Find Hotels with a Pool in Cuddebackville, NY

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Check availability on Cuddebackville Hotels with a Pool

Our top choices for Cuddebackville hotels with a pool

Indoor pool, sun loungers
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1004)
"The breakfast was a hit, the place is clean and I would stay here again."
United States
elizabeth
The price is ₩137,294
₩162,178 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Express Hotel & Suites Chester by IHG
Seasonal outdoor pool, pool umbrellas, sun loungers
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
"We are having a great time at the hotel!!!"
United States
Ziwei
The price is ₩281,104
₩511,512 total
includes taxes & fees
Dec 22 - Dec 23
LEGOLAND Hotel NEW York
BBQ/picnic area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1003)
"Room was clean and staff was great!"
United States
Annemarie
The price is ₩111,016
₩131,138 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn by Hilton Middletown
Seasonal outdoor pool
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1003)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is ₩149,104
₩183,585 total
includes taxes & fees
Dec 28 - Dec 29
Fairfield Inn & Suites by Marriott Goshen Middletown
Indoor pool
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1000)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is ₩136,831
₩161,630 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard by Marriott Middletown Goshen
Indoor pool
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (939)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is ₩174,422
₩206,036 total
includes taxes & fees
Dec 28 - Dec 29
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1003)
"Love this hotel "
United States
Jennifer
The price is ₩143,494
₩169,504 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sleep Inn & Suites Middletown - Goshen
Seasonal outdoor pool
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (595)
"Very clean and quiet "
United States
Jeanette
The price is ₩140,247
₩158,479 total
includes taxes & fees
Dec 21 - Dec 22
Days Inn by Wyndham Wurtsboro
Indoor pool, sun loungers
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.4 out of 10, Very Good, (1000)
"Was clean and staff was courteous "
United States
Oneil
The price is ₩134,268
₩146,352 total
includes taxes & fees
Dec 28 - Dec 29
Best Western Hunt's Landing Hotel Matamoras/Milford
Indoor pool
Hampton Inn Monticello

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (620)
"Friendly staff, and room is big"
United States
Yujing
The price is ₩169,684
₩191,744 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Monticello
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cuddebackville Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Clean Clean Clean!!! "
Jose 1-night trip
Posted 5 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG
Mountain Creek

Mountain Creek

10/10 Excellent
"The Appalachian was extremely clean. The room was spotless. Check in and out was all through texts and online, very convenient. Highly recommend."
Ryan 2-night trip
Posted 10 days ago
Mountain Creek

Frequently asked questions

What are some hotels with pools in Cuddebackville?
The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Offers a children's pool, an indoor pool, and a water park. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Provides daily, an indoor pool, and free self parking. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool, and a full-service spa. Sleep Inn & Suites Middletown - Goshen: Offers continental, an indoor pool, and complimentary wired internet access. Best Western Hunt's Landing Hotel Matamoras/Milford: Features buffet, an indoor pool, and free self parking.
What is there to see and do in Cuddebackville?
The picturesque setting of Neversink River and Delaware and Hudson Canal County Park showcase the area's natural beauty. Discover sights such as Oakland Valley Race Park, 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.