DigitalGuest vs. Oaky by Plusgrade: Which Is Right for You?

Updated May 28, 2026  ·  545 verified reviews analyzed

TLDR

We analyzed 545 verified hotelier reviews, compared feature sets, pricing, and real-world case studies to break down where each platform delivers. The right choice depends on your property type and priorities:

DigitalGuest shines , with exclusive features like Digital Acceptance & Payment Capture.

Oaky by Plusgrade shines when it comes to upselling efficiency — especially for brand properties (5.0/5) , with exclusive features like Offer Experimentation & A/B Testing and Dynamic Upgrade Pricing.

See the full breakdown below ↓

How Does DigitalGuest Compare to Oaky by Plusgrade?

Side-by-side ratings based on 545 verified hotelier reviews on HTR.

HTScore
0
96
Likelihood to Recommend
98%
96%
Ease of Use
4.9/5
4.8/5
Customer Support
4.9/5
4.9/5
Value for Money
4.6/5
4.7/5
Starting Price Contact sales From $300/mo
Verified Reviews 17 528

What Are the Pros and Cons of DigitalGuest vs Oaky by Plusgrade?

After analyzing 545 verified reviews, DigitalGuest users most value its , while Oaky by Plusgrade users highlight upselling efficiency, user interface and system usability, customer support experience. Click any theme to see what reviewers say.

DigitalGuest DigitalGuest Oaky by Plusgrade Oaky by Plusgrade
Pros
+ Upselling Efficiency
+ User Interface and System Usability
+ Customer Support Experience
+ Personalization and Targeted Promotions
Cons
Reporting System Challenges
Integration with PMS

DigitalGuest vs Oaky by Plusgrade: Rankings by Hotel Segment

How each product ranks among Upselling Software vendors for different property sizes, types, and regions — based on verified reviews from hoteliers in each segment.

By Hotel Size

Segment DigitalGuest DigitalGuest Oaky by Plusgrade Oaky by Plusgrade
Small (10-24 rooms) #10 5 reviews #5 42 reviews
Mid-Size (25-74 rooms) #15 11 reviews #2 263 reviews
Large (75-199 rooms) #1 141 reviews
X-Large (200+ rooms) #16 1 reviews #2 57 reviews

By Property Type

Segment DigitalGuest DigitalGuest Oaky by Plusgrade Oaky by Plusgrade
Boutique #18 6 reviews #2 216 reviews
Luxury #17 6 reviews #2 278 reviews
Branded / Chain #18 4 reviews #2 208 reviews
Extended Stay #14 1 reviews #3 33 reviews

By Region

Segment DigitalGuest DigitalGuest Oaky by Plusgrade Oaky by Plusgrade
North America #18 1 reviews #7 29 reviews
Europe #11 15 reviews #1 315 reviews
Asia Pacific #2 81 reviews
Middle East #2 52 reviews

The Decision

Choosing between DigitalGuest and Oaky hinges on your hotel’s specific needs in upselling and guest engagement. Both platforms aim to boost revenue and improve guest communication, but their core functionalities and proven track records differ significantly. DigitalGuest offers a broad guest experience platform with a focus on communication and feedback, while Oaky specializes in targeted, automated upselling through personalized offers. Which solution aligns better with your strategic goals?

DigitalGuest promises a comprehensive guest experience from pre-stay to post-stay, emphasizing communication and guest insights. Oaky, on the other hand, concentrates on increasing revenue through targeted upselling, with a proven ability to drive ancillary sales. Are you looking for a full guest lifecycle tool or a dedicated upselling engine?

Is DigitalGuest or Oaky Better for Hotels?

DigitalGuest is designed to streamline guest communication, collect feedback, and enhance overall guest satisfaction, making it suitable for hotels prioritizing guest experience and loyalty. Conversely, Oaky’s focus on upselling and automation directly targets increasing revenue per booking, making it ideal for hotels aiming to maximize ancillary spend.

DigitalGuest’s strengths lie in guest engagement—its platform excels at pre-arrival, during-stay, and post-stay communication, with a recent review count of just 17 and a perfect 4.94/5 score. Oaky, with over 440 reviews and a score of 4.84/5, demonstrates a more established presence with proven upselling results across multiple property types and regions.

Both products solve revenue and guest communication challenges, yet they diverge in scope. DigitalGuest is more about enriching the guest journey, while Oaky focuses on optimizing revenue through personalized offers. Do you prioritize guest satisfaction or revenue uplift as your primary goal?

Oaky vs DigitalGuest: Which Should Your Hotel Choose?

If your hotel needs a dedicated upselling tool to increase revenue through targeted, personalized offers, go with Oaky. Its extensive feature set—including offer experimentation, dynamic pricing, and multi-property dashboards—makes it well-suited for hotels with a strategic focus on ancillary revenue.

