Default HTG hotel image

Find Hotels with a Pool in Cuddebackville, NY

  • 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 Cuddebackville Hotels with a Pool

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Cuddebackville hotels with a pool

An indoor swimming pool with lounge chairs and a stone wall.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

1. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
AED 372
AED 439 total
includes taxes & fees
1 Nov - 2 Nov
Sleep Inn & Suites Middletown - Goshen
A rectangular swimming pool with a white deck, a fence, and a building in the background.
Room
A breakfast area with six round tables and chairs, a coffee station, and a view of greenery outside.
A multi-story building with a flat roof, multiple balconies, and a covered front porch.

2. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
Wurtsboro
  • Take a dip in the seasonal outdoor pool, a refreshing retreat with mountain views.
AED 360
AED 407 total
includes taxes & fees
12 Oct - 13 Oct
Days Inn by Wyndham Wurtsboro
An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.
A bar area with a long counter, multiple stools, and a variety of bottles and glasses.
A hallway with a wooden floor, glass doors, and a sign for Annie's Lounge.
A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.

3. Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
Matamoras
  • Dive into warm indoor pool waters at this riverside retreat, where sun loungers invite travelers to unwind and recharge.
AED 443
AED 483 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Hunt's Landing Hotel Matamoras/Milford
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.
A gym with treadmills, elliptical machines, and a bench press.
A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.
A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.

4. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
Matamoras
  • Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
AED 353
AED 385 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Matamoras/Milford
An indoor swimming pool with clear water, surrounded by walls with a blue and white color scheme, and equipped with safety railings and seating areas.
A modern bathroom with a large mirror, a sink, and a shower.
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

5. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
  • Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
AED 415
AED 490 total
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
A modern reception area with a wooden desk, two chairs, a colorful striped artwork on the wall, and a patterned carpet.
A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.
A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

6. Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
Middletown
  • Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
AED 419
AED 495 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express & Suites Middletown - Goshen by IHG
An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.
A spacious lobby with modern seating, a stone accent wall, and large windows offering views.
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

7. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
  • Take a dip in the modern indoor pool at this Goshen hotel, offering year-round swimming in a spotlessly clean aquatic retreat.
AED 691
AED 816 total
includes taxes & fees
25 Oct - 26 Oct
Residence Inn by Marriott Middletown Goshen
A swimming pool with four lounge chairs and a metal ladder.
A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.
A modern living room with a large TV, comfortable seating, and a patterned rug.
A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

8. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
Middletown
AED 433
AED 512 total
includes taxes & fees
25 Oct - 26 Oct
Candlewood Suites Middletown Goshen by IHG
An indoor swimming pool with a tiled edge, surrounded by orange and teal chairs, and large windows allowing natural light.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
A modern restaurant with a central island, multiple tables, and chairs.

9. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
  • Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
AED 590
AED 710 total
includes taxes & fees
26 Oct - 27 Oct
Home2 Suites by Hilton Middletown
A swimming pool with chairs and sun loungers, large windows, and a tiled wall with a wavy pattern.
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern hotel lobby with a fireplace, comfortable seating, and a television.
A modern hotel lobby with a seating area, large windows, and a television screen.

10. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
  • Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
AED 372
AED 439 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Middletown Goshen
View all properties

Choose what matters most at hotels with a pool in Cuddebackville

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cuddebackville Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

8/10 Good
"The property was nice as was the staff. However, the pool was also used for local swim lessons and the local swim team. Didn't mind that. But the hotel staff failed to tell us that and we were limited for the time to be in the pool. Or deal with 20-25 energetic kids. They also left all kinds of pool toys lying around the pool. Just some up front info would have been helpful."
MICHAEL 1-night trip
Posted 14 hours ago
Sleep Inn & Suites Middletown - Goshen
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Hotel was in a good location."
WARREN 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Chester by IHG
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

10/10 Excellent
"The room is clean and hot breakfast selection is good.If you're in Milford area this is a good hotel to stay.Short drive or walk to some dining area as well."
Rossa Lyn 1-night trip
Posted 4 days ago
Hampton Inn Matamoras/Milford
Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent
"Restaurant was amazing . Staff very informative about history of Woodstock"
Mary 1-night trip
Posted 7 days ago
Days Inn by Wyndham Liberty/Monticello

Frequently asked questions

What are some hotels with pools in Cuddebackville?
The Kartrite Resort & Indoor Waterpark: Hotel located near Resorts World Catskills. Features a children's pool, an indoor pool, and a water park. Sleep Inn & Suites Middletown - Goshen: Offers continental, an indoor pool, and complimentary wired internet access. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Provides 6 restaurants, a pool, and a full-service spa. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Features buffet, an indoor pool, and free self parking. Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Offers on-the-go, a pool, and complimentary wired internet access.
What is there to see and do in Cuddebackville?
Make a point to visit attractions like Neversink River and Oakland Valley Race Park. Discover sights such as Neversink Valley Area Museum and Neversink Valley Museum of History & Innovation during your stay.
When is the best time to book a hotel with a pool in Cuddebackville?
Taking into account the local weather in Cuddebackville 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 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Cuddebackville are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.