10 Best Hotel Upsell Software in 2026: Hotelier's Choice

What Is Hotel Upsell Software?

Hotel upsell software is a digital tool that automates selling room upgrades, early check-ins, late check-outs, and extra services (like spa, dining, or local tours) via SMS, WhatsApp, or email. It connects to your PMS to show real-time availability before arrival and collects payments, with no front desk phone calls.

{{pms-one}}

‍

How We Chose The Right Software For Every Property Type And Size

• What PMS you use. An upsell tool is only as good as its connection to your PMS. Without a live sync, staff re-key upgrades by hand and offers go out against stale availability. We favored tools with real-time, two-way PMS integration that posts purchased add-ons straight to the guest folio.
• The size of your property. A 12-room B&B and a 400-room resort do not have the same needs. Small properties want simple setup and low overhead. Large groups need segmentation, multi-property reporting, and approval workflows. We noted the property size each tool serves best.
• Standalone tool or all-in-one guest app. Some hotels want a dedicated upsell engine that plugs into their existing stack. Others would rather have upsells built into the guest app, booking engine, and front desk they already run. We flagged which camp each platform sits in.

Small, Independent Hotels and Mid-Sized Properties (20 to 100+ rooms)

{{pms-five}}

‍

Large Hotels and Enterprise Groups (100+ rooms or multi-property)

Small Properties and B&Bs (under 20 rooms)

‍

Best Hotel Upsell Software 2026: Popular Hotel Upsell Software Choices

{{revenue-management-one}}

‍

Best Hotel Upsell Software Providers

Independent Hotels and Mid-Sized Properties (20 to 100+ rooms)

1. roommaster

Most upsell tools sit outside your systems and ask you to manage another login, another integration, and another vendor. roommaster takes the opposite approach: upselling is built into the platform you already run the hotel on. Because upsells live inside the same ecosystem as your PMS, booking engine, and guest communication, offers always reflect real-time availability and rates, and anything a guest buys posts straight to the folio.

• Key features: upgrade and add-on offers built into the roommaster Booking Engine at the point of booking; the roommaster Hotel Guest App for pre-arrival and in-stay upgrades, early check-in, and service requests; the roommaster Concierge, which captures upsell opportunities over the phone 24/7; real-time hotel PMS sync so offers match live availability; automatic folio posting for every purchase; personalized offers by guest profile.
• What it solves: it removes the extra vendor. Instead of bolting on a standalone upsell app, you lift revenue per booking inside the systems your team already knows, with one login and one support team.
• Best for: Small, independent hotels and groups that want native upsells without adding another point solution.
• Pricing: included as part of the roommaster platform. Book a demo for a quote matched to your property.
• Reviews: strong ratings across Capterra, G2, Software Advice, and HotelTechReport, with reviewers highlighting responsive, hospitality-trained support and depth of features.

{{revenue-management-two}}

‍

2. UpsellGuru

UpsellGuru is best known for its bidding model, where guests name their own price for a room upgrade and the hotel accepts, counters, or declines. It is a clever way to fill better rooms without publishing discounts, and it has made the tool a favorite among independent hotels that want upgrade revenue without eroding rack rates.

• Key features: a "name your price" upgrade auction that lets guests bid on better rooms; pre-arrival email campaigns that pitch upgrades and services; add-on offers for F&B, spa, and amenities; PMS integration to reflect available inventory; automated payment collection on accepted offers; performance reporting on upgrade revenue.
• What it solves: it captures revenue from empty premium rooms that would otherwise go unsold, while letting the hotel keep control of the floor price on every upgrade.
• Best for: mid-sized independent hotels that want to move guests into better rooms without openly discounting.
• Pricing: commission on the upsell revenue it generates, which keeps upfront cost low and ties spend to results.
• Reviews: well rated on HotelTechReport, with reviewers praising the bidding concept and incremental upgrade revenue, while noting it is focused mainly on the pre-arrival window.

3. ChargeAutomation

ChargeAutomation pairs an upsell engine with online check-in and payment automation. It suits properties that care as much about collecting payments cleanly and staying compliant as they do about extra revenue, which makes it popular with independents and short-stay operators.

• Key features: an online check-in flow that presents upgrades and add-ons; multi-service, time-slot add-ons such as a spa slot, parking window, or airport transfer; automated payment collection and pre-authorization; PMS integration that posts purchases to the folio; customizable upsell rules by stay and guest type; secure card handling.
• What it solves: it combines the money side of the stay with the revenue side, so check-in, payments, and add-ons happen in one guest flow instead of three disconnected tools.
• Best for: independent and mid-sized properties, and short-stay operators that want payments, check-in, and upsells in a single flow.
• Pricing: subscription plus transaction fees on payments processed.
• Reviews: highly rated on Capterra for automation and payment handling, with reviewers valuing the time saved on check-in and collections.