If your team requires a comprehensive platform that manages guest communication, feedback, and a digital guest directory alongside ancillary sales, DigitalGuest is the better fit. It’s ideal for hotels seeking to improve overall guest experience, especially in the luxury and resort segments, where guest satisfaction is paramount.

For hotels with a larger portfolio, Oaky’s multi-property dashboard and automation capabilities enable scalable upselling. Smaller boutique or resort hotels with a desire to boost guest engagement while maintaining a personalized touch may find DigitalGuest’s flexible communication tools more fitting.

Is DigitalGuest or Oaky Easier to Use?

DigitalGuest’s user rating of 4.85/5 reflects its intuitive interface and straightforward onboarding process, praised for quick setup and minimal downtime. Reviewers highlight its ease of connecting with PMS systems like Spectra and its flexible guest communication features.

Oaky also scores highly at 4.84/5, with users noting its simple management interface and fast implementation. Customers appreciate its automation and segmentation features, which require minimal effort to execute once set up.

Both platforms excel in usability, but DigitalGuest’s focus on a broader guest experience might make it slightly more complex in configuration. Edge: DigitalGuest.

Which Has Better Features: DigitalGuest or Oaky?

DigitalGuest offers 6 shared features with Oaky, including automated communication and feedback collection, plus 2 unique features: gift vouchers and digital payments. Its strengths lie in guest directories and multi-channel messaging.

Oaky, on the other hand, provides 6 exclusive features, such as offer experimentation, dynamic upgrade pricing, and automated task routing—enhancing its upselling capabilities. Its features allow for tailored offers based on segmentation, with multi-property dashboards.

In total, Oaky’s additional features enable more advanced upselling strategies, while DigitalGuest’s features focus on guest experience and engagement. Edge: Oaky.

Which Has Better Customer Support: DigitalGuest or Oaky?

DigitalGuest’s customer support rating of 4.94/5 is backed by positive reviews praising quick responses and dedicated service. Customers mention staff being serviceminded and flexible, especially during onboarding.

Oaky’s support is similarly rated at 4.87/5, with reviews highlighting friendly account managers and prompt issue resolution. Some users note that support has been crucial during integration and feature rollout phases.

Both companies offer highly rated support, but DigitalGuest’s slightly higher score and fewer recent complaints make it the more reliable choice. Edge: DigitalGuest.

Which Has More Integrations: DigitalGuest or Oaky?

DigitalGuest connects with 16 verified partners, including major PMS like Spectra and Mews, but with fewer total integrations. Oaky boasts 54 verified partners, including popular PMS and channel managers like RoomRaccoon, Oracle Hospitality, and Infor.

Oaky’s broader integration portfolio offers more flexibility for diverse tech stacks, especially for large chains or multi-property groups. DigitalGuest’s integrations are sufficient for hotels seeking straightforward PMS connectivity but may limit scalability.

In terms of sheer options, Oaky’s extensive third-party integrations give it an edge. Edge: Oaky.

Which Do Hoteliers Rate Higher: DigitalGuest or Oaky?

DigitalGuest’s 17 reviews all rate it at 4.94/5, with high marks from resort and boutique hotel segments. Hoteliers praise its ease of use, guest communication, and flexible features, with comments like, “It’s easy and flexible to work with.”

Oaky’s 443 reviews average 4.84/5, with strong ratings across independent and branded hotels. Reviewers often highlight its ability to increase revenue and staff motivation, with comments like, “It has nearly doubled our upselling revenue.”

Given the volume and recency of reviews, Oaky’s larger dataset solidifies its reputation. Edge: Oaky.

How Much Do DigitalGuest and Oaky Cost?

DigitalGuest’s pricing details are not publicly available, which suggests a custom quote based on hotel size and needs. It does not offer a freemium or trial model, indicating a higher-touch sales process.

Oaky’s base price starts at $300 per month with no free tier or trial, making it more transparent and predictable for budgeting purposes. Both platforms typically require a contract, but Oaky’s fixed pricing simplifies initial investment considerations.

If budget transparency and predictable costs are priorities, Oaky’s pricing model is more straightforward. Edge: Oaky.

What Type of Hotel Should Use DigitalGuest?

Hotels that prioritize guest engagement and feedback—such as resorts, boutique hotels, and luxury properties—will benefit most from DigitalGuest’s comprehensive communication tools. Its ability to streamline pre-arrival and post-stay interactions enhances guest satisfaction and loyalty.

Teams that focus on building long-term relationships and reputation management should lean toward DigitalGuest. Not ideal if your primary goal is immediate revenue uplift through upselling, as DigitalGuest’s upselling features are secondary.

  • Hotels that want to enhance guest feedback and loyalty.
  • Resorts and boutique properties seeking personalized communication.
  • Hotels aiming for a fully branded, digital guest experience.
  • Not ideal if you need a dedicated, data-driven upselling platform.

