Calendly vs Square Appointments
Two scheduling tools side by side. Prices are the starting plan a small business would pick, in USD.
Short version
Square Appointments costs less for a six-person team.
Square Appointments fits retail shop.
Calendly fits agency or studio, trades or contractor.
| Compare | ||
|---|---|---|
| In one line | Appointment booking links for client-facing work | Free booking with unlimited staff calendars and Square payments |
| Starting price | From $10/person | Free |
| Six-person team | $60/mo | $0/mo |
| Plans | Free for one event type; Standard $10/mo per seat | Free $0/mo per location; Plus $49/mo per location; Premium $149/mo per location; in-person 2.6% + 15¢ on Free (2.5%/2.4% on Plus/Premium); online 3.3% + 30¢ on Free |
| Pricing model | Free tier | Free tier |
| Free trial | — | — |
| Users | Per seat | Unlimited staff calendars |
| Both connect to | No shared connections on record. | |
| Also connects to | None in our catalog150+ listed by the vendor | None in our catalog |
| Team size | Just me · 2–10 people · 11–50 people | Just me · 2–10 people · 11–50 people |
| Available in | US · UK · CA · AU | US · UK · CA · AU |
| Phone support | Enterprise only | Every plan (US) |
| Live chat | Standard and up | Plans not stated |
| Support hours | Email: 24/7 · Live chat: 24/7 · Phone: Monday through Friday, 9am–5pm EST | Phone: 6am–6pm PT M–F for the first 90 days (Square Free only), 6am–6pm PT M–F (Square Plus only), 24/7 (Square Premium only) |
| Incidents posted | 0 incidents posted on Calendly's status page in the 90 days to Oct 27, 2026. Status page | 14 incidents posted on Block's status page, which covers all Block products and regions, in the 90 days to Oct 27, 2026; 0 marked major or critical by Block. Status page |
| Capterra score | 4.7 / 5 from 4,164 reviews | 4.5 / 5 from 263 reviews |
| Trustpilot score | 4.1 / 5 from 718 reviews | Not listed |
| Fit: Retail shop | 20 | 50 |
| Fit: Restaurant or café | 10 | 15 |
| Fit: Service business | 92 | 90 |
| Fit: Agency or studio | 88 | 30 |
| Fit: Trades or contractor | 70 | 45 |
| Fit: Online store | 20 | 20 |
| Why people pick it |
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| Where it falls short |
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| Visit Calendly | Visit Square Appointments | |
Six-person prices are what a team of six would pay on the published plans; "Not listed" means those plans don't cover six. How we calculate prices
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