𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Cuddebackville (2026)

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Cottage

Family friendly

Waterpark

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Our top choices for Cuddebackville hotels

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

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.

1. Sleep Inn & Suites Middletown - Goshen

Middletown

Dawn

S$166

includes taxes & fees

19 Oct - 20 Oct

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.

A multi-story building with a flat roof, multiple balconies, and a covered front porch.

A hallway with a black door, a potted plant, and a refrigerator in the background.

2. Days Inn by Wyndham Wurtsboro

Wurtsboro

Donna

S$157

includes taxes & fees

1 Oct - 2 Oct

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 hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.

3. Hampton Inn Matamoras/Milford

Matamoras

brian

S$161

includes taxes & fees

6 Oct - 7 Oct

A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.

An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.

A hallway with a wooden floor, glass doors, and a sign for Annie's Lounge.

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

Matamoras

Mercedes

S$166

includes taxes & fees

4 Oct - 5 Oct

A wooden cabin with a porch, a door, and a window.

A compact kitchen with wooden ceiling, white cabinets, and a dining area with a table and chairs.

A wooden cabin with a black door, a welcome sign, and an American flag.

A compact kitchen with wooden ceiling, white cabinets, a dining table with chairs, and a TV mounted above the counter.

5. Close to Trails: Studio w/ Water Views

Westbrookville

S$341

includes taxes & fees

1 Oct - 2 Oct

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

A gym with treadmills, a weight bench, and various exercise equipment.

A hotel room with two beds, a desk, a TV, and a chair.

A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

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

Middletown

Carlos

S$202

includes taxes & fees

14 Oct - 15 Oct

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.

A modern lounge area with seating, tables, and hanging chairs.

7. Tru by Hilton Middletown

Middletown

Steve

S$147

includes taxes & fees

26 Oct - 27 Oct

A small, standalone structure with a pitched roof, possibly a gazebo or shelter, surrounded by well-maintained grass and plants. In the background, there is a sign for 'Scottish Inns' indicating the presence of a hotel nearby.

A living room with a stone fireplace, a brown leather sofa, a framed picture on the wall, and a small plant.

A row of motel-style buildings with a central statue in a landscaped area.

A hotel room with a large bed, two wall-mounted lights, and a decorative wall hanging.

8. Scottish Inns Milford

Milford

Kellie

S$139

includes taxes & fees

30 Sept - 1 Oct

A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.

A modern kitchen area with a coffee machine, a refrigerator stocked with beverages, and a coffee station with various coffee products.

A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

A modern living room with a large TV, comfortable seating, and a patterned rug.

9. Candlewood Suites Middletown Goshen by IHG

Middletown

Antonio

S$178

includes taxes & fees

12 Oct - 13 Oct

A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.

A modern restaurant with a central island, multiple tables, and chairs.

10. Home2 Suites by Hilton Middletown

Middletown

Carl

S$185

includes taxes & fees

26 Oct - 27 Oct

A landscaped outdoor area with a fire feature, seating, and a pathway.

A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

A modern bar area with a curved counter, bar stools, and a television screen.

A modern hotel lobby with a seating area, large windows, and a television screen.

11. Courtyard by Marriott Middletown Goshen

Middletown

john

S$153

includes taxes & fees

28 Oct - 29 Oct

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A two-story building with a balcony, a car parked in front, and an American flag displayed.

A room with wooden paneling, a painting of a landscape, a clock, and a sofa with pillows.

12. High Point Motel

Sussex

Dakhil

S$119

includes taxes & fees

8 Oct - 9 Oct

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

A gym with exercise equipment, treadmills, and weight machines.

13. Hampton Inn by Hilton Middletown

Middletown

Myung

S$155

includes taxes & fees

28 Oct - 29 Oct

A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.

A modern reception area with a wooden desk, two chairs, a colorful striped artwork on the wall, and a patterned carpet.

