PLATFORM FEATURES
Everything you need to book more and stress less.
Online booking, contracts, invoices, payments, calendars, emails — all connected. Stop juggling tools and start running your business from one place.
No credit card required. Easy to set up.
ONLINE BOOKING
Clients book themselves. You get paid while you sleep.
Your website becomes a 24/7 sales machine. Clients pick their package, choose add-ons, accept the proposal, and pay the deposit — all without you lifting a finger.
- Multi-step booking flow with your branding
- Packages, add-ons, and custom pricing
- Proposal accepted and deposit collected automatically
- Abandoned bookings captured as leads
CONTRACTS & E-SIGN
Get proposals accepted without the back-and-forth.
Send proposals that clients can review, sign, and pay — right from their phone. Collect deposits instantly with Apple Pay, Google Pay, or card. Everything stored securely.
- Legally binding electronic signatures
- Deposit collected at signing
- Apple Pay and Google Pay support
- Automatic reminders for unsigned proposals
CALENDAR SYNC
Your schedule, everywhere you need it.
Two-way sync with Google Calendar, Outlook, and Apple Calendar. Block personal time, sync across devices, and never double-book again.
- Two-way sync — changes flow both directions
- Google, Outlook, and Apple Calendar
- Block personal time automatically
- Staff calendars sync independently
AUTOMATED EMAILS & TEXTS
Stop sending the same emails over and over.
Set up automated workflows once — Check Cherry handles the rest. Booking confirmations, payment reminders, follow-ups, and review requests all go out on schedule.
- Automated email and SMS workflows
- Track opens, clicks, and replies
- Trigger messages based on events or dates
- Personalized with client and event details
CLIENT PORTAL
Let clients help themselves.
Give clients a branded portal where they can view their event details, make payments, accept proposals, choose options, and answer questions — without calling or emailing you.
- Branded with your logo and colors
- Clients sign, pay, and choose options
- No login required — magic link access
- Mobile-friendly for on-the-go clients
And that's just the start
Check Cherry includes everything you need to run your event business.
Flex Pricing
Automatic rules for peak season, venue fees, last-minute charges, and more.
Learn more →Availability Limits
Set limits by package or equipment. Never overbook your booths or gear.
Learn more →Compare plans
See what's included with each plan. All plans include unlimited clients and full support.
| Standard | Growth | Unlimited | |
|
Upcoming Bookings
These are confirmed bookings with a date in the future. Bookings in the past do not count.
|
30
Most Popular
|
100
Full-timers
|
Unlimited
High Volume
|
|
Admin Accounts
User accounts with admin privileges.
|
2 | 5 |
10
Get more $5/mo
|
|
Brands
Each brand has a different logo, email, and color scheme.
|
2 | 4 |
6
Get more $10/mo
|
|
Staff Accounts
Assign staff accounts to work bookings.
|
Unlimited | Unlimited | Unlimited |
|
Client Accounts
Let clients manage their booking.
|
Unlimited | Unlimited | Unlimited |
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Proposals / Quotes
Craft the perfect offer, send it out with email or text for signature and deposit.
|
Unlimited | Unlimited | Unlimited |
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iOS & Android App
Manage bookings, proposals, leads, availability and much more with the all new Check Cherry Mobile!
|
✅ | ✅ | ✅ |
|
Online Booking / Scheduling
People are going to ❤️ booking you online because it's 2026 after all.
|
✅ | ✅ | ✅ |
|
Invoices
Automatically generated and updated with each booking and payment.
|
✅ | ✅ | ✅ |
|
Contracts
Automatically insert the perfect contract based on service, package, or add-on.
|
✅ | ✅ | ✅ |
|
Signatures
Ensure every booking has a signed agreement. CYA!
|
✅ | ✅ | ✅ |
|
Staff Scheduling
Assign staff to bookings, send reminders and more.
|
✅ | ✅ | ✅ |
|
Expense Tracking
Record your expenses. Generate profit & loss statements.
