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Find Hotels with a Pool in Preston Hollow, NY

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Check availability on Preston Hollow Hotels with a Pool

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 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.

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
NT$3,695
NT$4,541 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Vienna
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.

2. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
NT$4,751
NT$5,131 total
includes taxes & fees
Sep 27 - Sep 28
The Winwood Condominiums
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
A covered porch with outdoor seating, a staircase, and potted plants.
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".

3. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
NT$2,827
NT$3,109 total
includes taxes & fees
Sep 28 - Sep 29
The Colonial Motel
A swimming pool with lounge chairs and potted plants.
A hotel room with two beds, a desk, a chair, and a TV on a stand.
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.

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.
NT$3,820
NT$4,125 total
includes taxes & fees
Sep 26 - Sep 27
Moore's Motel
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 large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

5. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
NT$8,201
NT$10,449 total
includes taxes & fees
Sep 27 - Sep 28
Wylder Hotel Windham
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A multi-story building with outdoor seating and a stone-paved patio.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

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.
NT$6,276
NT$7,474 total
includes taxes & fees
Oct 26 - Oct 27
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with lounge chairs and a red building in the background.
A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.

7. 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.
NT$4,091
NT$4,418 total
includes taxes & fees
Sep 28 - Sep 29
Red Ranch Motel
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very nice property with very nice rooms and great staff. Would definitely recommend!"
Paul 1-night trip
Posted 8 hours ago
Hotel Vienna
Ramada by Wyndham Cobleskill

Ramada by Wyndham Cobleskill

8/10 Good
"Staff was great! Needs an upgrading. Clean but dated."
Cheryl 1-night trip
Posted 22 hours ago
Ramada by Wyndham Cobleskill
Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

10/10 Excellent
"Quiet, well maintained, friendly staff. Breakfast was good."
mary 2-night trip
Posted 2 days ago
Super 8 by Wyndham Cobleskill NY
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Parking was a breeze"
Glenn 2-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Quality Inn & Suites Schoharie near Howe Caverns

Quality Inn & Suites Schoharie near Howe Caverns

10/10 Excellent
"Great staff and very nice view"
Chanda 1-night trip
Posted 7 days ago
Quality Inn & Suites Schoharie near Howe Caverns
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"My wife and I booked this room last minute and we were pleasantly surprised with our stay here. The room was pretty large and had a mini refrigerator and microwave which was definitely a plus. We also enjoyed the smart TV features."
Sharon 2-night trip
Posted 3 weeks ago
Spark by Hilton West Coxsackie

Frequently asked questions

What are some accommodations with pools in Preston Hollow?
Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Provides 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. Hotel Vienna: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Ramada by Wyndham Cobleskill: 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 like Zoom Flume and Irish Cultural Center. During your stay, check out 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 into account the local weather in Preston Hollow is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Preston Hollow are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

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