Checkfront

Checkfront

SaaS online booking and reservation management

Overview

Checkfront provides a software-as-a-service booking and reservation system for tourism and hospitality. It helps small to medium-sized tour operators, activity providers, and accommodation businesses manage all bookings, payments, and customer information from one dashboard. The product works by integrating into a client’s website to show real-time availability, handle automated invoicing, and process secure payments through gateways like Stripe, PayPal, and Square. It also supports managing gift certificates and waivers, and connects with third-party apps and OTA channels (e.g., Viator, Expedia) as well as accounting tools (Xero, QuickBooks). This makes it easy for businesses to distribute through multiple channels and streamline back-office tasks. Checkfront’s goal is to simplify and scale the booking process for travel businesses, enabling accurate bookings, efficient payments, and broader distribution across channels.

About Checkfront

Simplify's Rating
Why Checkfront is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Data & Analytics

Enterprise Software

Company Size

51-200

Company Stage

Series A

Total Funding

$10.6M

Headquarters

Victoria, Canada

Founded

2008

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Simplify's Take

What believers are saying

  • Checkfront updated its platform on 2025-11-03 with Copy Bookings.
  • Checkfront's integrations page was updated on 2026-06-04, highlighting Viator and Expedia.
  • Lawrence Hester took over Expedition Software in 2025, signaling sharper execution.

What critics are saying

  • Former COO Mark Holder and co-founder Grant Jurgeneit departed during 2024 leadership shakeup.
  • Checkfront, Rezdy, and Regiondo still operate separately, inviting expensive brand overlap.
  • A failed Expedition Software turnaround would bury Checkfront inside a bigger competitor.

What makes Checkfront unique

  • Checkfront's embedded booking widgets and hosted pages fit operators' existing websites.
  • Its Viator and Expedia integrations extend distribution across global OTA channels.
  • Expedition Software groups Checkfront, Rezdy, and Regiondo across three continents.

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Funding

Total Funding

$10.6M

Below

Industry Average

Funded Over

3 Rounds

Series A funding typically happens when a startup has a product and some customers, and now needs funding to scale. This money is usually used to grow the team, expand marketing, and improve the product. Venture capital firms are frequently the main investors here.
Series A Funding Comparison
Below Average

Industry standards

$15M
$8.2M
Discord
$9.3M
Checkfront
$15M
Canva
$30M
Kalshi

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

3%
Regiondo
Aug 9th, 2023
Regiondo, Checkfront, and Rezdy Join Forces to Transform the Restech Landscape

In a landmark move that will redefine the travel and activities industry landscape, Regiondo - the leading booking system in Europe - is proud to announce its partnership with Checkfront and Rezdy.

Checkfront
Aug 8th, 2023
Checkfront announces global merger with Rezdy and Regiondo

Checkfront announces global merger with Rezdy and Regiondo.

BetaKit
Jul 20th, 2023
Checkfront merges with australia’s Rezdy to scale online tourism reservations

Victoria-based Checkfront, which offers booking software for the tourism industry, is merging with Rezdy, an Australian company that operates in the same space.

PhocusWire
Jul 18th, 2023
Checkfront And Rezdy Merge In Significant Tech Deal In Tours, Activities And Attractions

Checkfront and Rezdy have joined forces in a recently confirmed. merger deal. The deal — which closed officially on June 15, the final day. of Arival Activate – Bangkok, for an undisclosed amount — is the largest and

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