[] | undefined
+): Experiment[] => {
+  const acc: Experiment[] = []
+  for (const commit of commits) {
+    collectExperimentsAndCommit(acc, commit, getExperimentsByCommit(commit))
+  }
+  return acc
+}
diff --git a/extension/src/experiments/model/index.ts b/extension/src/experiments/model/index.ts
index 708759fc3c..26a40e35ba 100644
--- a/extension/src/experiments/model/index.ts
+++ b/extension/src/experiments/model/index.ts
@@ -1,7 +1,10 @@
 import { Memento } from 'vscode'
 import { SortDefinition, sortExperiments } from './sortBy'
 import { FilterDefinition, filterExperiment, getFilterId } from './filterBy'
-import { collectExperiments } from './collect'
+import {
+  collectExperiments,
+  collectOrderedCommitsAndExperiments
+} from './collect'
 import {
   collectColoredStatus,
   collectFinishedRunningExperiments,
@@ -319,6 +322,12 @@ export class ExperimentsModel extends ModelWithPersistence {
     })
   }
 
+  public getCommitsAndExperiments() {
+    return collectOrderedCommitsAndExperiments(this.commits, commit =>
+      this.getExperimentsByCommit(commit)
+    )
+  }
+
   public getExperimentsAndQueued() {
     return flattenMapValues(this.experimentsByCommit).map(experiment =>
       this.addDetails(experiment)
diff --git a/extension/src/experiments/workspace.test.ts b/extension/src/experiments/workspace.test.ts
index 68c598e6de..2dc31732bf 100644
--- a/extension/src/experiments/workspace.test.ts
+++ b/extension/src/experiments/workspace.test.ts
@@ -33,7 +33,7 @@ const mockedQuickPickOne = jest.mocked(quickPickOne)
 const mockedQuickPickManyValues = jest.mocked(quickPickManyValues)
 const mockedQuickPickOneOrInput = jest.mocked(quickPickOneOrInput)
 const mockedGetValidInput = jest.mocked(getValidInput)
-const mockedPickExperiment = jest.fn()
+const mockedPickCommitOrExperiment = jest.fn()
 const mockedGetInput = jest.mocked(getInput)
 const mockedRun = jest.fn()
 const mockedExpFunc = jest.fn()
@@ -91,7 +91,7 @@ describe('Experiments', () => {
     {
       '/my/dvc/root': {
         getDvcRoot: () => mockedDvcRoot,
-        pickExperiment: mockedPickExperiment,
+        pickCommitOrExperiment: mockedPickCommitOrExperiment,
         showWebview: mockedShowWebview
       } as unknown as Experiments,
       '/my/fun/dvc/root': {
@@ -138,12 +138,12 @@ describe('Experiments', () => {
     it('should call the correct function with the correct parameters if a project and experiment are picked', async () => {
       mockedQuickPickOne.mockResolvedValueOnce(mockedDvcRoot)
       mockedListStages.mockResolvedValueOnce('train')
-      mockedPickExperiment.mockResolvedValueOnce('a123456')
+      mockedPickCommitOrExperiment.mockResolvedValueOnce('a123456')
 
       await workspaceExperiments.getCwdAndExpNameThenRun(mockedCommandId)
 
       expect(mockedQuickPickOne).toHaveBeenCalledTimes(1)
-      expect(mockedPickExperiment).toHaveBeenCalledTimes(1)
+      expect(mockedPickCommitOrExperiment).toHaveBeenCalledTimes(1)
       expect(mockedExpFunc).toHaveBeenCalledTimes(1)
       expect(mockedExpFunc).toHaveBeenCalledWith(mockedDvcRoot, 'a123456')
     })
@@ -240,7 +240,7 @@ describe('Experiments', () => {
     it('should call the correct function with the correct parameters if a project and experiment are picked and an input provided', async () => {
       mockedQuickPickOne.mockResolvedValueOnce(mockedDvcRoot)
       mockedListStages.mockResolvedValueOnce('train')
-      mockedPickExperiment.mockResolvedValueOnce('a123456')
+      mockedPickCommitOrExperiment.mockResolvedValueOnce('a123456')
       mockedGetInput.mockResolvedValueOnce('abc123')
 
