Session
Session: A focused Apple timer with calendars, blocking, analytics, and automation. Ranked #3 of 28 in Pomodoro Timer Apps by our editors (9.0/10); pricing: Free plan · 7-day trial; best for apple users needing automation and calendars.
At a glance
- Editor score9.0 / 10
- PricingFree plan · 7-day trial
- Best forApple users needing automation and calendars
- Free planYes
- Paid from$39.99/yr
- Custom intervalsYes
- Facts checked20 Sep 2026
Where it wins
- Custom focus and break durations with full session history
- Website and app blocking on Mac
- Apple Calendar, Shortcuts, Slack, and task-tool integrations
Where it doesn't
- Several advanced features require a paid plan
- Blocking is listed for Mac rather than all platforms
- Daily To Do remains in early preview
Our verdict on Session
Session is a Pomodoro-style focus timer for macOS, iOS, and iPadOS, with a Chrome extension. It is designed for people who want structured focus and rest sessions alongside productivity analytics, distraction blocking, and calendar workflows. The free plan supports unlimited sessions and rest, analytics from the past 2 days, and calendar events inside Session. That makes it suitable for basic timer use and short-term progress review without a subscription.
The paid options add the controls that make Session more useful for structured work. Pro Monthly costs $4.99 per month, while Pro Yearly costs $39.99 per year; the annual plan is also displayed as $3.33 per month. Both paid tiers include custom session and break durations, full session log access, website and app blocking on Mac, real-time synchronization between devices, calendar event creation, and AppleScript and Apple Shortcuts automation. A 7-day free trial gives prospective subscribers time to assess those additions before choosing a paid tier.
Session’s main distinction is its Apple-centered ecosystem fit. It supports synchronization across Apple devices and connects with Apple Calendar, Slack, Apple Shortcuts, AppleScript, Apple Reminders, Todoist, Trello, GitHub, Things 3, and Linear. Slack status updates during sessions and automation options extend the timer into a broader work routine. The trade-off is platform focus: users seeking broad support beyond macOS, iOS, iPadOS, and the Chrome extension may prefer a more platform-neutral timer. The early-preview To Do feature also makes Session better suited to users who already rely on connected calendars or task tools than to those seeking a mature standalone task manager.
Your product? Our editors can test Session in depth and publish a review, labelled as paid · from $149/mo →
Session pricing
All 3 Session plans and prices →
Session fact sheet
| Free plan | Yes |
|---|---|
| Paid from | $39.99/yr |
| Custom intervals | Yes |
| Auto-start breaks | Not verified |
| Focus statistics | Yes |
| Platform coverage | Cross-platform |
| Built-in task list | Yes |
| Calendar integration | Yes |
| Free trial | 7 days |
| Deployment | Cloud, Desktop, Mobile, Browser extension |
| Platforms | macOS, iOS, Chrome extension |
| Support | Email, Community, Docs |
| Built for | Solo, Small business (editorial estimate) |
| Integrations | 10 integrations: Apple Calendar, Slack, Apple Shortcuts, AppleScript, Apple Reminders, Todoist … |
| Pricing | Free plan · 7-day trial (source) |
| Website | stayinsession.com |
| Facts checked | 20 Sep 2026 |
Session integrations
Session lists 10 integrations on its own site.
- Apple Calendar
- Slack
- Apple Shortcuts
- AppleScript
- Apple Reminders
- Todoist
- Trello
- GitHub
- Things 3
- Linear
Alternatives to Session
- Focus To-DoA low-cost Pomodoro app for organizing tasks, tracking focus, and syncing across devices.9.4
- PomofocusA free, cross-platform timer that adds task estimates, reports, and project tracking.9.2
- PomodoistA cross-platform Pomodoro app for users who want tasks, planning tools, and self-hosting.8.8
See all Session alternatives →
Session vs the competition
- Session vs Focus To-Do
- Session vs Pomofocus
- Session vs Pomodoist
- Session vs Focus Keeper
- Session vs Forest
- Session vs PomodoroTimers
Compare Session with any tool side by side →
Also Ranked In
Session is ranked in 2 of our directories.
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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
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