What Type of Hotel Should Use Oaky?

Oaky is best suited for hotels aiming to maximize revenue through targeted upselling, especially those with large or complex portfolios. Its automation, segmentation, and dynamic pricing features excel in driving ancillary revenue and operational efficiency.

Teams that want to motivate staff and create personalized, seamless upselling experiences should adopt Oaky. Not ideal if your hotel prioritizes guest communication and feedback over revenue generation, or if your property is small with limited staff resources.

  • Hotels focused on increasing ancillary revenue.
  • Chains with multiple properties needing centralized control.
  • Hotels with a tech-savvy team eager to use automation.
  • Not ideal if you need broad guest engagement tools beyond upselling.

Oaky vs DigitalGuest: The Bottom Line for Hotels

DigitalGuest offers a broad guest experience platform with a focus on communication, feedback, and brand loyalty. Its high review score of 4.94/5 and small but recent review pool reflect a dedicated niche, especially in resort and boutique segments.

Oaky, with over 440 reviews and a score of 4.84/5, demonstrates proven success in boosting revenue through targeted, automated upselling. Its extensive integrations and advanced features make it a more comprehensive solution for revenue-focused hotels.

If your goal is to enhance overall guest satisfaction, DigitalGuest is the smarter choice, especially if guest communication is a strategic priority. For hotels seeking measurable revenue growth through upselling, Oaky’s proven track record and feature set make it the more compelling option.

In summary: Choose DigitalGuest if guest engagement and feedback are central to your strategy. Opt for Oaky if revenue uplift through sophisticated upselling is your primary goal. Both are strong options, but Oaky’s larger review base and recent performance data make it the leading choice for most hoteliers today.

How Much Do DigitalGuest and Oaky by Plusgrade Cost?

Upselling Software pricing is rarely straightforward. Here is what we know from each vendor's public pricing data. Always request a custom quote for your property size.

DigitalGuest DigitalGuest Oaky by Plusgrade Oaky by Plusgrade
Starting Price From $300/mo

Which Features Does DigitalGuest Have That Oaky by Plusgrade Doesn't (and Vice Versa)?

According to HTR's product database, DigitalGuest and Oaky by Plusgrade share 6 features. Here are the key differences — features one has that the other lacks.

Feature DigitalGuest DigitalGuest Oaky by Plusgrade Oaky by Plusgrade
Automated Fulfillment Task Routing
Digital Acceptance & Payment Capture
Dynamic Upgrade Pricing
Gift Vouchers & Prepaid Experiences
Multi-Property/Chain Dashboard
Offer Experimentation & A/B Testing
Offer Templates Library
Type 2 SOC 2 Certified (Data Security)

Real-World Results: DigitalGuest vs Oaky by Plusgrade by Business Goal

We analyzed 8 verified case studies to compare what hotels actually achieve with each platform across four key business objectives.

Increase Revenue & Reduce Costs
DigitalGuest DigitalGuest

No published case study for this goal yet.

Oaky by Plusgrade Hotel At Six Small
+ Average Monthly revenue from Oaky: 32226 SEK
+ Average TRevPAR uplift per night from Oaky: 3.1 SEK
+ Best performing month, Oaky revenue per booking: 70.8 SEK

"With Oaky, guests can clearly see what extra services or products we have to offer. By looking through all our services they can choose to add things they did not even know they wa..."

Diana Zambrano
Diana Zambrano
Guest Relations and Service Manager
Improve Guest Experience
DigitalGuest DigitalGuest

No published case study for this goal yet.

Oaky by Plusgrade Hard Rock International Large
+ Average increase in monthly incremental revenue by 15%
+ Minimum email open rates of 80-85% and average click-through rate of 60%
+ Improved customer satisfaction due to reduced manual work and low rejection rates

"Oaky allows us to be creative and feature relevant and exciting offers to our guests. The solution is extremely flexible and easy to use, helping our teams to offer unique services..."

Alexis Remy
Alexis Remy
VP Revenue Management & Distribution at...

DigitalGuest vs Oaky by Plusgrade: The Bottom Line

DigitalGuest
DigitalGuest
4.9/5 from 17 reviews

Unique capabilities

Gift Vouchers & Prepaid Experiences Digital Acceptance & Payment Capture
4.9/5 ease of use 4.9/5 support 16 integrations
Visit Profile
Oaky by Plusgrade
Oaky by Plusgrade
4.8/5 from 528 reviews

What hoteliers love

Upselling Efficiency 100% positive

Reviewers consistently commend Oaky's ability to streamline and enhance the upselling process, making it easier to generate additional revenue. Users... Reviewers consistently commend Oaky's ability to streamline and enhance the upselling process, making it easier to generate additional revenue. Users appreciate the ease of promoting room upgrades and packages, contributing significantly to boosting hotel revenue.

