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
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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 covered porch with outdoor seating, a staircase, and potted plants.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

1. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
￥13,057
￥14,362 total
includes taxes & fees
Oct 13 - Oct 14
The Colonial Motel
A swimming pool with lounge chairs and potted plants.
A hotel room with two beds, a desk, a chair, and a TV on a stand.
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.

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.
￥18,510
￥19,991 total
includes taxes & fees
Sep 24 - Sep 25
Moore's Motel
A swimming pool with white lounge chairs and umbrellas, surrounded by trees and a cloudy sky.
A tented room with a television, seating area, and a fireplace.
A natural landscape with a lake, rocky cliffs, and a bench.
A black entertainment center with a flat-screen TV, a small shelf with toiletries, and a lit candle on top.

3. Cozy Mountain Dome Escape in the Catskills

Cozy Mountain Dome Escape in the Catskills
Gilboa
￥14,660
￥25,975 total
includes taxes & fees
Sep 17 - Sep 18
Cozy Mountain Dome Escape in the Catskills
A dark-colored house with a metal roof, surrounded by trees and a fenced area.
A dining area with a round wooden table and four chairs, a chandelier with lights, and a white door in the background.
A bedroom with a bed, two bedside tables, a chair, a small table, and a window.
A two-story building with a dark exterior, surrounded by a grassy area with picnic tables.

4. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
￥24,680
￥27,642 total
includes taxes & fees
Sep 27 - Sep 28
Catskill Seasons Inn
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 building with a chimney, a pool, and a sign for Shandaken Inn.
A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.

5. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
￥31,414
￥35,184 total
includes taxes & fees
Oct 1 - Oct 2
Shandaken Inn
A tent with a table and chairs set up on a grassy area with trees in the background.

6. Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills

Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills
Gilboa
￥22,424
￥28,764 total
includes taxes & fees
Sep 17 - Sep 18
Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills
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 cabin with a deck, large windows, and a mountain backdrop.
A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.

7. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
￥17,908
￥22,004 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Vienna
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 kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

8. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
￥23,153
￥25,005 total
includes taxes & fees
Sep 17 - Sep 18
The Winwood Condominiums
A swimming pool with white lounge chairs and umbrellas, surrounded by trees and a cloudy sky.
A natural landscape with a lake, rocky cliffs, and a bench.
A bedroom with a bed, a chair, a small table, a lamp, and a mirror.
A black entertainment center with a flat-screen TV, a small shelf with toiletries, and a lit candle on top.

9. Boutique Glamping Dome in the Catskill Mountains

Boutique Glamping Dome in the Catskill Mountains
Gilboa
￥14,660
￥25,975 total
includes taxes & fees
Sep 17 - Sep 18
Boutique Glamping Dome in the Catskill Mountains
A swimming pool with white lounge chairs and umbrellas, surrounded by trees and a cloudy sky.
A natural landscape with a lake, rocky cliffs, and a bench.
A bedroom with a wooden door, a bed with a blue and gray quilt, a black dresser, a lamp, and a small table with a coffee maker.
Two wooden chairs with cushions, a small table, and a window with a view of greenery.

10. Luxury Catskill Mountains Dome Retreat

Luxury Catskill Mountains Dome Retreat
Gilboa
￥14,660
￥25,975 total
includes taxes & fees
Sep 17 - Sep 18
Luxury Catskill Mountains Dome Retreat
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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
"Nice view of the mountains"
Eileen 1-night trip
Posted 2 days 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. Features 2 hot tubs, an outdoor pool, and a sauna. Kaatskill Mountain Club & Condos by Vail Resorts: 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 Plattekill State Forest showcase the area's natural beauty. Discover sights such as Plattekill Mountain, Roxbury Town Hall, and Bearpen Mountain 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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