‍

Large Hotels and Enterprise Groups (100+ rooms or multi-property)

1. Oaky

Oaky, now part of Plusgrade, is one of the most established pre-arrival and in-stay upsell engines, built for larger hotels and chains that need to run upselling as a structured revenue program rather than an ad-hoc offer here and there.

• Key features: an extensive deal library of upgrade and add-on templates; granular guest segmentation; automated pre-arrival emails and in-stay messages timed to high-conversion touchpoints; chain-level and multi-property revenue reporting; A/B testing of offers; deep PMS integration.
• What it solves: it gives revenue and marketing teams a repeatable, measurable upsell engine with the reporting head office needs to compare performance across a portfolio of properties.
• Best for: large hotels, groups, and enterprise brands running upselling at scale.
• Pricing: subscription with tiered plans based on property size and feature set.
• Reviews: a category leader on HotelTechReport with high ratings, praised for conversion and reporting depth, though smaller properties note it is more than they need.

2. Canary Technologies

Canary combines digital check-in and AI-driven guest messaging with targeted upsell promotions, so upselling rides along inside a broader guest-journey and contactless-operations platform used widely by larger hotels.

• Key features: contactless digital check-in with dynamic upsells; AI-powered guest messaging that surfaces relevant offers; upgrade and add-on promotions based on stay details; PMS integration for real-time inventory and folio posting; automated payment capture; guest verification and fraud protection.
• What it solves: it turns the digital check-in moment, which guests are already completing, into a natural upsell opportunity, without a separate app or a front desk pitch.
• Best for: large hotels that want upselling as part of a wider digital guest journey and contactless operation.
• Pricing: module-based subscription, so you pay for the components you use.
• Reviews: strongly rated on HotelTechReport, G2, and Capterra, with reviewers highlighting the guest experience and the breadth of the platform.

3. Duve

Duve is an all-in-one guest experience platform with a branded web-app that carries an upsell store across the entire stay. It is favored by groups, serviced apartments, and larger operators that want one guest-facing app covering communication, check-in, and revenue.

• Key features: a branded guest web-app with an integrated upsell store; segmentation by guest profile, stay length, and booking source; upsells available before and during the stay; automated messaging across email, SMS, and WhatsApp; PMS integration and folio posting; multi-property management.
• What it solves: it unifies the guest journey and the upsell program in a single branded app, so guests browse upgrades and services in the same place they message the hotel and check in.
• Best for: groups and larger operators that want one guest app spanning communication, check-in, and upsells.
• Pricing: per-room subscription, usually tiered by feature set.
• Reviews: highly rated on HotelTechReport and Capterra, with reviewers praising the polished guest interface and flexibility, while noting the breadth takes time to configure.

4. Bookboost

Bookboost is a guest communication and customer data platform where upselling runs through unified messaging and segmentation rather than a standalone store. It suits data-minded groups that want offers driven by real guest behavior.

• Key features: a customer data platform (CDP) that unifies guest profiles across channels; a unified inbox for email, SMS, and WhatsApp; automated guest journeys with embedded upsell offers; segmentation by behavior and stay data; PMS integration; campaign and revenue analytics.
• What it solves: it targets upsells using a complete view of each guest, so offers are based on real behavior and history rather than a one-size-fits-all pre-arrival blast.
• Best for: mid to large groups that want a data platform driving messaging-led upsells.
• Pricing: tiered subscription based on properties and features.
• Reviews: well rated on HotelTechReport, with reviewers valuing the unified inbox and segmentation, and noting its strength is communication-led rather than a dedicated upsell storefront.

5. STAY

STAY is a guest experience web-app used widely by resorts and larger hotels, acting as a digital concierge with in-stay upselling across on-site outlets and services.

• Key features: a guest web-app with no download required; a digital concierge for dining, spa, and activity bookings; in-stay upsell offers across on-site outlets; multi-language support for international guests; PMS and POS integrations; usage and revenue analytics.
• What it solves: it monetizes the in-stay window for properties with many outlets, letting guests discover and book services from their phone instead of calling or queuing at a desk.
• Best for: resorts and large hotels with multiple on-site outlets and services.
• Pricing: per-room subscription.
• Reviews: well rated on HotelTechReport, with resort operators praising in-stay engagement and the breadth of bookable services.

‍

Small Properties and B&Bs (under 20 rooms)

1. Chekin

Chekin focuses on online check-in, guest identity verification, and legal compliance reporting, with upsells layered on top. It is a strong fit for small properties, short-stay, and vacation rentals, especially in European markets with police or statistical reporting requirements.

