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Search Hotels with Pool in Preston Hollow

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Check availability on Preston Hollow Hotels with Pool

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

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 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.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
฿3,816
฿4,693 total
includes taxes & fees
14 Sept - 15 Sept
Hotel Vienna
A swimming pool with a fenced deck, lounge chairs, and umbrellas.
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.
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.
฿2,950
฿3,245 total
includes taxes & fees
31 Aug - 1 Sept
The Colonial Motel
A swimming pool with lounge chairs and potted plants.
A two-story motel with a central staircase, balconies, and a grassy front yard.
A two-story building with a large front porch, a chimney, and a balcony.
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.
฿3,973
฿4,291 total
includes taxes & fees
1 Sept - 2 Sept
Moore's Motel
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 compact living space with a kitchen, dining area, and seating.

4. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
฿5,930
฿6,404 total
includes taxes & fees
31 Aug - 1 Sept
The Winwood Condominiums
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
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.
฿7,574
฿9,835 total
includes taxes & fees
31 Aug - 1 Sept
Wylder Hotel Windham
A motel with a swimming pool, picnic tables, and a playground.
A hotel room with two beds, a nightstand with a lamp, and a window with floral curtains.
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.

6. Four Seasons Motel

Four Seasons Motel
Catskill
  • Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
฿3,311
฿3,576 total
includes taxes & fees
31 Aug - 1 Sept
Four Seasons 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.

7. 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.
฿6,216
฿7,402 total
includes taxes & fees
28 Sept - 29 Sept
Kaatskill Mountain Club & Condos by Vail Resorts
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 compact kitchen with wooden cabinets, a refrigerator, a sink, and a dining area with a table and chairs.
A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.

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.
฿4,255
฿4,596 total
includes taxes & fees
31 Aug - 1 Sept
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
"Was just amazing! Everyone one so friendly and the place and area is very picturesque!"
Ruben 3-night trip
Posted 5 hours ago
Hotel Vienna
Ramada by Wyndham Cobleskill

Ramada by Wyndham Cobleskill

10/10 Excellent
"Nice new property. They are still renovating the pool and I hear they are putting in a bowling alley. If my daughter decides to attend the college nearby we will definitely stay there again."
Heather 1-night trip
Posted 1 day ago
Ramada by Wyndham Cobleskill
Quality Inn & Suites Schoharie near Howe Caverns

Quality Inn & Suites Schoharie near Howe Caverns

8/10 Good
"Although close to the interstate, it was quiet & no need to be concerned about noise. Room & dining room were clean, good coffee in the dining room. Plenty of space to walk dogs a plus! Grounds are nice. Lobby entry doors are not automatic which makes it awkward when loading up "stuff" for day trips. Staff were pleasant."
Sara 2-night trip
Posted 4 days ago
Quality Inn & Suites Schoharie near Howe Caverns
Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

10/10 Excellent
"Great service!"
Josephine 1-night trip
Posted 6 days ago
Super 8 by Wyndham Cobleskill NY
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"Perfecto todo"
Miguel 1-night trip
Posted 11 days ago
Spark by Hilton West Coxsackie

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 free self parking, a seasonal outdoor pool and complimentary bicycles. 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. Offers daily, an indoor pool and free self parking. Wylder Hotel Windham: 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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