The Best Hotels with a Pool in Cuddebackville, NY from ￥18,337 in 2026

Q: What are some hotels with pools in Cuddebackville?

The Kartrite Resort & Indoor Waterpark : Hotel steps from The Kartrite Resort & Indoor Waterpark. 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. Best Western Hunt's Landing Hotel Matamoras/Milford : Features buffet, an indoor pool, and free self parking. Days Inn by Wyndham Liberty/Monticello : Offers daily, a pool, and free self parking.

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Our top choices for Cuddebackville hotels with a pool

1. Sleep Inn & Suites Middletown - Goshen

Middletown

Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.

￥23,107 total

includes taxes & fees

Aug 5 - Aug 6

2. 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.

￥23,217 total

includes taxes & fees

Aug 20 - Aug 21

3. 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.

￥23,417 total

includes taxes & fees

Aug 16 - Aug 17

4. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.

￥28,299 total

includes taxes & fees

Aug 4 - Aug 5

5. Home2 Suites by Hilton Middletown

Middletown

Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.

￥38,546 total

includes taxes & fees

Aug 11 - Aug 12

6. The Kartrite Resort & Indoor Waterpark

Monticello

Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.

￥40,567 total

includes taxes & fees

Aug 3 - Aug 4

7. 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.

￥37,141 total

includes taxes & fees

Aug 30 - Aug 31

8. Hampton Inn Matamoras/Milford

Matamoras

Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.

￥18,337 total

includes taxes & fees

Aug 30 - Aug 31

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Choose what matters most at hotels with a pool in Cuddebackville

Breakfast included

4 stars

Top Cuddebackville Hotel Reviews

Best Western Monticello

8/10 Good

"Not now"

Hampton Inn by Hilton Middletown

8/10 Good

"Stayed here for a weekend at Legoland. Great location, 10 minutes to Lego land, and right beside two restaurants, and has a gas station and Starbucks around the corner. Breakfast was great. Pool was awesome -kids loved it. Beds were comfortable. Overall the rooms could use some updating and more attention with cleaning- but overall great stay I would give it an 8/10."

Frequently asked questions

What are some hotels with pools in Cuddebackville?

The Kartrite Resort & Indoor Waterpark: Hotel steps from The Kartrite Resort & Indoor Waterpark. 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. Best Western Hunt's Landing Hotel Matamoras/Milford: Features buffet, an indoor pool, and free self parking. Days Inn by Wyndham Liberty/Monticello: Offers daily, a pool, and free self parking.

What is there to see and do in Cuddebackville?

Explore places like LEGOLAND® New York while you're in the area. Make a point to visit attractions like Neversink River and Oakland Valley Race Park.

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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Check availability on Cuddebackville Hotels with a Pool

Our top choices for Cuddebackville hotels with a pool

1. Sleep Inn & Suites Middletown - Goshen

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

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