Default HTG hotel image

Hotels with Swimming Pool in Preston Hollow, New York

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Preston Hollow Hotels with Swimming Pool

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Preston Hollow hotels with a pool

1. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
P7,105
P8,738 total
includes taxes & fees
Sep 16 - Sep 17
Hotel Vienna

2. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
P5,493
P6,042 total
includes taxes & fees
Aug 30 - Aug 31
The Colonial Motel

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.
P7,398
P7,989 total
includes taxes & fees
Sep 1 - Sep 2
Moore's Motel

4. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
P11,041
P11,924 total
includes taxes & fees
Aug 30 - Aug 31
The Winwood Condominiums

5. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
P13,575
P17,743 total
includes taxes & fees
Aug 30 - Aug 31
Wylder Hotel Windham

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.
P10,958
P13,049 total
includes taxes & fees
Aug 31 - Sep 1
Kaatskill Mountain Club & Condos by Vail Resorts

7. Four Seasons Motel

Four Seasons Motel
Catskill
  • Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
P6,165
P6,658 total
includes taxes & fees
Aug 30 - Aug 31
Four Seasons 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

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Parking"
Pattie 3-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

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 3 days ago
Quality Inn & Suites Schoharie near Howe Caverns
Ramada by Wyndham Cobleskill

Ramada by Wyndham Cobleskill

10/10 Excellent
"Perfect price for overnight stay."
Lynne 1-night trip
Posted 3 days ago
Ramada by Wyndham Cobleskill
Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

10/10 Excellent
"Great service!"
Josephine 1-night trip
Posted 4 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 9 days 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. 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 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.

Explore a world of travel with Expedia