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Check availability on Preston Hollow Hotels with Pool

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Preston Hollow hotels with a pool

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 log cabin with a deck, outdoor seating, and a view of a forest.
A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
Rp1.778.940
Rp2.230.706 total
includes taxes & fees
29 Oct - 30 Oct
Hotel Vienna
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
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.

2. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
Rp4.796.206
Rp6.075.554 total
includes taxes & fees
29 Oct - 30 Oct
Wylder Hotel Windham
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 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.

3. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
Rp3.027.297
Rp3.269.481 total
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
A swimming pool with lounge chairs and potted plants.
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.
A two-story building with a large front porch, a chimney, and a balcony.

4. 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.
Rp2.149.560
Rp2.321.525 total
includes taxes & fees
14 Oct - 15 Oct
Moore's Motel
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
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.
Rp3.191.675
Rp3.800.693 total
includes taxes & fees
11 Nov - 12 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.
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.

6. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
Rp1.596.048
Rp1.755.653 total
includes taxes & fees
14 Oct - 15 Oct
The Colonial Motel
A modern dining area with wooden tables and benches, green chairs, and pendant lighting.
A hotel room with a wooden desk, a television, a grey office chair, a sofa, and a window with curtains.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A hotel lobby with orange rocking chairs, a reception desk, and a green carpet.

7. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
West Coxsackie
Rp2.116.421
Rp2.285.735 total
includes taxes & fees
1 Nov - 2 Nov
Spark by Hilton West Coxsackie
A swimming pool with lounge chairs and umbrellas.
A cozy living room with a plaid sofa, a fireplace, and various decorative items on shelves above the fireplace.
A buffet table with various food items and a painting on the wall.
A sign for Crystal Brook Resort surrounded by red tulips.

8. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
Rp3.905.034
Rp4.217.437 total
includes taxes & fees
30 Oct - 31 Oct
Crystal Brook Resort & Mountain Brauhaus
A motel with a swimming pool, picnic tables, and a playground.
A motel with a porch, a small stream, and parked vehicles.
A picnic table, playground equipment, and a swimming pool within a fenced area.
A hotel room with two beds, a nightstand with a lamp, and a window with floral curtains.

9. Four Seasons Motel

Four Seasons Motel
Catskill
  • Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
Rp1.791.300
Rp1.934.604 total
includes taxes & fees
14 Oct - 15 Oct
Four Seasons Motel
A swimming pool with lounge chairs and a red building in the background.
A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A compact kitchen with wooden cabinets, a refrigerator, a sink, and a dining area with a table and chairs.

10. Red Ranch Motel

Red Ranch Motel
Catskill
  • Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
Rp1.911.613
Rp2.064.471 total
includes taxes & fees
11 Nov - 12 Nov
Red Ranch Motel
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Choose what matters most at hotels with a pool in Preston Hollow

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Preston Hollow Hotel Reviews

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"It was all great! No complaints, would stay there again. Highly recommend."
Linnea 1-night trip
Posted 1 day ago
Spark by Hilton West Coxsackie
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Expedia got us a better price than calling the hotel ahead of time. Thank you!!"
Jill 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

8/10 Good
"There was no coffee made on one morning. The desk clerk took forever to find the key to refill it. The keys were all unmarked, and in different places."
Donna 2-night trip
Posted 2 days ago
Super 8 by Wyndham Cobleskill NY
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Hotel was clean, had pretty Catskills Mountains views, and fire pits, pool and sauna. Staff was helpful."
Glenn 1-night trip
Posted 2 days ago
Hotel Vienna

Frequently asked questions

What are some accommodation options with pools in Preston Hollow?
Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Features daily, an indoor pool and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Hotel, 1-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool and a sauna. Ramada by Wyndham Cobleskill: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool and complimentary bicycles. Hotel Vienna: Offers a children's pool, a seasonal outdoor pool and free self parking. Kaatskill Mountain Club & Condos by Vail Resorts: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Preston Hollow?
Make a point to visit attractions such as Zoom Flume and Irish Cultural Center. During your stay, visit sights such as Windham Vineyards and Winery, Windham Country Club and Windham Mountain Resort.
When is the best time to book a hotel with a pool in Preston Hollow?
Taking the local weather in Preston Hollow 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 Preston Hollow are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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