USING SQUARE APPOINTMENTS?
Events Aren't
Appointments.
Square Appointments is great for salons and barbers—recurring clients, simple bookings, quick payments. But events need contracts, deposits, travel fees, equipment tracking, and staff coordination. Not just a calendar slot.
Event-First
Built for your industry
Contracts
E-signatures included
Deposits
Payment plans built-in
+ Appointments
For meetings too
Why Events Need Different Software
Appointments and events aren't the same thing
Contracts & E-Signatures
Events need signed agreements. Square Appointments doesn't do contracts. Check Cherry has professional e-signatures built in.
Deposits & Payment Plans
Events need deposits upfront and balances due later. Check Cherry handles payment schedules automatically—not just pay-at-checkout.
Automatic Travel Fees
You travel to events. Salons don't. Check Cherry calculates travel fees based on distance automatically.
Equipment & Inventory
Track photo booths, speakers, backdrops across bookings. Only show clients what's actually available that day.
Staff Scheduling
Assign team members to events, track availability, and notify them automatically. Real crew management.
Flex Pricing
Charge more for peak dates like NYE. Offer weekday discounts. All calculated automatically at booking.
Client Portal
Clients log in to view their event, submit details, select options, and pay balances. Not just a confirmation email.
Song Requests & Designs
Collect song requests, do-not-play lists, and let clients select photo booth designs. Built for entertainment.
Plus: Appointments Too
Need to schedule consultations or meetings? Check Cherry has an appointments feature for that. Best of both worlds.
Made for Event Pros
If this sounds like you, Check Cherry was built for your business
DJs & Entertainment
Manage song requests, equipment, and multiple events per weekend. Built by DJs who get it.
Photo Booth Operators
Track booth inventory, let clients select designs, and manage backdrop availability.
Mobile Bartenders
Handle travel fees, staff assignments, and equipment tracking for every event.
Teams & Crews
Running multiple staff? Assign team members, track availability, and notify them automatically.
Multi-Event Weekends
Book multiple events per day without conflicts. Real-time availability across all your packages.
Service Area Coverage
Travel across regions? Automatic travel fees and mileage calculations for every booking.
What Event Pros Say
Real reviews from real businesses
"Hands down the BEST reservation system on the planet!"
"It's the perfect end-to-end online booking and payment solution. My clients love it!"
"We tried another CRM but setup was a nightmare and tech support took 24-48hrs. Check Cherry? Customer service is incredible."
Getting Started is Easy
Up and running in minutes
Start Your Free Trial
Sign up and explore Check Cherry free for 14 days. No credit card required.
Set Up Your Services
Add your packages, pricing, contracts, and availability. We'll guide you through each step.
Start Booking Events
Share your booking link and let clients book, sign, and pay—all in one flow.
Common Questions
Everything you need to know
What about my existing Square bookings?
Keep managing existing Square bookings there while using Check Cherry for new events. Many people run both in parallel during the transition, then fully switch once current bookings are complete.
Does Check Cherry do appointments too?
Yes! Check Cherry has an appointments feature for scheduling meetings and consultations. You get full event management plus simple appointment booking when you need it.
Is Check Cherry harder to use than Square?
Check Cherry has more features because events need more features. But it's designed to be intuitive—most people are up and running in under an hour. And our support team is available via chat if you need help.
Is there a free trial?
Yes! Try Check Cherry free for 14 days with full access to all features. No credit card required. See for yourself why event pros choose purpose-built software.
Ready for real event software?
Try Check Cherry free for 14 days. See the difference purpose-built makes.