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
Oct 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Roxbury hotels with a pool

A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.
A covered porch with outdoor seating, a staircase, and potted plants.

1. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
₩118,213
₩130,034 total
includes taxes & fees
Oct 22 - Oct 23
The Colonial Motel
A swimming pool with lounge chairs and potted plants.
A two-story motel with a central staircase, balconies, and a grassy front yard.
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.
₩159,210
₩171,947 total
includes taxes & fees
Oct 22 - Oct 23
Moore's Motel
A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy 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.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

3. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
₩188,664
₩211,312 total
includes taxes & fees
Nov 11 - Nov 12
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 cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.
A log cabin with a deck, outdoor seating, and a view of a forest.

4. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
₩154,036
₩189,274 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Vienna
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 multi-story building with outdoor seating and a stone-paved patio.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.

5. 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.
₩237,621
₩282,956 total
includes taxes & fees
Nov 20 - Nov 21
Kaatskill Mountain Club & Condos by Vail Resorts
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 wooden deck with two lounge chairs and a small table, overlooking a forested area.
A triangular wooden tent with a bed inside, featuring a view of a forest with yellow foliage.

6. Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
₩353,061
₩459,793 total
includes taxes & fees
Oct 26 - Oct 27
Eastwind Oliverea Valley
A swimming pool with lounge chairs, a large building, and a forested hill in the background.
A wooden bridge in a forested area.
A building with a sign reading 'Bar-Lodging' and an air conditioning unit mounted on the exterior wall.
A room with a bed, a wooden dining table, chairs, a chandelier, a fireplace, and a television.

7. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
₩229,262
₩256,766 total
includes taxes & fees
Oct 22 - Oct 23
Catskill Seasons Inn
A pool area with a wooden deck, benches, and umbrellas.
A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.
A corridor with white walls, wooden slats, and a concrete floor.
A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.

8. The Graham & Co.

The Graham & Co.
Phoenicia
  • Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
₩207,238
₩232,115 total
includes taxes & fees
Nov 1 - Nov 2
The Graham & Co.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

9. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
₩201,978
₩284,474 total
includes taxes & fees
Oct 30 - Oct 31
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A compact living space with a kitchen, dining area, and seating.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

10. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
₩224,221
₩242,159 total
includes taxes & fees
Nov 1 - Nov 2
The Winwood Condominiums
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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

The Graham & Co.

The Graham & Co.

10/10 Excellent
"My friend and I enjoyed staying at the bunk house a lot. We didn't spend a lot of time in town or around the property but it was very charming! Everyone was really friendly and helpful with any question we had. We will definitely be interested in coming back to stay again."
Karly 2-night trip
Posted 2 days ago
The Graham & Co.

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.

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