       await workspaceExperiments.getCwdExpNameAndInputThenRun(
@@ -250,7 +250,7 @@ describe('Experiments', () => {
       )
 
       expect(mockedQuickPickOne).toHaveBeenCalledTimes(1)
-      expect(mockedPickExperiment).toHaveBeenCalledTimes(1)
+      expect(mockedPickCommitOrExperiment).toHaveBeenCalledTimes(1)
       expect(mockedExpFunc).toHaveBeenCalledTimes(1)
       expect(mockedExpFunc).toHaveBeenCalledWith(
         mockedDvcRoot,
@@ -276,7 +276,7 @@ describe('Experiments', () => {
     it('should not call the function if user input is not provided', async () => {
       mockedQuickPickOne.mockResolvedValueOnce(mockedDvcRoot)
       mockedListStages.mockResolvedValueOnce('train')
-      mockedPickExperiment.mockResolvedValueOnce({
+      mockedPickCommitOrExperiment.mockResolvedValueOnce({
         id: 'b456789',
         name: 'exp-456'
       })
@@ -296,7 +296,7 @@ describe('Experiments', () => {
     it('should check and ask for the creation of a pipeline stage before running the command', async () => {
       mockedQuickPickOne.mockResolvedValueOnce(mockedDvcRoot)
       mockedListStages.mockResolvedValueOnce('')
-      mockedPickExperiment.mockResolvedValueOnce({
+      mockedPickCommitOrExperiment.mockResolvedValueOnce({
         id: 'a123456',
         name: 'exp-123'
       })
diff --git a/extension/src/experiments/workspace.ts b/extension/src/experiments/workspace.ts
index 72eec84ea0..6d4758e225 100644
--- a/extension/src/experiments/workspace.ts
+++ b/extension/src/experiments/workspace.ts
@@ -210,7 +210,9 @@ export class WorkspaceExperiments extends BaseWorkspaceWebviews<
   }
 
   public getCwdAndExpNameThenRun(commandId: CommandId) {
-    return this.pickExpThenRun(commandId, cwd => this.pickExperiment(cwd))
+    return this.pickExpThenRun(commandId, cwd =>
+      this.pickCommitOrExperiment(cwd)
+    )
   }
 
   public async getCwdAndQuickPickThenRun(
@@ -237,7 +239,7 @@ export class WorkspaceExperiments extends BaseWorkspaceWebviews<
       return
     }
 
-    const experimentId = await this.pickExperiment(cwd)
+    const experimentId = await this.pickCommitOrExperiment(cwd)
 
     if (!experimentId) {
       return
@@ -545,7 +547,7 @@ export class WorkspaceExperiments extends BaseWorkspaceWebviews<
     return this.runCommand(commandId, cwd, experimentId)
   }
 
-  private pickExperiment(cwd: string) {
-    return this.getRepository(cwd).pickExperiment()
+  private pickCommitOrExperiment(cwd: string) {
+    return this.getRepository(cwd).pickCommitOrExperiment()
   }
 }
diff --git a/extension/src/test/suite/experiments/workspace.test.ts b/extension/src/test/suite/experiments/workspace.test.ts
index 47cb36997f..df51617bd5 100644
--- a/extension/src/test/suite/experiments/workspace.test.ts
+++ b/extension/src/test/suite/experiments/workspace.test.ts
@@ -542,7 +542,7 @@ suite('Workspace Experiments Test Suite', () => {
   })
 
   describe('dvc.applyExperiment', () => {
-    it('should ask the user to pick an experiment and then apply that experiment to the workspace', async () => {
+    it('should ask the user to pick a commit or experiment and then apply it to the workspace', async () => {
       const selectedExperiment = 'test-branch'
 
       const { experiments } = buildExperiments(disposable)
@@ -562,8 +562,17 @@ suite('Workspace Experiments Test Suite', () => {
         dvcDemoPath,
         selectedExperiment
       )
+
       expect(mockShowQuickPick).to.be.calledWith(
         [
+          {
+            description: undefined,
+            detail: `Created:${formatDate(
+              '2020-11-21T19:58:22'
+            )}, loss:2.0488560, accuracy:0.34848332`,
+            label: 'main',
+            value: 'main'
+          },
           {
             description: '[exp-e7a67]',
             detail: `Created:${formatDate(
diff --git a/webview/src/experiments/components/App.test.tsx b/webview/src/experiments/components/App.test.tsx
index db6c001ccd..8578763c9c 100644
--- a/webview/src/experiments/components/App.test.tsx
+++ b/webview/src/experiments/components/App.test.tsx
@@ -858,7 +858,7 @@ describe('App', () => {
       expect(itemLabels).toStrictEqual(['Modify and Run', 'Modify and Queue'])
     })
 
