Find hotels in Cuddebackville, NY from ₩142,354

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Our top choices for Cuddebackville hotels

Exterior
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)
Perfectly positioned for family adventures, this Chester hotel offers free breakfast, WiFi and parking. Take a refreshing swim in the indoor pool after exploring nearby LEGOLAND® or shopping at Woodbury Common Premium Outlets. Clean rooms and attentive staff ensure a comfortable stay.
"The breakfast was a hit, the place is clean and I would stay here again."
United States
elizabeth
The price is ₩121,102
₩143,051 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Hotel & Suites Chester by IHG
Lobby
Quality Inn near Mountain Creek

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (976)
This quiet hotel offers easy access to Mountain Creek Ski Resort and Crystal Springs Golf Resort. Enjoy free breakfast, WiFi, and parking after a day of skiing. The fitness center keeps your routine intact while helpful staff ensures a comfortable mountain getaway.
"Nice hotel. Close to golf,"
United States
Joseph
The price is ₩126,561
₩145,071 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn near Mountain Creek
Lobby
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)
Experience peaceful accommodations just 10 minutes from LEGOLAND® New York. This Middletown hotel offers a seasonal outdoor pool, fitness center, free breakfast, and parking. Guests praise the helpful staff, clean rooms, and convenient access to Galleria at Crystal Run.
"Room was clean and staff was great!"
United States
Annemarie
The price is ₩122,826
₩145,089 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hampton Inn by Hilton Middletown
Comfort Room, 2 Double Beds | Iron/ironing board, free WiFi
High Point Motel

High Point Motel

High Point Motel
2.0 star property
Sussex
9.0 out of 10, Wonderful, (103)
Escape to Sussex at this cozy motel offering complimentary amenities and a relaxing garden. Located near High Point State Park and Dryden Kuser Natural Area, it's an ideal base for outdoor adventures.
"Great place to stay"
United States
Bob
The price is ₩116,626
₩130,184 total
includes taxes & fees
Dec 20 - Dec 21
High Point Motel
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)
Immerse in family fun at this colorful hotel featuring an outdoor pool and restaurant near LEGOLAND® New York. Free breakfast energizes morning adventures, while themed rooms create magical memories. Charles J. Everett Memorial attraction is located nearby.
"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
Free daily English breakfast
Tru by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (959)
Experience comfort at this Middletown hotel with complimentary English breakfast and WiFi. Just a short drive from LEGOLAND® New York and Orange County Fairgrounds, guests can enjoy the 24-hour fitness center and outdoor terrace after a day of adventures.
"Staff both during check in and out were great . Great stay ."
United States
david
The price is ₩144,111
₩170,232 total
includes taxes & fees
Dec 29 - Dec 30
Tru by Hilton Middletown
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)
Discover tranquil accommodations at this Matamoras hotel featuring an indoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Westfall Town Center and Marie's Flea Market. Guests consistently praise the peaceful atmosphere and helpful staff.
"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
Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, iron/ironing board, free cribs/infant beds
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
Reception
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)
Located just 5 minutes from LEGOLAND® New York, this hotel offers a seasonal outdoor pool and 24-hour fitness center. Guests love the free hot breakfast, convenient parking, and helpful staff. Charles J. Everett Memorial and Stewart Airport are nearby for added exploration options.
"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 ₩149,162
₩183,654 total
includes taxes & fees
Dec 28 - Dec 29
Fairfield Inn & Suites by Marriott Goshen Middletown
Exterior
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)
The indoor pool and free breakfast enhance this quiet retreat near restaurants and highways. Just 15 minutes from LEGOLAND® New York, guests appreciate the helpful staff, clean rooms, fitness center, and free WiFi and parking.
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is ₩174,490
₩206,117 total
includes taxes & fees
Dec 28 - Dec 29
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Exterior
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (796)
Located near the train station, this welcoming hotel offers a 24-hour health club and coffee shop. Just minutes from City Winery Hudson Valley and Orange County Farmers Museum, guests appreciate the helpful staff, clean rooms, and free parking.
"Good stay"
United States
Fatima
The price is ₩132,865
₩150,303 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express & Suites Montgomery by IHG
Free daily buffet breakfast
Hampton Inn Monticello

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (620)
This business-friendly hotel in Monticello offers free breakfast and parking, with an indoor pool for year-round enjoyment. Clean rooms provide comfort after exploring nearby attractions like The Kartrite Resort & Indoor Waterpark.
"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
Lobby
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.8 out of 10, Excellent, (1005)
Discover comfort at this Matamoras hotel featuring an indoor pool for refreshing swims year-round. Located near Marie's Flea Market, guests enjoy free breakfast, WiFi, and parking. The helpful staff and 24-hour fitness center ensure a pleasant stay.
"Love staying here"
United States
Jo-Ann
The price is ₩144,055
₩157,021 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Hampton Inn Matamoras/Milford
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets
Sussex Motel

