A calm river with large rocks, surrounded by trees with autumn foliage.

Hotels with Swimming Pools in Roxbury

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Roxbury Hotels with Swimming Pools

Our top choices for Roxbury hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (452 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is S$127
includes taxes & fees
12 Jul - 13 Jul
The Colonial Motel
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (173 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is S$167
includes taxes & fees
13 Jul - 14 Jul
Moore's Motel
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (46 reviews)
  • cleanliness
    Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
The price is S$222
includes taxes & fees
21 Jul - 22 Jul
The Graham & Co.
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (824 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is S$208
includes taxes & fees
9 Aug - 10 Aug
Hotel Vienna
Outdoor pool

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (382 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is S$319
includes taxes & fees
22 Jul - 23 Jul
Kaatskill Mountain Club & Condos by Vail Resorts
Seasonal outdoor pool

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (257 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
The price is S$216
includes taxes & fees
14 Jul - 15 Jul
Catskill Seasons Inn
Seasonal outdoor pool

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (292 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
The price is S$298
includes taxes & fees
28 Jul - 29 Jul
Shandaken Inn
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (101 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is S$372
includes taxes & fees
22 Jul - 23 Jul
Wylder Hotel Windham
Outdoor pool, pool umbrellas, pool loungers

Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (54 reviews)
The price is S$440
includes taxes & fees
16 Jul - 17 Jul
Eastwind Oliverea Valley
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (355 reviews)
  • cleanliness
    Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is S$225
includes taxes & fees
13 Jul - 14 Jul
The Winwood Condominiums
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.
View all properties

Choose what matters most at hotels with a pool in Roxbury

Breakfast included
Hot tub

Top Roxbury Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very clean, super nice room."
Andrew 1-night trip
Posted 3 days ago
Hotel Vienna

Frequently asked questions

What are some accommodation options with pools in Roxbury?
The Roxbury: Features 2 hot tubs, a seasonal outdoor pool and a sauna. Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Features daily, an indoor pool and free self parking. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Hotel, 2-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool and a sauna. Hotel Vienna: Offers a snack bar/deli, a seasonal outdoor pool and on-the-go. Kaatskill Mountain Club & Condos by Vail Resorts: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool and complimentary bicycles.
What is there to see and do in Roxbury?
The picturesque setting of East Branch Delaware River showcases the area's natural beauty. Discover sights such as Roxbury Town Hall, Plattekill Mountain and Relay State Forest during your stay.
When is the best time to book a hotel with a pool in Roxbury?
Taking the local weather in Roxbury into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Roxbury are January, February, December and March, with each month seeing an average of 24 cm of snowfall.

Explore a world of travel with Expedia