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

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Check availability on Roxbury Hotels with a Pool

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Roxbury hotels with a pool

A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.
A covered porch with outdoor seating, a staircase, and potted plants.
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

1. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
AED 291
AED 320 total
includes taxes & fees
14 Oct - 15 Oct
The Colonial Motel
A swimming pool with lounge chairs and potted plants.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A two-story building with a large front porch, a chimney, and a balcony.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

2. Moore's Motel

Moore's Motel
Prattsville
  • Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
AED 441
AED 476 total
includes taxes & fees
12 Oct - 13 Oct
Moore's Motel
A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.
A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.

3. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
AED 522
AED 585 total
includes taxes & fees
27 Oct - 28 Oct
Shandaken Inn
A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
A log cabin with a deck, outdoor seating, and a view of a forest.
A cabin with a deck, large windows, and a mountain backdrop.

4. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
AED 365
AED 457 total
includes taxes & fees
29 Oct - 30 Oct
Hotel Vienna
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A compact living space with a kitchen, dining area, and seating.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

5. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
AED 621
AED 670 total
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
A pool area with a wooden deck, benches, and a lifebuoy.
A modern building with a gravel driveway and a stack of firewood in the foreground.
A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.
A wooden deck with two lounge chairs and a small table, overlooking a forested area.

6. Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
AED 929
AED 1,217 total
includes taxes & fees
25 Oct - 26 Oct
Eastwind Oliverea Valley
A swimming pool with lounge chairs and a building in the background.
A kitchen with a stove, kettle, toaster, and utensils on the counter.
A bathroom with a toilet, a bathtub, and a shower.
A hotel room with two single beds, a nightstand with a lamp, and a dark blue accent wall.

7. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
AED 624
AED 699 total
includes taxes & fees
3 Nov - 4 Nov
Catskill Seasons Inn
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

8. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
AED 983
AED 1,246 total
includes taxes & fees
12 Oct - 13 Oct
Wylder Hotel Windham
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.

9. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
  • Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
AED 655
AED 780 total
includes taxes & fees
10 Nov - 11 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A backyard with a swimming pool, lounge chairs, and a wooden barn.
A cozy living room with a stone fireplace, comfortable seating, and large windows overlooking a garden.
A wooden deck with outdoor seating, surrounded by trees.
A room with a wooden ceiling, large windows, a bench, and a sofa.

10. 7-bedroom Mountain Mansion of Belleayre! POOL, HOT TUB, SAUNA, GAME ROOM, AC ++

7-bedroom Mountain Mansion of Belleayre! POOL, HOT TUB, SAUNA, GAME ROOM, AC ++
Fleischmanns
AED 3,355
AED 8,487 total
includes taxes & fees
14 Oct - 15 Oct
7-bedroom Mountain Mansion of Belleayre! POOL, HOT TUB, SAUNA, GAME ROOM, AC ++
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Choose what matters most at hotels with a pool in Roxbury

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Roxbury Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Hotel was clean, had pretty Catskills Mountains views, and fire pits, pool and sauna. Staff was helpful."
Glenn 1-night trip
Posted 8 hours ago
Hotel Vienna

Frequently asked questions

What are some accommodations with pools in Roxbury?
The Roxbury: Features 2 hot tubs, a seasonal outdoor pool, and a sauna. Hunter Lodge, a Bluebird by Lark: Offers sun loungers, a pool, and complimentary wireless internet access. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. Hotel Vienna: Hotel, 1-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool, and a sauna. Urban Cowboy Lodge: Provides a snack bar/deli, a seasonal outdoor pool, and on-the-go.
What is there to see and do in Roxbury?
The picturesque setting of East Branch Delaware River and Relay State Forest showcase the area's natural beauty. Discover sights such as Roxbury Town Hall, Plattekill Mountain, and Plattekill State Forest during your stay.
When is the best time to book a hotel with a pool in Roxbury?
Taking into account the local weather in Roxbury is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Roxbury are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.