A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

14. Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

Anish

S$172

includes taxes & fees

27 Oct - 28 Oct

A spacious living room with a high ceiling, large windows, a flat-screen TV, a grey sofa, a small round table, and a wooden deck visible through the glass door.

A spacious living area with a dining table, chairs, a sofa, and a TV.

A spacious kitchen with wooden cabinets, a dining table with chairs, and large windows offering views of trees.

A log cabin with a wooden deck, a stone entrance, and a large window.

15. Hike & Fish: Outdoor Retreat Near Trails

Westbrookville

S$439

includes taxes & fees

30 Sept - 1 Oct

A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

A Super 8 motel sign with a parking lot and a building in the background.

A reception area with a counter, a clock, a no cash refunds sign, and a fire alarm.

A lobby with a red sofa, two lamps, a coffee table with flowers, and a wall art piece.

16. Super 8 by Wyndham Middletown

Middletown

Katelynn

S$121

includes taxes & fees

30 Sept - 1 Oct

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

A modern kitchen with stainless steel appliances, a dining area with a geometric rug, and a dark door with a number.

A modern kitchen with a built-in microwave, a stainless steel refrigerator, and a wooden floor leading to a bedroom with a bed and a window.

A laundry room with a front-loading washer and dryer, a wooden staircase, and a white door.

17. Cottage Suites

Middletown

Edwin

S$234

includes taxes & fees

1 Oct - 2 Oct

A rectangular swimming pool with a wooden deck and a fence.

A Days Inn with a prominent sign, multiple motel units, and a well-maintained lawn.

A hotel room with a desk, television, two beds, a chair, and a window with curtains.

A lobby with a reception desk, a Coca-Cola refrigerator, a Day's Inn sign, and a seating area with a chair and table.

18. Days Inn by Wyndham Middletown

New Hampton

"I checked in, opened the door to the room and immediately knew I did not want to touch anything. The smell and the deterioration of the room really seemed like an abandoned building. So bad. The attendant apologized and said they would refund my room - I'm still waiting for the refund. I had to quickly find another place to stay that evening. Sleeping in a car would be far better than this place"

Mendy

S$141

includes taxes & fees

13 Oct - 14 Oct

A room with a large, ornate chandelier and a glass partition with intricate metalwork.

A historic building with a prominent tower, a paved courtyard, and a well-lit entrance.

A hotel room with a bed, a dresser, a television, and a window with curtains.

A large, multi-story building with a red roof and a central tower.

19. Aspiratinns Hotel & Wellness Center

Slate Hill

S$340

includes taxes & fees

30 Sept - 1 Oct

A modern bedroom with a four-poster bed, a desk, and a chair.

A multi-story brick building with storefronts on the ground floor.

A room with a grey armchair, a small round table with a black top and gold legs, and a white pedestal lamp.

A kitchen with a stainless steel sink, a coffee maker, a bottle of hand soap, a paper towel dispenser, and a microwave.

20. Columbus Hotel

Middletown

Joseph

S$239

includes taxes & fees

27 Oct - 28 Oct

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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?

See properties

Neversink Valley Museum of History & Innovation

You can spend an afternoon exploring the galleries in Neversink Valley Museum of History & Innovation during your travels in Cuddebackville.

See properties

Neversink Valley Area Museum

You can spend time exploring the galleries in Neversink Valley Area Museum during your trip to Cuddebackville.

See properties

Top Cuddebackville Hotel Reviews

Tru by Hilton Middletown

8/10 Good

"Welcoming staff very cordial hotel meets the expectation of a 3 star hotel"

Days Inn by Wyndham Liberty/Monticello

8/10 Good

"I only stayed for one night but everything was fine. A good place to stay for the price."

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"The breakfast options weren’t that good and the boiled eggs were super cold as if they’d been done days prior. Also the water park was very cold the water was cold my baby was shivering"

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent

"."

