Best picks · US edition
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'AI scheduling' covers two different things. Some tools use AI to plan your own calendar (Reclaim, Motion). Others are scheduling software that has added AI features, such as Calendly's Callie, Acuity's AI Booking Assistant, Cal.com's Cal.ai phone agent and Fresha's AI Concierge.
Prices checkedUSD as published
AI notetaker on Plus plans
Calendly
Notetaker and Callie AI on Standard Plus and Teams Plus.
- Free plan
- Yes: 1 event type, 1 calendar
- Entry price
- From $10 per seat/month (annual billing)
AI time-blocking, free plan
Reclaim.ai
AI habits, focus time and smart meetings; free Lite plan, then Starter and Business per seat.
- Free plan
- Yes (Lite)
- Entry price
- From $10 per seat/month (annual billing)
AI phone agent
Cal.com
Cal.ai phone agent alongside open-source scheduling.
- Free plan
- Yes: 1 user, unlimited event types
- Entry price
- From $12 per user/month (annual billing)
AI Concierge add-on
Fresha
AI Concierge add-on, $29.95 to $99.95 per location (from Fresha's US page).
- Free plan
- No (7-day trial; Fresha used to be free)
- Entry price
- From $14.95 per bookable team member/month
AI Booking Assistant on Premium
Acuity Scheduling
AI Booking Assistant on Premium.
- Free plan
- No (7-day free trial)
- Entry price
- From $16 per month (annual billing)
AI plans tasks and meetings
Motion
AI schedules tasks and meetings together; more expensive.
- Free plan
- No (free trial)
- Entry price
- From $19 per seat/month (annual billing)
How we chose
We shortlisted tools that meet these criteria, using each vendor's published prices and features (prices checked November 2, 2026). We haven't tested the tools, and we don't score their quality; see the methodology.
- What the AI actually does (plans your time, or talks to customers)
- Published price for the AI features
- Whether it replaces or adds to a normal scheduling tool
Shortlisted tools are listed by published entry price (cheapest paid plan per month, annual billing where offered), lowest first. Tools with no published or confirmed price come last. The order is by price, not a quality ranking.
Side by side
| Tool | Aimed at | Free plan | Entry price | Cost for {STD_N} people* | Links |
|---|---|---|---|---|---|
| Service businesses: coaches, therapists, salons and studios | No (7-day free trial) | From $16 per month (annual billing) | $27 Standard (6 calendars) | Review · Visit site | |
| Tech-savvy teams, developers and anyone who wants open source or self-hosting | Yes: 1 user, unlimited event types | From $12 per user/month (annual billing) | $36 Teams | Review · Visit site | |
| Solo professionals, sales and recruiting teams booking meetings | Yes: 1 event type, 1 calendar | From $10 per seat/month (annual billing) | $30 Standard | Review · Visit site | |
| Salons, barbers and spas, especially in the UK | No (7-day trial; Fresha used to be free) | From $14.95 per bookable team member/month | Unknown | Review · Visit site | |
| Individuals and small teams who want AI to plan tasks and meetings | No (free trial) | From $19 per seat/month (annual billing) | $57 Team Pro AI | Review · Visit site | |
| Knowledge workers and teams who want AI time-blocking | Yes (Lite) | From $10 per seat/month (annual billing) | $30 Starter | Review · Visit site |
* Cost for 3 people is our sum from published list prices: the cheapest published plan that covers 3 people a month, on annual billing where the vendor offers it. Unknown means a figure isn't published or we haven't captured it, so we don't estimate it. Flat-priced plans may cap staff or calendars. Try your own team size.
Features at a glance
| Tool | Free plan | Payments | SMS reminders | BAA or HIPAA features | Teams | AI features | Marketplace | Video calls |
|---|---|---|---|---|---|---|---|---|
| Calendly | Yes: 1 event type, 1 calendar | Stripe, PayPal | Not checked | Not checked | Teams plan; routing | Notetaker and Callie AI (Plus plans) | No | Zoom, Teams, Meet |
| Reclaim.ai | Yes (Lite) | No | Not checked | Not checked | Per seat | AI habits, focus time, smart meetings | No | Not checked |
| Cal.com | Yes: 1 user, unlimited event types | Stripe | Not checked | Not checked | Teams plan | Cal.ai phone agent | No | Zoom |
| Fresha | No (7-day trial; Fresha used to be free) | Own payments | Not checked | Not checked | Priced per bookable member | AI Concierge add-on | Fresha marketplace (20% new-client fee) | Not checked |
| Acuity Scheduling | No (7-day free trial) | Stripe, Square, PayPal | From Standard | Offers a BAA on Premium | Calendars by plan (1, 6, 36) | AI Booking Assistant (Premium) | No | Zoom |
| Motion | No (free trial) | No | Not checked | Not checked | Team plans per seat | AI auto-schedules tasks and meetings | No | Zoom, Teams |
'Not checked' means our research didn't confirm the feature either way; it doesn't mean the tool lacks it. Features are from vendor pricing pages and documentation, checked November 2, 2026.
A BAA is required for HIPAA, but signing one doesn't make your practice compliant on its own; compliance depends on how you set up and use the tool.
Questions people ask
Is there a free AI scheduling assistant?
Reclaim.ai has a free Lite plan. Motion offers a free trial but no free plan.
Related
Sources
Prices and features as recorded from each vendor's own pages (prices checked November 2, 2026; each source below shows its own check date). Prices change: check the vendor's page before you buy. Spotted something out of date? Tell us.
- Acuity Scheduling: pricing page, checked . Prices in US dollars, before any sales tax, as published.
- Cal.com: pricing page, checked . Prices in US dollars, before any sales tax, as published.
- Calendly: pricing page, also calendly.com, checked . Prices in US dollars, before any sales tax, as published.
- Fresha: pricing page, also theaitill.com, checked . Prices in US dollars, before any sales tax, as published.
- Motion: pricing page, checked . Prices in US dollars, before any sales tax, as published.
- Reclaim.ai: pricing page, checked . Prices in US dollars, before any sales tax, as published.