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
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Roxbury hotels with a pool

A pool area with lounge chairs and umbrellas, a building with a sign reading "crooked cabana," and a mountain backdrop.
A wooden staircase with a natural, tree-like design leading to a room with a stone wall and a door.
A wooden staircase with a natural, forest-like design, leading to a room with a rustic door.
A forest-themed interior with a wooden bridge, a statue, and a wall with a circular window.

1. The Roxbury

The Roxbury
Roxbury
S$410
includes taxes & fees
25 Aug - 26 Aug
The Roxbury
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
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.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

2. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
S$121
includes taxes & fees
1 Sept - 2 Sept
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 motel with a central staircase, balconies, and a grassy front yard.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

3. 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$165
includes taxes & fees
25 Aug - 26 Aug
Moore's Motel
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.

4. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
S$181
includes taxes & fees
10 Sept - 11 Sept
Hotel Vienna
Two individuals sitting by a poolside, with a fence and chairs in the background.
A spacious living area with a fireplace, a dining table with chairs, a sofa, and a ceiling fan.
A two-story building with a dark exterior, a front porch, and a well-maintained lawn with picnic tables.
A sign for Catskill Seasons Inn with a mountain logo, indicating a scenic location.

5. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
S$227
includes taxes & fees
25 Aug - 26 Aug
Catskill Seasons Inn
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
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.

6. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
S$228
includes taxes & fees
25 Aug - 26 Aug
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

Catskill Seasons Inn

Catskill Seasons Inn

10/10 Excellent
"Easy self check-in, clean room, nice pool, nice fire pit, plenty of parking."
Christian 2-night trip
Posted 22 hours ago
Catskill Seasons Inn
The Graham & Co.

The Graham & Co.

10/10 Excellent
"This recently renovated hotel is delightfully retro chic. Comfortable, clean, and well run. Three fire pits make for fun evenings with children eating s'mores. Coffee ready every morning (with real milk and cream) in the reception area and continental breakfasts delivered to your door on weekends. Lovely pool area. Short walk to downtown Phoenicia shops and restaurants. We enjoyed our stay!"
Linda 4-night trip
Posted 2 days ago
The Graham & Co.

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 free self parking, a seasonal outdoor pool and complimentary bicycles. Wylder Hotel Windham: Hotel, 1-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Kaatskill Mountain Club & Condos by Vail Resorts: Hotel located near Windham Mountain Resort. Provides daily, an indoor pool and free self parking.
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, Bearpen Mountain State Forest and Roxbury Town Hall 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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