A lush green golf course with a lake and trees in the background.

Hotels with Swimming Pools in Roscoe

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Check availability on Roscoe Hotels with Swimming Pools

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 Roscoe hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building.
A triangular tent-style room with a bed, a small table, and a red lamp.
A large house with multiple sections, including a patio area with outdoor furniture and a stone pathway.
An indoor venue with wooden beams, tables set for dining, and hanging greenery.

1. Callicoon Hills

Callicoon Hills
Callicoon Center
S$413
includes taxes & fees
15 Oct - 16 Oct
Callicoon Hills
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.
A banquet hall with round tables covered in white tablecloths and chairs, a carpeted floor, and a ceiling with recessed lighting.
Accessible bathroom
A spacious indoor area with multiple tables and chairs, a kitchen area with a counter, and a large window providing natural light.

2. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
  • Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.
S$135
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham Liberty/Monticello
A large indoor swimming pool with a wooden deck and lounge chairs.
A modern living room with two sofas, a glass coffee table, and a painting of a horse.
A modern bathroom with a glass shower enclosure, a toilet, and a towel rack with folded towels.
A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.

3. Best Western Monticello

Best Western Monticello
Monticello
  • Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.
S$164
includes taxes & fees
18 Oct - 19 Oct
Best Western Monticello
A water park with a water play structure and people enjoying the water.
A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.
A wooden building with a staircase leading to a balcony, surrounded by snow and trees.
A hotel lobby with round tables, cushioned chairs, a large pillar, and a projection screen displaying a movie.

4. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
Callicoon
  • Year-round aquatic adventures await at this resort with indoor and seasonal outdoor pools, a waterslide, and poolside bar.
S$219
includes taxes & fees
12 Oct - 13 Oct
Villa Roma Resort and Conference Center
A cozy indoor seating area with wooden beams, string lights, and potted plants.
A covered outdoor dining area with wooden tables and benches, large windows, and a view of a garden.
A cozy log cabin interior with a fireplace, leather furniture, and large windows offering views of the outdoors.
A wooden building with a sign reading "The Arnold" and a garden with daffodils.

5. The Arnold House

The Arnold House
Livingston Manor
  • Dive into seasonal bliss at this mountain hotel with a refreshing outdoor pool and poolside bar for a summer escape.
S$551
includes taxes & fees
15 Oct - 16 Oct
The Arnold House
A poolside area with lounge chairs and striped umbrellas, surrounded by a wooden fence and trees.
A living room with a stone fireplace, two armchairs, a coffee table, and a bookshelf.
A sunroom with wooden beams, large windows, and a variety of potted plants.
A spacious dining area with multiple tables and chairs, large potted plants, and a view of the outdoors through large windows.

6. Kenoza Hall

Kenoza Hall
Kenoza Lake
  • Seasonal outdoor pool sanctuary offers sun-soaked relaxation amid hiking trails at this indulgent spa retreat in the countryside.
S$688
includes taxes & fees
8 Nov - 9 Nov
Kenoza Hall
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 triangular wooden tent with a bed inside, featuring a view of a forest with yellow foliage.

7. Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
S$412
includes taxes & fees
27 Oct - 28 Oct
Eastwind Oliverea Valley
A person in a swimming pool with a tiled wall in the background.
A covered patio area with stone pillars, wooden benches, and a view of a lake.
A spacious indoor area with large windows and a high ceiling, suitable for group activities like yoga.
A large hotel with multiple buildings, a well-maintained lawn, and a lake nearby.

8. YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills
Monticello
  • Sleek indoor pool offers year-round swimming with a hot tub, sauna, and steam room for complete aquatic relaxation.
S$505
includes taxes & fees
12 Oct - 13 Oct
YO1 Longevity & Health Resorts, Catskills
View all properties

Choose what matters most at hotels with a pool in Roscoe

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Roscoe Hotel Reviews

Best Western Monticello

Best Western Monticello

8/10 Good
"Everything was good."
Sherry 1-night trip
Posted 19 hours ago
Best Western Monticello
Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent
"Restaurant was amazing . Staff very informative about history of Woodstock"
Mary 1-night trip
Posted 9 days ago
Days Inn by Wyndham Liberty/Monticello

Frequently asked questions

What are some hotels with pools in Roscoe?
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Provides a sauna, a pool and complimentary wireless Internet access. Roscoe Mountain Club: Features a children's pool, a seasonal outdoor pool and 3 restaurants. Villa Roma Resort and Conference Center: Offers daily, a pool and free self parking. Days Inn by Wyndham Liberty/Monticello: Hotel located near Resorts World Catskills. Offers a sauna, an indoor pool and buffet. Urban Cowboy Lodge: Hotel located near Resorts World Catskills. Features a full-service spa, an indoor pool and a sauna.
What is there to see and do in Roscoe?
Spend some time experiencing the great outdoors at Tennanah Lake and Willowemoc Wild Forest. Discover sights such as Catskill State Park during your stay.
When is the best time to book a hotel with a pool in Roscoe?
Taking the local weather in Roscoe 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 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Roscoe are January, February, December and March, with each month seeing an average of 24 cm of snowfall.

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