-    it('should enable the correct options for the main row with checkpoints', () => {
+    it('should enable the correct options for a commit with checkpoints', () => {
       renderTableWithoutRunningExperiments()
 
       const target = screen.getByText('main')
@@ -870,6 +870,8 @@ describe('App', () => {
         .filter(item => !item.className.includes('disabled'))
         .map(item => item.textContent)
       expect(itemLabels).toStrictEqual([
+        'Apply to Workspace',
+        'Create new Branch',
         'Modify and Run',
         'Modify and Resume',
         'Modify and Queue',
@@ -877,6 +879,26 @@ describe('App', () => {
       ])
     })
 
+    it('should enable the correct options for a commit without checkpoints', () => {
+      renderTableWithoutRunningExperiments(false)
+
+      const target = screen.getByText('main')
+      fireEvent.contextMenu(target, { bubbles: true })
+
+      advanceTimersByTime(100)
+      const menuitems = screen.getAllByRole('menuitem')
+      const itemLabels = menuitems
+        .filter(item => !item.className.includes('disabled'))
+        .map(item => item.textContent)
+      expect(itemLabels).toStrictEqual([
+        'Apply to Workspace',
+        'Create new Branch',
+        'Modify and Run',
+        'Modify and Queue',
+        'Star'
+      ])
+    })
+
     it('should enable the correct options for an experiment that is not running and close on esc', () => {
       renderTableWithoutRunningExperiments()
 
diff --git a/webview/src/experiments/components/table/body/RowContextMenu.tsx b/webview/src/experiments/components/table/body/RowContextMenu.tsx
index 2d05fee05c..ae7e4cd751 100644
--- a/webview/src/experiments/components/table/body/RowContextMenu.tsx
+++ b/webview/src/experiments/components/table/body/RowContextMenu.tsx
@@ -229,11 +229,11 @@ const getSingleSelectMenuOptions = (
       divider
     )
 
-  const disableIfRunningOrNotExperiment = (
+  const disableIfRunningOrWorkspace = (
     label: string,
     type: MessageFromWebviewType,
     divider?: boolean
-  ) => disableIfRunning(label, type, isNotExperiment, divider)
+  ) => disableIfRunning(label, type, isWorkspace, divider)
 
   return [
     experimentMenuOption(
@@ -242,11 +242,11 @@ const getSingleSelectMenuOptions = (
       MessageFromWebviewType.SHOW_EXPERIMENT_LOGS,
       !isRunningInQueue({ executor, status })
     ),
-    disableIfRunningOrNotExperiment(
+    disableIfRunningOrWorkspace(
       'Apply to Workspace',
       MessageFromWebviewType.APPLY_EXPERIMENT_TO_WORKSPACE
     ),
-    disableIfRunningOrNotExperiment(
+    disableIfRunningOrWorkspace(
       'Create new Branch',
       MessageFromWebviewType.CREATE_BRANCH_FROM_EXPERIMENT
     ),
diff --git a/webview/src/test/experimentsTable.tsx b/webview/src/test/experimentsTable.tsx
index 7cac3c4394..458e85e854 100644
--- a/webview/src/test/experimentsTable.tsx
+++ b/webview/src/test/experimentsTable.tsx
@@ -60,9 +60,12 @@ export const renderTableWithSortingData = () => {
   return renderTable(sortingTableDataFixture)
 }
 
-export const renderTableWithoutRunningExperiments = () => {
+export const renderTableWithoutRunningExperiments = (
+  hasCheckpoints?: boolean
+) => {
   renderTable({
     ...tableDataFixture,
+    hasCheckpoints: hasCheckpoints ?? tableDataFixture.hasCheckpoints,
     hasRunningWorkspaceExperiment: false,
     rows: tableDataFixture.rows.map(row => ({
       ...row,