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Find Hotels with a Pool in Cuddebackville, NY

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Check availability on Cuddebackville Hotels with a Pool

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Cuddebackville hotels with a pool

A modern restaurant with a central island, multiple tables, and chairs.
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.
An indoor swimming pool with a tiled edge, surrounded by orange and teal chairs, and large windows allowing natural light.

1. 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.
₩212,904
₩256,301 total
includes taxes & fees
Sep 30 - Oct 1
Home2 Suites by Hilton Middletown
An indoor swimming pool with lounge chairs and a stone wall.
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
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.

2. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
₩156,251
₩184,572 total
includes taxes & fees
Oct 12 - Oct 13
Sleep Inn & Suites Middletown - Goshen
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 spacious dining area with multiple tables and chairs, a high ceiling with grid patterns, and large abstract paintings on the walls.
A hallway with a wooden floor, glass doors, and a sign for Annie's Lounge.

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.
₩161,737
₩176,293 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Hunt's Landing Hotel Matamoras/Milford
An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.
A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.
A gym with treadmills, elliptical machines, and weightlifting equipment.

4. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
  • Splash into indoor pool comfort at this Hampton Inn with fitness center and free breakfast buffet.
₩205,142
₩231,809 total
includes taxes & fees
Oct 1 - Oct 2
Hampton Inn Monticello
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.
A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.
A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.
A gym with treadmills, elliptical machines, and a bench press.

5. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
Matamoras
  • Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
₩153,473
₩167,286 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Matamoras/Milford
An indoor swimming pool with a 9-foot depth warning.
A Simon Premium Outlet sign at Woodbury Commons.
A hotel with a central entrance pavilion, a flag, and a landscaped garden.
A modern hotel lobby with a large map mural, seating areas, and a reception desk.

6. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
  • Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
₩165,279
₩203,501 total
includes taxes & fees
Sep 24 - Sep 25
Holiday Inn Express Hotel & Suites Chester by IHG
An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
A hotel with a pool area, outdoor seating, and a view of the sunset.
A modern apartment complex with a pool, outdoor seating, and a view of the sunset.
A bar area with a central island, multiple bar stools, and a large screen displaying content.

7. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
  • Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.
₩222,341
₩349,167 total
includes taxes & fees
Sep 24 - Sep 25
The Kartrite Resort & Indoor Waterpark
A pool area with a hot tub, a pool lift, and safety signs on the walls.
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A hotel room with two beds, a desk, a TV, and a chair.

8. 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.
₩184,220
₩217,616 total
includes taxes & fees
Sep 28 - Sep 29
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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 living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.

9. 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.
₩261,113
₩308,440 total
includes taxes & fees
Sep 28 - Sep 29
Residence Inn by Marriott Middletown Goshen
A rectangular swimming pool with a white deck, a fence, and a building in the background.
A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.
A breakfast area with six round tables and chairs, a coffee station, and a view of greenery outside.

10. 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.
₩149,739
₩169,206 total
includes taxes & fees
Oct 12 - Oct 13
Days Inn by Wyndham Wurtsboro
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

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent
"Me encanto!"
Shelleys 3-night trip
Posted 9 hours ago
Holiday Inn Express & Suites Montgomery by IHG
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

10/10 Excellent
"Good stay"
Dennis 1-night trip
Posted 10 hours ago
Fairfield Inn & Suites by Marriott Goshen Middletown
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

8/10 Good
"Guest room layout was not conducive to watching TV from king bed."
Barry 1-night trip
Posted 20 hours ago
Courtyard by Marriott Middletown Goshen
Best Western Monticello

Best Western Monticello

8/10 Good
"Was very nice and the staff was excellent and will definitely stay again"
Tammy 1-night trip
Posted 1 day ago
Best Western Monticello
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Loved my time here!! Went with my family and loves the amenities and pool & breakfast was great!"
Sheila 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Chester by IHG
Mountain Creek

Mountain Creek

10/10 Excellent
"Loved the overnight stay. Beds were super comfy, food from Biergarten was very good and the property over all was very nice."
Brunilda 1-night trip
Posted 4 days ago
Mountain Creek
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

8/10 Good
"Don’t expect 5star but good overall"
Fred 5-night trip
Posted 6 days ago
Hampton Inn by Hilton Middletown

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.

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