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Check availability on Preston Hollow Hotels with Pool

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 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 cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.
A cabin with a deck, large windows, and a mountain backdrop.
A log cabin with a deck, outdoor seating, and a view of a forest.

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
฿3,511
฿4,372 total
includes taxes & fees
10 Nov - 11 Nov
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.
฿6,420
฿8,612 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 two-story building with a balcony, surrounded by well-maintained lawns and trees.
A compact living space with a kitchen, dining area, and seating.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

3. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
฿5,673
฿6,127 total
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
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 covered porch with outdoor seating, a staircase, and potted plants.

4. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
฿2,991
฿3,290 total
includes taxes & fees
20 Oct - 21 Oct
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.

5. 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.
฿4,028
฿4,350 total
includes taxes & fees
15 Oct - 16 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.

6. 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.
฿5,986
฿7,128 total
includes taxes & fees
12 Nov - 13 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with lounge chairs and umbrellas.
A buffet table with various food items and a painting on the wall.
A cozy living room with a plaid sofa, a fireplace, and various decorative items on shelves above the fireplace.
A wooden lodge with a welcoming sign, a bear statue, and two flags.

7. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
฿7,332
฿7,918 total
includes taxes & fees
30 Oct - 31 Oct
Crystal Brook Resort & Mountain Brauhaus
A swimming pool with lounge chairs and a red building in the background.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.
A compact kitchen with wooden cabinets, a refrigerator, a sink, and a dining area with a table and chairs.

8. 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.
฿3,585
฿3,872 total
includes taxes & fees
1 Nov - 2 Nov
Red Ranch Motel
A motel with a swimming pool, picnic tables, and a playground.
A picnic table, playground equipment, and a swimming pool within a fenced area.
A motel with a single-story structure, a covered parking area, and a swing set in the yard.
A motel with a porch, a small stream, and parked vehicles.

9. Four Seasons Motel

Four Seasons Motel
Catskill
  • Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
฿3,357
฿3,625 total
includes taxes & fees
18 Oct - 19 Oct
Four Seasons Motel
A multi-story building with "NY LOTTERY" signage, featuring a modern architectural design with a mix of brick and glass facades.
A dining table set with plates and a bench, surrounded by potted plants and framed pictures on the walls.
A hallway with a tiled floor, a closed white door, and a green door with a keyhole.
A kitchen with white cabinets, a double sink, a stove, and a refrigerator.

10. cozy retreat with modern amenties

cozy retreat with modern amenties
Delmar
  • Dive into this mountain chalet's refreshing outdoor pool, surrounded by a garden paradise for a truly rejuvenating escape.
฿6,572
฿9,615 total
includes taxes & fees
11 Nov - 12 Nov
cozy retreat with modern amenties
View all properties

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 3 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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