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

Hotels with Swimming Pools in Roxbury

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Check availability on Roxbury Hotels with Swimming Pools

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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 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.
S$111
includes taxes & fees
26 Oct - 27 Oct
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 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.
S$166
includes taxes & fees
13 Oct - 14 Oct
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.
S$204
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 cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.
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.

4. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
S$183
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 two-story building with a balcony, surrounded by well-maintained lawns and trees.
A compact living space with a kitchen, dining area, and seating.

5. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
S$175
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
A pool area with a wooden deck, benches, and a lifebuoy.
A triangular wooden tent with a bed inside, featuring a view of a forest with yellow foliage.
A wooden deck with two lounge chairs and a small table, overlooking a forested area.
A modern building with a gravel driveway and a stack of firewood in the foreground.

6. Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
S$415
includes taxes & fees
8 Nov - 9 Nov
Eastwind Oliverea Valley
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 cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

7. 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.
S$265
includes taxes & fees
3 Nov - 4 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
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 restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

8. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
S$412
includes taxes & fees
11 Oct - 12 Oct
Wylder Hotel Windham
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.

9. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
S$249
includes taxes & fees
28 Oct - 29 Oct
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 rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.
A corridor with white walls, wooden slats, and a concrete floor.

10. 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.
S$224
includes taxes & fees
2 Nov - 3 Nov
The Graham & Co.
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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

8/10 Good
"Very clean and well kept place. The pool area is lovely as well. The breakfast was mostly sugar stuff though… with lots of pastries and sweetened yogurts, and only caffeinated coffee available. Be sure to prepare accordingly if you have dietary restrictions. We enjoyed our stay and the location."
Cindi 1-night trip
Posted 4 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: Offers sunloungers, 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 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.

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