A lush green valley with rolling hills and scattered trees.

Hotels with Swimming Pool in Gilboa, New York

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Check availability on Gilboa Hotels with Swimming Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Gilboa hotels with a pool

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.

1. The Colonial Motel

The Colonial Motel
Grand Gorge
  • Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
P5,573
P6,130 total
includes taxes & fees
Nov 3 - Nov 4
The Colonial Motel
A swimming pool with lounge chairs and potted plants.
A two-story building with a large front porch, a chimney, and a balcony.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

2. 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.
P7,506
P8,107 total
includes taxes & fees
Nov 4 - Nov 5
Moore's Motel
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 cabin with a deck, large windows, and a mountain backdrop.
A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.
A log cabin with a deck, outdoor seating, and a view of a forest.

3. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
P7,273
P8,936 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Vienna
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
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.

4. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
P16,772
P21,246 total
includes taxes & fees
Oct 12 - Oct 13
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
A compact living space with a kitchen, dining area, and seating.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A two-story building with a balcony, surrounded by well-maintained lawns and trees.

5. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
P7,928
P8,563 total
includes taxes & fees
Nov 3 - Nov 4
The Winwood Condominiums
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 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.
P11,170
P13,301 total
includes taxes & fees
Nov 4 - Nov 5
Kaatskill Mountain Club & Condos by Vail Resorts
A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.
A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.

7. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
P8,907
P9,977 total
includes taxes & fees
Oct 27 - Oct 28
Shandaken Inn
A swimming pool with lounge chairs and umbrellas.
A wooden lodge with a welcoming sign, a bear statue, and two flags.
A cozy living room with a plaid sofa, a fireplace, and various decorative items on shelves above the fireplace.
A sign for Crystal Brook Resort surrounded by red tulips.

8. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
P13,656
P14,748 total
includes taxes & fees
Oct 30 - Oct 31
Crystal Brook Resort & Mountain Brauhaus
A swimming pool with lounge chairs and a building in the background.
A building facade with a dark exterior, a window with blinds, a small porch with a railing, and flower planters on the porch.
A bathroom with a toilet, a bathtub, and a shower.
A kitchen with a stove, kettle, toaster, and utensils on the counter.

9. Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
P11,150
P12,488 total
includes taxes & fees
Oct 27 - Oct 28
Catskill Seasons Inn
A motel with a swimming pool, picnic tables, and a playground.
A motel with a porch, a small stream, and parked vehicles.
A motel with a single-story structure, a covered parking area, and a swing set in the yard.
A hotel room with two beds, a nightstand with a lamp, and a window with floral curtains.

10. Four Seasons Motel

Four Seasons Motel
Catskill
  • Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
P6,264
P6,765 total
includes taxes & fees
Oct 7 - Oct 8
Four Seasons Motel
View all properties

Choose what matters most at hotels with a pool in Gilboa

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Gilboa Hotel Reviews

Ramada by Wyndham Cobleskill

Ramada by Wyndham Cobleskill

10/10 Excellent
"Clean room"
Giovanni 2-night trip
Posted 23 hours ago
Ramada by Wyndham Cobleskill
Hotel Vienna

Hotel Vienna

8/10 Good
"Very clean and well kept place. The pool area is lovely as well. The breakfast was mostly sugar stuff though… with lots of pastries and sweetened yogurts, and only caffeinated coffee available. Be sure to prepare accordingly if you have dietary restrictions. We enjoyed our stay and the location."
Cindi 1-night trip
Posted 2 days ago
Hotel Vienna
Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

10/10 Excellent
"Everything was great and the staff were very courteous and helpful."
Joseph 5-night trip
Posted 3 days ago
Super 8 by Wyndham Cobleskill NY

Frequently asked questions

What are some accommodations with pools in Gilboa?
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 free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Kaatskill Mountain Club & Condos by Vail Resorts: Hotel located near Hunter Mountain. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Gilboa?
Make a point to visit attractions like Gilboa Museum. Discover sights such as Mine Kill State Park, Huntersfield State Forest, and Gilboa Town Hall during your stay.
When is the best time to book a hotel with a pool in Gilboa?
Taking into account the local weather in Gilboa can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Gilboa are January, March, December, and February, with each month seeing an average of 10 inches of snowfall.

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