Hampton Inn by Hilton Middletown

8/10 Good

"Fine, really? I have to give twenty four word characters. All right it's fine no problem"

Resorts World Catskills Casino

10/10 Excellent

"Nice facility, will maintained and helpful staff"

Courtyard by Marriott Middletown Goshen

10/10 Excellent

"Excellent customer service"

Days Inn by Wyndham Wurtsboro

8/10 Good

"Everything was clean, well maintained people were nice"

More cheap stays in Cuddebackville

Days Inn by Wyndham Liberty/Monticello

52 Sullivan Ave Liberty NY

S$144

11 Oct - 12 Oct

includes taxes & fees

6.8/10 (1,008 reviews)

Tru by Hilton Middletown

41 Dunning Road Middletown NY

S$147

26 Oct - 27 Oct

includes taxes & fees

8.6/10 Excellent! (1,005 reviews)

Best Western Monticello

16 Raceway Rd Monticello NY

S$164

7 Oct - 8 Oct

includes taxes & fees

8.2/10 Very good! (1,003 reviews)

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

S$166

19 Oct - 20 Oct

includes taxes & fees

Holiday Inn Express & Suites Montgomery by IHG

2105 Route 208 Montgomery NY

S$184

26 Oct - 27 Oct

includes taxes & fees

8.6/10 Excellent! (924 reviews)

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

S$204

27 Oct - 28 Oct

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Cuddebackville?

Located 14.6 mi (23.5 km) from the heart of Cuddebackville, The Kartrite Resort & Indoor Waterpark is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Sleep Inn & Suites Middletown - Goshen and Resorts World Catskills Casino. 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, the majority of hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Cuddebackville.

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 and Resorts World Catskills Casino are two additional hotels that feature an on-site pool. View all hotels with pools in Cuddebackville.

What is staying in Cuddebackville like?

Travellers to Cuddebackville will find plenty to explore and enjoy. In Cuddebackville, there are 4 hotels and other accommodation options to choose from. Find out more about Cuddebackville.

What should I do while I'm visiting Cuddebackville?

Cultural venues include Neversink Valley Area Museum and Neversink Valley Museum of History & Innovation. A couple of additional sights to add to your itinerary are Neversink River and Oakland Valley Race Park. Take a look at what more there is to see and do in Expedia's Cuddebackville guide.

What's the seasonal weather in Cuddebackville?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Cuddebackville are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

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Things to do in Woodbury

Cuddebackville Hotels from S$121

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cuddebackville

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cuddebackville hotels

1. Sleep Inn & Suites Middletown - Goshen

2. Days Inn by Wyndham Wurtsboro

3. Hampton Inn Matamoras/Milford

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

5. Close to Trails: Studio w/ Water Views

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

7. Tru by Hilton Middletown

8. Scottish Inns Milford

9. Candlewood Suites Middletown Goshen by IHG

10. Home2 Suites by Hilton Middletown

11. Courtyard by Marriott Middletown Goshen

12. High Point Motel

13. Hampton Inn by Hilton Middletown

14. Holiday Inn Express & Suites Middletown - Goshen by IHG

15. Hike & Fish: Outdoor Retreat Near Trails

16. Super 8 by Wyndham Middletown

17. Cottage Suites

18. Days Inn by Wyndham Middletown

19. Aspiratinns Hotel & Wellness Center

20. Columbus Hotel

Stay near popular Cuddebackville attractions

Oakland Valley Race Park

Delaware and Hudson Canal County Park

Neversink Valley Museum of History & Innovation

Neversink Valley Area Museum

Top Cuddebackville Hotel Reviews

Tru by Hilton Middletown

Days Inn by Wyndham Liberty/Monticello

The Kartrite Resort & Indoor Waterpark

Holiday Inn Express & Suites Montgomery by IHG

Hampton Inn by Hilton Middletown

Resorts World Catskills Casino

Courtyard by Marriott Middletown Goshen

Days Inn by Wyndham Wurtsboro

More cheap stays in Cuddebackville

Days Inn by Wyndham Liberty/Monticello

Tru by Hilton Middletown

Best Western Monticello

Sleep Inn & Suites Middletown - Goshen

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

Frequently asked questions

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