• Key features: online check-in with guest identity verification; automated police and statistical compliance reporting; upsell and add-on offers within the check-in flow; automated payment collection and deposits; digital registration and contract signing; PMS integration.
• What it solves: it handles the legal and administrative burden of check-in for small operators, then uses that same flow to offer upgrades and extras, so compliance and revenue come from one tool.
• Best for: small properties, short-stay operators, and vacation rentals, particularly in Europe.
• Pricing: per check-in or subscription, priced for smaller portfolios.
• Reviews: highly rated on Capterra, with reviewers valuing the compliance automation and the low-effort setup for small teams.

2. GuestJoy

GuestJoy pairs pre-arrival upsell emails with automated review generation, aimed at boutique hotels and B&Bs that want revenue and reputation from the same lightweight tool.

• Key features: timed pre-arrival upsell emails; upgrade and add-on offers for services and amenities; digital check-in; automated post-stay review requests; guest segmentation; PMS integration and folio posting.
• What it solves: it gives small properties a simple way to earn upgrade revenue before arrival and more reviews after checkout, without the complexity or cost of an enterprise platform.
• Best for: boutique hotels and B&Bs that want upselling and reputation management in one place.
• Pricing: per-room subscription, priced for smaller properties.
• Reviews: highly rated on HotelTechReport, with reviewers praising ease of use and the combination of upsells and review generation.

‍

Key Features To Look For In Hotel Upsell Software

Whatever tool you shortlist, hold it against this checklist before you commit.

• PMS and RMS integration. Real-time, two-way sync so offers reflect actual availability and pricing, and purchases post automatically to the guest folio. This is the single most important feature.
• Guest segmentation. Target offers by guest profile, length of stay, booking channel, or visit occasion, so couples see a romance package and business travelers see late check-out.
• Automated timing. Offers scheduled at high-conversion touchpoints: post-booking, pre-arrival, arrival, in-stay, and pre-departure.
• A frictionless, app-free interface. Guests view and buy through mobile web, SMS, or WhatsApp, with no native app to download.
• Dynamic pricing. Upgrade and amenity prices that adjust to real-time occupancy.
• Automated payment processing. Secure capture and folio posting, so the front desk is not chasing charges.
• A pricing model that fits you. Flat subscription for predictability, or commission-only if you want to pay purely on results.

‍

Turn Every Guest Touchpoint Into Revenue With roommaster

Standalone upsell tools work, but they all share one cost: they are one more system to buy, integrate, and manage. roommaster removes that. Upselling is built into your Booking Engine, Guest App, and Concierge, so offers stay accurate against live availability, purchases post to the folio automatically, and there is one hospitality-trained team to call when you need help.

roommaster is a all-in-one hospitality management software. One platform, one team, one less thing to worry about. Technology that serves hospitality, not the other way around.

See how roommaster turns every touchpoint into revenue.

{{cta-strip}}

‍

Frequently Asked Questions

1. What is hotel upsell software?

Hotel upsell software automates offering guests room upgrades, early check-ins, late check-outs, and extras like spa or dining, delivered by SMS, WhatsApp, email, or a web portal. It syncs with your PMS to trigger the right offer at the right moment and posts purchases to the guest folio.

2. How does hotel upsell software increase revenue?

It presents targeted offers at high-conversion moments across the guest journey, from post-booking to pre-departure. Because offers are automated and personalized, more guests take an upgrade or add-on, which raises average booking value and total revenue per available room without extra staff effort.

3. Does upsell software need to integrate with my PMS?

Yes. PMS integration is the most important feature. A live, two-way sync means offers reflect real-time availability and pricing, and anything a guest buys posts straight to their folio. Without it, staff re-key charges by hand and risk selling inventory you do not have.

4. Do guests need to download an app to use it?

No. The best hotel upsell tools are app-free. Guests view and accept offers through mobile web links, SMS, or WhatsApp, which removes friction and lifts conversion compared with tools that require a download.

5. How much does hotel upsell software cost?

Pricing models vary. Some tools charge a flat monthly subscription, often per room. Others take a commission only on the upsell revenue they generate, so you pay purely on results. With roommaster, upselling is included as part of the platform rather than billed as a separate tool.

6. What is the best hotel upsell software in 2026?

It depends on your property. roommaster is the strongest fit for hotels that want native upsells across their booking engine, guest app, and phone channel in one platform. Oaky and Canary suit large chains, UpsellGuru and GuestJoy suit independents and boutiques, and Chekin suits small European properties.