User Interface and System Usability 87% positive

The platform's user-friendly design is repeatedly praised, allowing both new and experienced users to engage effectively with the software. This acces... The platform's user-friendly design is repeatedly praised, allowing both new and experienced users to engage effectively with the software. This accessibility helps hotels employ upselling strategies without extensive training.

Customer Support Experience 100% positive

Oaky's customer support is largely praised for its efficiency and knowledge, with special mention of certain team members who consistently ensure a po... Oaky's customer support is largely praised for its efficiency and knowledge, with special mention of certain team members who consistently ensure a positive experience. Prompt assistance is highlighted as a particular strength.

Where hoteliers push back

Reporting System Challenges 90% negative

Several reviews identify challenges with Oaky's reporting system, noting a need for improvements in clarity and integration with existing hotel system... Several reviews identify challenges with Oaky's reporting system, noting a need for improvements in clarity and integration with existing hotel systems. Users express difficulty in accessing comprehensive data on upselling activities.

Integration with PMS 50% negative

Oaky offers seamless integration with many hotel property management systems, enhancing real-time data synchronization. Issues do exist, however, as s... Oaky offers seamless integration with many hotel property management systems, enhancing real-time data synchronization. Issues do exist, however, as some users encounter complications requiring manual input, specifically when tracking upselling offers.

Ranks higher for

Mid-Size (25-74 rooms) #2 vs #15
Small (10-24 rooms) #5 vs #10
X-Large (200+ rooms) #2 vs #16
Bed & Breakfast & Inns #2 vs #16

Unique capabilities

Offer Experimentation & A/B Testing Dynamic Upgrade Pricing Offer Templates Library Automated Fulfillment Task Routing Type 2 SOC 2 Certified (Data Security)
4.8/5 ease of use 4.9/5 support 54 integrations
Visit Profile

Frequently Asked Questions About DigitalGuest vs Oaky by Plusgrade

Can DigitalGuest replace Oaky by Plusgrade?

It depends on your requirements. DigitalGuest and Oaky by Plusgrade share many core Upselling Software features, but each has unique capabilities. DigitalGuest offers 16 verified integration partners, while Oaky by Plusgrade offers 54. Review the feature comparison above to see where they differ before switching.

Which is better for small or independent hotels?

Small hotels should prioritize ease of use and fast onboarding. DigitalGuest leads in ease of use at 4.9/5 vs 4.8/5. Look for transparent pricing and a trial or demo option. Filter reviews on each product page by property size to hear from hotels like yours.

Do DigitalGuest or Oaky by Plusgrade offer a free plan?

DigitalGuest: No. Oaky by Plusgrade: No. Neither product currently offers a free tier. Most Upselling Software vendors offer demos or trials — request one from each to evaluate before committing.

How Does HTR Evaluate and Rank DigitalGuest and Oaky by Plusgrade?

The HT Score is a composite ranking that considers 4 criteria groups and over a dozen variables to help hoteliers objectively compare hotel technology products. DigitalGuest has an HT Score of 0 and Oaky by Plusgrade has 96. Here is how the score is calculated.

Criteria Group Weight What It Measures
Customer Ratings & Reviews

How highly do users recommend this product?

Ratings Score, Review Volume, Share of Voice, Review Depth, Review Recency, Success Stories

The most heavily weighted factor. Analyzes average satisfaction ratings (likelihood to recommend, ease of use, support, ROI), total review count relative to category peers, review recency (at least 20 reviews in the trailing 6 months), and share of voice across unique hotel clients to detect selection bias.

Partner Ecosystem

How highly do tech partners recommend this company?

Partner Recommendations, Integration Quantity, Integration Quality

Evaluates partner recommendations as expert votes of confidence, the number of verified integrations, and ecosystem quality — the average HT Scores of integration partners. Products with higher-quality integration ecosystems are more likely to deliver a connected tech stack.

Customer Centricity

How customer-centric is this organization?

Certified Support, Review Consistency, Profile Completeness

Assesses whether the company has earned HTR Customer Support Certification, maintains consistent review collection over time (an indicator of feedback-driven culture), and keeps product profiles complete with capabilities, screenshots, pricing, and features.

Reach, Staying Power & Resources

How extensive is this company's reach and resourcing?

Geographic Reach, Staying Power, Company Resources, Trending Score

Measures global presence (countries and regions served), years in business as a stability proxy, team headcount as a resource proxy, and a trending score based on trailing-twelve-month buyer inquiries, reviews, partner recommendations, and press activity.

Customer ratings and reviews are by far the most important factor in the HT Score algorithm. HTR does not accept payment for higher rankings. All reviews are verified — only hotel industry practitioners with confirmed affiliations can submit ratings. View full HT Score methodology →

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