Check Cherry - 2026 Pricing, Features, Reviews & Alternatives

Check Cherry is a cloud-based booking and client management platform for event service businesses. Typical users are photo booth companies, DJs and MCs, photographers, videographers, mobile bartenders, party and equipment rental companies, entertainment companies, and small event venues.

How it works

A business configures its catalog once: packages, package groups, add-ons, extras, backdrops, event types, and discount codes, plus travel zones with per-zone pricing and minimums. Check Cherry publishes that catalog as a branded, mobile-responsive booking page. A client selects a service, adds upgrades, confirms date and location against live availability, signs the contract, and pays a deposit without a sales call. Check Cherry creates the booking, contract, invoice, and payment record, then starts the automated message sequence.

Core modules

Booking and proposals: live availability, date holds, branded proposals, online acceptance, and configurable booking questions.

Contracts: templated agreements per event type, automatic delivery on booking, and e-signature capture.

Billing: deposits, scheduled payment plans, automatic reminders, credit card and ACH processing, tips, refunds, and receipts.

Automation: email and SMS sequences triggered by booking, payment, event date, and post-event milestones, with per-event-type templates.

Appointments: consultation scheduling with availability rules, reminders, and video conferencing links.

Client portal: a branded space for questionnaires, documents, payments, and messaging.

Staffing: unlimited staff accounts, per-event assignment, availability, event day check-in, and expense capture.

Reporting: revenue projection, lead volume, proposal conversion, payment receipts, booking source, and tips.

Multi-brand: run multiple brands or service lines from one account, each with its own branding, pricing, and booking pages.

Integrations and API

Calendar sync with Google Calendar, iCal, and Outlook. Accounting via QuickBooks. Email marketing via Mailchimp. Payments via Stripe, Square, and PayPal. SMS via Twilio. Zapier for everything else. Check Cherry also publishes a documented REST API with OpenAPI specs, plus an MCP endpoint so AI assistants can read and act on account data. Native iOS and Android apps cover field use.

Security and data

HTTPS everywhere, role-based access control with per-role permissions for owners, admins, and staff, audit trails on record changes, login history reporting, and PCI-compliant payment processing handled by the processor rather than stored in Check Cherry. Account data is exportable at any time.

Deployment and pricing

Fully hosted SaaS, no installation. Pricing is flat monthly and scales by upcoming booking volume rather than per seat, so staff accounts are unlimited on every plan. Plans start at $29 per month, with annual billing discounted. A 14-day free trial requires no credit card, and a 60-day money-back guarantee applies.