Guest-journey software comparison · 2026
Guestivo vs Oaky
Upsell-specialist platform with strong pre-arrival and in-stay offer flows, deep PMS integrations, and a category-leading position in revenue uplift from add-ons. Sits as the upsell layer on top of the PMS.
Oaky is best for
Independent hotels and groups (40 to 300 rooms) where ancillary revenue from upgrades, late checkouts, F&B add-ons, and partner products is a meaningful line item. Oaky is purpose-built for that lane and delivers measurable per-room ADR lift in case studies.
Oaky is weaker at
Properties whose primary need is messaging or AI concierge, where Oaky is intentionally narrow, and operations under 30 rooms where the upsell-volume math does not justify a dedicated tool.
Pricing position
Oaky
- Custom Quote-basedpriced by property size, RevPAR, and selected modules source
Oaky does not publish per-tier pricing publicly; the company quotes by property size, RevPAR, and module mix (Oaky pricing inquiry). Public reviews on Hotel Tech Report and Capterra place the entry tier in the mid-three-figures-monthly range for mid-sized properties.
Guestivo
Guestivo bundles upsell into the per-room core plan alongside check-in, messaging, AI concierge, and post-stay. For properties whose primary need is upsell depth specifically, Oaky's focus produces stronger per-offer conversion data; for properties wanting upsell as part of a broader workflow, Guestivo's bundle math is more attractive. Pricing on the Guestivo site.
Feature comparison
| Capability | Oaky | Guestivo |
|---|---|---|
| Upsell engine Oaky's flagship; deeper upsell catalogue and offer-flow tooling than any general guest-journey platform | Native | Native |
| Pre-arrival upsell offers (room upgrade, late checkout) | Native | Native |
| In-stay add-on offers | Native | Partial |
| Partner / third-party offers (transfers, activities) Oaky has built deeper partner integrations for activity bookings | Native | Partial |
| Pre-arrival messaging Oaky messages around offers; Guestivo runs the full pre-arrival workflow | Partial | Native |
| Online check-in | No | Native |
| AI concierge | No | Native |
| Post-stay review collection | Partial | Native |
| PMS integrations | 50+ | 20+ direct, plus webhook bridges |
Run the numbers on your property
The interactive tool below lets you set your own RevPAR uplift assumption. Use it to sanity-check whether the spend swap makes sense for your room count and ADR.
Interactive · You control the assumptions
Hotel software ROI calculator
Plug in your property numbers and the uplift you think a better-integrated stack would deliver. The output is your scenario, not our claim. The assumptions section below explains how the numbers connect.
Your scenario
Current annual room revenue
Annual lift at your assumption
Per-room per-month equivalent
This is your assumption, not our claim. We do not promise a specific uplift; we let you set one.
How the numbers connect
- Annual room revenue = rooms × 365 × occupancy × ADR.
- Annual lift = annual room revenue × your assumed uplift %.
- Per-room per-month equivalent = annual lift ÷ rooms ÷ 12.
Background reading on hotel-technology ROI ranges: Hotel Tech Report industry trends. Use that as context for choosing your own assumed uplift; do not assume any specific number.
Switching from Oaky to Guestivo
- Oaky's upsell catalogue is platform-specific; document every active offer (room-type rules, pricing, partner SKUs) before cutover so the Guestivo upsell engine can be configured rather than reverse-engineered.
- Properties with measurable Oaky-attributable revenue should run a four-week parallel test before fully decommissioning Oaky to confirm Guestivo conversion does not regress.
- If upsell is the only operational pain and the rest of the guest-journey workflow is fine, the honest recommendation is to keep Oaky and not migrate; Guestivo wins when upsell is one of several jobs the platform should do.
See Guestivo in your own setup
The fastest way to know whether Guestivo fits your property is a 15 minute walkthrough on real reservation data, not a feature list. We pre-load the workflows you would actually run in the first month.
Talk to the Guestivo teamDisclosure: this site is operated by Maciej Dudziak, founder of Guestivo. Comparison content lists alternatives in good faith; the recommendation is yours to make.
Frequently asked questions
When does Oaky stay the right choice over Guestivo?
When ancillary revenue is the property's top operational priority and the depth of Oaky's upsell tooling (offer-flow logic, partner network, A/B testing of offers) is itself the value. Oaky's focus is genuinely sharper than what any bundled guest-journey platform delivers on the upsell axis alone.
How does the pricing compare?
Oaky is quote-based and lands in mid-three-figures monthly for mid-sized properties; Guestivo charges per room with upsell included in core. For properties already running messaging, check-in, and AI concierge separately, the bundled-Guestivo math typically wins; for properties whose only need is Oaky-depth upsell, Oaky stays cheaper standalone.
Does Guestivo replace Oaky entirely?
For most independent hotels under 100 rooms, the bundled Guestivo upsell engine is sufficient. For 100+ room properties extracting significant ancillary revenue from Oaky's offer flows, the gap is real; running both in parallel (Oaky for upsell depth, Guestivo for the rest of the journey) is a defensible configuration.
How long does cutover take?
Three to five weeks if upsell volume is light. For properties with material Oaky-attributable revenue, plan a four-week parallel-run window and a phased catalogue migration to avoid revenue dips during transition.
What do I lose by not having Oaky?
Mostly partner-network depth and offer-flow A/B testing. The basic upsell mechanics (pre-arrival upgrade offers, late checkout add-ons, F&B prompts) are well-covered in Guestivo. The gap shows up when upsell is itself a strategic axis rather than a side feature.
How this compares to other alternatives
Guestivo and Oaky sit in a wider field. If neither feels right, these are the next obvious places to look.