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (367)
Just 15 minutes from Crystal Springs Golf Resort and Mountain Creek Waterpark, this welcoming motel provides free WiFi and parking. Explore local hiking trails before returning to your comfortable, clean room with daily housekeeping service.
"Would come again"
United States
Vinod
The price is ₩116,671
₩130,228 total
includes taxes & fees
Dec 21 - Dec 22
Sussex Motel
Free continental breakfast on weekdays
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)
Enjoy easy access to LEGOLAND® New York from this welcoming Middletown hotel. Start your day with free breakfast before swimming in the indoor pool. After exploring nearby Paramount Theatre, return to comfortable rooms with complimentary WiFi and parking.
"Love this hotel "
United States
Jennifer
The price is ₩143,550
₩169,569 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sleep Inn & Suites Middletown - Goshen
View from room
Appalachian Motel

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (515)
Set in Vernon, this inviting motel provides easy access to Mountain Creek Waterpark and Ski Resort. Enjoy hiking trails and snowboarding nearby, plus convenient amenities like room service, making it perfect for adventure seekers.
"I would stay here again"
United States
Lyanlex
The price is ₩93,006
₩106,603 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Appalachian Motel
Lobby
Best Western Monticello

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very Good, (1002)
This quiet, business-friendly hotel offers an indoor pool and relaxing sauna just 15 minutes from Resorts World Catskills. Enjoy complimentary breakfast, WiFi, and parking, while helpful staff ensure a comfortable stay near local attractions.
"Awesome place to stay"
Canada
Mitchell
The price is ₩136,408
₩154,140 total
includes taxes & fees
Dec 28 - Dec 29
Best Western Monticello
Lobby
Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty
2.0 star property
Liberty
6.8 out of 10, (1001)
Relish the quiet atmosphere at this Liberty hotel with complimentary breakfast, WiFi, and parking. The fitness center offers a convenient workout option while the helpful staff ensures a pleasant stay. Grossinger Country Club is located nearby.
"Been staying here for 30 years and it’s nice to see they are remodeling rooms. "
United States
Joseph
The price is ₩131,758
₩148,886 total
includes taxes & fees
Dec 21 - Dec 22
Days Inn by Wyndham Liberty
Lunch and dinner served
Tom Quick Inn

Tom Quick Inn

Tom Quick Inn
3.5 star property
Milford
9.0 out of 10, Wonderful, (153)
Savor free breakfast at Tom Quick Inn Restaurant before exploring The Columns Museum nearby. This inn offers a welcoming bar, peaceful terrace, and attentive staff to enhance your stay, plus convenient free WiFi and parking.
"The room was comfy and the staff was very welcoming."
United States
Mary
Tom Quick Inn
Exterior detail
Borland House Inn

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
This Montgomery Victorian B&B offers a tranquil garden and terrace, with luxury facial treatments available. Located near City Winery Hudson Valley, the inn provides free breakfast, WiFi, and parking for a comfortable getaway.
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn
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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Stay near popular Cuddebackville attractions

Oakland Valley Race Park

You can take time to visit Oakland Valley Race Park during your travels to Cuddebackville.
See properties

Delaware and Hudson Canal County Park

Delaware and Hudson Canal County Park is just one of the places to see in Cuddebackville, so why not enjoy the other things to explore during your travels?
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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 4 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

More cheap stays in Cuddebackville

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

563 Route 211 E Middletown NY
The price is ₩120,511 per night from Jan 1 to Jan 2
₩120,511
₩142,354 total
Jan 1 - Jan 2, 2026
includes taxes & fees
6/10 (1,002 reviews)

Frequently asked questions

What's the best place for a stay in Cuddebackville?
Located 13.7 mi (22 km) from the heart of Cuddebackville, The Kartrite Resort & Indoor Waterpark is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Resorts World Catskills Casino and Holiday Inn Express Hotel & Suites Chester by IHG. See all available top hotels, or vacation rentals in Cuddebackville.
If I need to cancel my hotel reservation in Cuddebackville, will I receive a refund?
Yes! Most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Cuddebackville.
Where can I learn more about changing or cancelling my trip to Cuddebackville?
For more details about rescheduling or cancelling your trip to Cuddebackville, go to https://www.expedia.com/service/.
What are some hotels with pools in Cuddebackville?
The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Features a children's pool, an indoor pool, and a water park. Resorts World Catskills Casino and Sleep Inn & Suites Middletown - Goshen are two additional hotels with an onsite pool. View all hotels with pools in Cuddebackville.
What is staying in Cuddebackville like?
Travelers to Cuddebackville will find plenty to explore and enjoy. In Cuddebackville, there are 4 hotels and other accommodations to choose from. Find out more about Cuddebackville.
What are the top places to visit in Cuddebackville?
Cultural venues include Neversink Valley Area Museum and Neversink Valley Museum of History & Innovation. The picturesque setting of Neversink River and Delaware and Hudson Canal County Park exemplify the area's natural beauty. Additionally, you might want to add Oakland Valley Race Park to your itinerary. Check out what more to see and do in Expedia's Cuddebackville guide.
What's the seasonal weather like in Cuddebackville?
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.