|
✅ | ✅ | ✅ |
Accept Cards Online
Clients can pay online using any major credit card. Apple Pay and Google Pay.
|
2.9%
+ 30¢ USD
|
2.9%
+ 30¢ USD
|
2.9%
+ 30¢ USD
|
|
Calendar Sync
Stuff automatically shows on all your calendars.
|
✅ | ✅ | ✅ |
|
Multiple Services
E.g., headshots, photo booths, bartending, anything.
|
✅ | ✅ | ✅ |
|
Package Manager
Add and organize your packages to make buying easier.
|
✅ | ✅ | ✅ |
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Add-ons
Create optional upsells based on package.
|
✅ | ✅ | ✅ |
|
Leads
Collect and manage your lead leads.
|
✅ | ✅ | ✅ |
|
Flex Pricing
Earn more by automatically adding surcharges or discounts based on demand.
|
✅ | ✅ | ✅ |
|
Availability Manager
You'll never be double-booked again. Easy to configure and extremely powerful.
|
✅ | ✅ | ✅ |
|
Client Portal
Collaborate with clients, allow for self-service booking management.
|
✅ | ✅ | ✅ |
|
Automated Emails
Send booking confirmations, payment reminders, staff alerts and more.
|
✅ | ✅ | ✅ |
|
Automated SMS/Text
Twillio account is required. Additional fees apply.
|
✅ | ✅ | ✅ |
|
Checklists
Automatically or manually build to-do lists and checklists for each booking.
|
✅ | ✅ | ✅ |
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Mini Sessions
Allow clients to pick a slot, sign, and pay for each mini.
|
✅ | ✅ | ✅ |
|
Lead Forms
Embed traditional web forms directly into your website to collect leads.
|
✅ | ✅ | ✅ |
|
Designs
Customers can browse a gallery and select designs. Great for photo booth templates.
|
✅ | ✅ | ✅ |
|
Discounts / Coupons
Run online ads and entice buyers with special offers.
|
✅ | ✅ | ✅ |
|
Travel Fees
Offer free travel within a set range, charge more based on extra miles/kilometers.
|
✅ | ✅ | ✅ |
|
Sales Tax
Automatically calculate the right sales tax with each booking/proposal.
|
✅ | ✅ | ✅ |
|
Questionnaires
Automatically generate questionnaires for you or the client to fill out.
|
✅ | ✅ | ✅ |
|
Zapier Integration
Integrate Check Cherry with over 2,000+ Zapier apps.
|
✅ | ✅ | ✅ |
|
Reporting
Export bookings, view outstanding payments, message history, and more.
|
✅ | ✅ | ✅ |
|
Crappy Customer Support
Check Cherry has amazingly helpful chat support. Try it now to just say hi! 👋
|
❌ | ❌ | ❌ |
"Check Cherry is the best booking & event management software we've ever come across. It's beautiful to look at, easy to use, and crazy powerful. And our clients love it just as much as we do."
William Taylor
The Music Concierge • Verified Review
Frequently Asked Questions
Common questions about Check Cherry's features.
Can I try Check Cherry before committing?
Yes. Start a free trial with no credit card required. You'll have full access to all features so you can see exactly how Check Cherry works for your business.
Will Check Cherry work for my type of business?
Check Cherry is built for event-based businesses — DJs, photo booths, photographers, caterers, planners, venues, and more. If you book events and need contracts, invoices, and payments, Check Cherry will work for you.
Can I import my existing clients and events?
Yes. You can import clients via CSV, and our support team can help migrate data from other platforms. We want to make switching as painless as possible.
What payment methods can I accept?
Check Cherry Payments lets you accept all major credit cards (Visa, Mastercard, Amex, Discover), debit cards, ACH bank transfers, Apple Pay, and Google Pay. Deposits and payment plans are built in, and funds go directly to your account.
Is my data secure?
Your data is safe with us. Card numbers are handled by secure payment processors and never stored on our servers. Everything travels over encrypted connections, and you can export your data whenever you need it.
Ready to streamline your business?
Start your free trial today. No credit card required.