Title: The Best 5 Star Hotels in Roxbury, NY from $148 | Expedia.com

[Roxbury Travel Guide](https://expedia.com/Roxbury.dx177542)[Hotels in Roxbury](https://expedia.com/Roxbury-Hotels.d177542.Travel-Guide-Hotels)[Vacation Rentals in Roxbury](https://expedia.com/Roxbury-Vacation-Rentals.d177542.Travel-Guide-VacationRentals)[Flights to Roxbury](https://expedia.com/Cheap-Flights-To-Roxbury.d177542.Travel-Guide-Flights)[Things to do in Roxbury](https://expedia.com/Things-To-Do-In-Roxbury.d177542.Travel-Guide-Activities)[Car Rentals in Roxbury](https://expedia.com/Car-Rentals-In-Roxbury.d177542.Car-Rental-Guide)[Roxbury Vacation Packages](https://expedia.com/Roxbury.d177542.Destination-Travel-Guides)

![Beginner area at Plattekill Ski Mountain](https://images.trvl-media.com/place/177542/10175f6c-68a5-4108-87f0-894b53ad03a9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/177542/10175f6c-68a5-4108-87f0-894b53ad03a9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

## Check availability on Roxbury 5 Star Hotels

Tonight

[Mar 13 - Mar 14](https://www.expedia.com/Hotel-Search?regionId=177542&startDate=2026-03-13&endDate=2026-03-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 14 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=177542&startDate=2026-03-14&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=177542&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=177542&startDate=2026-03-20&endDate=2026-03-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Roxbury 5-star hotels

![Interior detail](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7bbfb7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/fbd3a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/2e88a7dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/5f602f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Urban Cowboy Lodge

[](https://www.expedia.com/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information)

Big Indian

9.2/10

Wonderful

(213 reviews)

"The staff were nice, food was great but not too many options and they close too early. The last thing to eat is at 9pm. Parking was good. They had to play pool and board games. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Desiree

$132 nightly

$148 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information)

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## Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Roxbury.

![The Hidden Inn](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/0b6af7f0_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Hidden Inn

10860 Co Rd 18 South Kortright NY

$166 nightly

$182 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://expedia.com/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information)

![Shandaken Inn](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/35b7da26_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Shandaken Inn

1 Golf Course Road Shandaken NY

[Get rates](https://expedia.com/Hotel-Search?startDate=3%2F27%2F2026&endDate=3%2F28%2F2026&selected=42761897&PinnedHotelID=42761897&HadPinnedHotel=true&regionId=177542)

10/10 Exceptional! (275 reviews)

[](https://expedia.com/Kingston-Hotels-Shandaken-Inn.h42761897.Hotel-Information)

![Catskill Retreat](https://images.trvl-media.com/lodging/108000000/107580000/107571500/107571465/66571143_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Catskill Retreat

3763 Gregory Hollow Rd Hamden NY

$231 nightly

$254 total

Mar 30 - Mar 31

Total with taxes and fees

10/10 Exceptional! (1 review)

[](https://expedia.com/Hamden-Hotels-Catskill-Retreat.h107571465.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Roxbury.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026&regionId=177542&star=50)

You can also use these popular filters to refine your search.

[Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026&regionId=177542&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026&regionId=177542&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026&regionId=177542&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026&regionId=177542&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026&regionId=177542&star=50&star=50&amenities=WATER_PARK)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

## Learn more about Roxbury

Nestled in the Catskills, this charming village offers scenic hiking trails and the historic Roxbury Arts Group for local performances. Explore the unique Round Barn Farmers Market or visit nearby Plattekill Mountain for skiing and mountain biking adventures.

[See all hotels in Roxbury](https://www.expedia.com/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28&adults=2&regionId=177542)

![Beginner area at Plattekill Ski Mountain](https://images.trvl-media.com/place/177542/10175f6c-68a5-4108-87f0-894b53ad03a9.jpg?impolicy=fcrop&w=900&h=675&p=1&q=high)

## Top Roxbury Hotel Reviews

![Urban Cowboy Lodge](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7bbfb7b2_y.jpg)

### Urban Cowboy Lodge

8/10 Good

"The staff were nice, food was great but not too many options and they close too early. The last thing to eat is at 9pm. Parking was good. They had to play pool and board games. "

[](https://expedia.com/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information)

## Find out more about Roxbury

Ready to experience the next standard in luxury? We know you are thinking about it. Add further pleasure on your next trip to Roxbury by treating yourself to the best of the best when it comes to lodging. It's an ideal combination. There's no reason to delay a getaway to Roxbury any longer. You'll join the multitudes of vacationers who have made Roxbury so fashionable in the last year. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. You deserve the great vacation you're dreaming about. Our 5-star hotels in Roxbury are the perfect places to relax in during your next escape.

### Book the Best Roxbury 5-Star Hotels

You'll have a wonderful time at one of these 5-star hotels. Spa treatments, delicious meals, and one-on-one attention are all at your fingertips. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What creature comforts do you want in your lodging? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A reflexology treatment that will leave you feeling great? Butler services? Whatever it is your heart desires, you're bound to find it here. Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire vacation in your room, of course. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Roxbury are waiting for you to rest up after an exciting day.

### Your Getaway Starts Today

The results are in, and Roxbury 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to plan your next great escape. Select one of the 5-star hotels in Roxbury today and soothe yourself in the lap of luxury tomorrow.

## Frequently asked questions

### How much does it cost to stay in a 5-star hotel in Roxbury?

> - Search for the lowest price per night from $182

### What makes a hotel 5 stars in Roxbury?

### Are there any 5-star all-inclusive resorts in Roxbury?

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