Find hotels in Cuddebackville, NY from ￥12,163

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Dec 15 - Dec 16
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Dec 16 - Dec 17
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Cuddebackville hotels

Lobby
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.8 out of 10, Excellent, (1004)
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 ￥13,586
￥14,809 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Matamoras/Milford
Lobby
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, (1003)
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 ￥14,171
￥15,447 total
includes taxes & fees
Dec 28 - Dec 29
Best Western Hunt's Landing Hotel Matamoras/Milford
Free daily continental breakfast
Harvest Inn

Harvest Inn

Harvest Inn
2.5 star property
Pine Bush
9.4 out of 10, Exceptional, (560)
Surrounded by attractions like Brimstone Hill Winery, this welcoming hotel offers a seasonal outdoor pool and on-site café. Guests enjoy free WiFi, parking, and breakfast in clean, comfortable rooms served by attentive staff.
"Breakfast was great, but the walls are paper thin like paper thin I got the couple that came in next-door didn’t get it on."
United States
Ken
Harvest Inn
Outdoor pool
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 ￥29,657
￥53,965 total
includes taxes & fees
Dec 22 - Dec 23
LEGOLAND Hotel NEW York
Iron/ironing board, free WiFi, bed sheets
Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
2.0 star property
Milford
7.8 out of 10, Good, (406)
Located in Milford near Grey Towers National Historic Site, this motel offers free WiFi and parking for convenience. Enjoy a meal at the restaurant or unwind with a drink at the bar after exploring local attractions like The Upper Mill.
"Clean room friendly staff and easy parking "
United States
Hugh
The price is ￥13,244
￥14,437 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Rodeway Inn Milford - I-84
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, (1008)
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 ￥12,776
￥15,092 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior
Myer Motel

Myer Motel

Myer Motel
2.5 star property
Milford
9.4 out of 10, Exceptional, (394)
Immerse in Milford charm at this welcoming motel offering free WiFi and daily housekeeping. With clean, comfortable rooms and attentive staff, you'll find the perfect base for exploring nearby Upper Mill and The Columns Museum.
"very clean room and grounds. such a cute set up. staff very nice. will be back."
United States
pamela
The price is ￥14,023
￥15,285 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Myer Motel
Outdoor wedding area
John H Wallace House

John H Wallace House

John H Wallace House
4.0 star property
Milford
10.0 out of 10, Exceptional, (14)
Unwind at this charming B&B offering complimentary breakfast, WiFi, and valet parking. Pamper yourself with massage services at the spa, then explore The Columns Museum and Milford Knob nearby. The welcoming coffee shop serves refreshments after your adventures.
"The John H. Wallace House is a welcoming and comfortable place to stay. Don’t hesitate to make a reservation to go there. "
United States
Barbara
The price is ￥26,334
￥28,704 total
includes taxes & fees
Dec 18 - Dec 19
John H Wallace House
Exterior
La Posada

La Posada

La Posada
2.5 star property
Milford
8.8 out of 10, Excellent, (103)
Set near The Columns Museum in Milford, this welcoming hotel serves Mexican cuisine at its on-site restaurant. Guests appreciate the free breakfast, WiFi, and parking while exploring nearby attractions like The Milford Knob.
"Love the decor and very friendly staff"
United States
Janel
The price is ￥28,205
￥31,056 total
includes taxes & fees
Dec 16 - Dec 17
La Posada
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
Scottish Inns Milford

Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.0 out of 10, Wonderful, (998)
Explore Milford from this welcoming motel offering complimentary WiFi and parking. Nearby hiking and biking trails beckon outdoor enthusiasts, while Mashipacong Island and Westfall Town Center provide local attractions. Guests consistently praise the helpful staff and clean bathrooms.
"VERY CLEAN STAFF WAS OUTSTANDING AAA+++"
United States
Donald Adrien
The price is ￥14,023
￥15,285 total
includes taxes & fees
Dec 16 - Dec 17
Scottish Inns Milford
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 ￥15,737
￥19,375 total
includes taxes & fees
Dec 22 - Dec 23
Fairfield Inn & Suites by Marriott Goshen Middletown
Restaurant
The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (152)
Stylish comfort awaits at this Goshen hotel with 6 coffee shops and a welcoming bar. Guests love the helpful staff and prime location near LEGOLAND® New York and Goshen Historic Track. Enjoy free WiFi and parking while exploring nearby restaurants and attractions.
"Great room and layout. It was perfect for my stay with my friend! "
United States
Wendy
The price is ￥31,162
￥38,368 total
includes taxes & fees
Dec 17 - Dec 18
The Orange Inn Boutique Hotel
Reception
The Hamlet Inn at Warwick

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.4 out of 10, Good, (150)
This inviting hotel offers complimentary WiFi and parking near Albert Wisner Memorial Library and Veteran's Memorial Park. Enjoy convenient amenities including 24-hour front desk service for a comfortable stay in scenic Warwick.
"good accommodations "
United States
Alejandro
The price is ￥14,802
￥16,745 total
includes taxes & fees
Dec 16 - Dec 17
The Hamlet Inn at Warwick
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 ￥14,802
￥16,726 total
includes taxes & fees
Dec 21 - Dec 22
Days Inn by Wyndham Wurtsboro
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 ￥13,400
￥15,158 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express & Suites Montgomery by IHG
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
Exterior
Fairbridge Inn Express

Fairbridge Inn Express

Fairbridge Inn Express
2.0 star property
Milford
7.4 out of 10, Good, (210)
Situated in Milford, this motel offers convenient access to The Columns Museum and The Upper Mill. Enjoy complimentary WiFi and parking throughout your stay, plus the convenience of 24-hour front desk service.
"Very clean and neat. Will be staying here whenever I’m in town."
United States
timothy
The price is ￥12,901
￥14,062 total
includes taxes & fees
Dec 18 - Dec 19
Fairbridge Inn Express
Meeting facility
Hotel Fauchere

Hotel Fauchere

Hotel Fauchere
4.0 star property
Milford
9.2 out of 10, Wonderful, (247)
Housed in a beautifully restored 1880s building, this hotel offers refined rooms, gourmet dining, and peaceful garden spaces. Just steps from The Columns Museum, guests enjoy complimentary breakfast and convenient train station access.
"Great place to visit. Amazing food options, beautiful town overall!"
United States
Oleg
Hotel Fauchere
Restaurant
Stagecoach Inn

Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (78)
Set in Goshen, this inviting B&B offers a peaceful garden retreat with terrace. Just 5 minutes from LEGOLAND® New York and near the Harness Racing Museum. Enjoy room service, free breakfast, and unwind with drinks at the cozy bar.
"Unique and quaint inn with lots to offer or do nothing at all except relax!"
United States
Lorna
The price is ￥36,615
￥45,082 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Stagecoach 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

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?
See properties

Oakland Valley Race Park

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

Top Cuddebackville Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"The breakfast was a hit, the place is clean and I would stay here again."
elizabeth 1-night trip
Posted 21 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

More cheap stays in Cuddebackville

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

122 Westfall Town Dr Matamoras PA
The price is ￥13,586 per night from Dec 21 to Dec 22
￥13,586
￥14,809 total
Dec 21 - Dec 22
includes taxes & fees
8.6/10 Excellent! (1,000 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 La Quinta Inn & Suites by Wyndham Middletown-Goshen and Resorts World Catskills Casino. See all available top hotels, or vacation rentals in Cuddebackville.
What's the top vacation rental in Cuddebackville?
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This vacation home rental near Cuddebackville is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. See all 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.

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