Hotels in Cuddebackville

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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, (861 reviews)
Near the train station, this Montgomery hotel offers convenience with a 24-hour health club and café. Free breakfast, WiFi and parking make stays stress-free. Close to City Winery Hudson Valley and only 16 minutes from Stewart Airport.
The price is $122
$138 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Express & Suites Montgomery by IHG
Super 8 by Wyndham Montgomery Maybrook
Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,002 reviews)
At Super 8 Montgomery Maybrook, wake up to complimentary breakfast before exploring nearby City Winery Hudson Valley. Free WiFi and parking enhance your stay while the attentive staff, praised by fellow travelers, ensures a pleasant experience.
The price is $98
$111 total
includes taxes & fees
May 14 - May 15
Super 8 by Wyndham Montgomery Maybrook
Borland House Inn
Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (162 reviews)
Escape to this charming Victorian B&B in Montgomery, featuring a restaurant, snack bar, and serene garden terrace. Enjoy facials and complimentary breakfast before exploring nearby City Winery Hudson Valley and Orange County Farmers Museum.
The price is $114
$133 total
includes taxes & fees
May 17 - May 18
Borland House Inn
LEGOLAND Hotel NEW York
LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (41 reviews)
Imagination comes alive at this playful retreat steps from LEGOLAND® New York. Families can enjoy the outdoor pool after park adventures, then recharge with complimentary breakfast before building more memories. The on-site restaurant and bar complete your magical brick-filled escape.
The price is $204
$363 total
includes taxes & fees
May 25 - May 26
LEGOLAND Hotel NEW York
The Hamlet Inn at Warwick
The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (161 reviews)
Discover comfort at this Warwick hotel offering convenient amenities including complimentary WiFi and parking. The 24-hour front desk ensures round-the-clock assistance, while nearby attractions like Albert Wisner Memorial Library and Veteran's Memorial Park await exploration.
The price is $86
$97 total
includes taxes & fees
May 14 - May 15
The Hamlet Inn at Warwick
Carriage House Apartment Goshen NY
Carriage House Apartment Goshen NY
2.0 star property
Goshen
The price is $288
$355 total
includes taxes & fees
May 19 - May 20
Carriage House Apartment Goshen NY
Parkway House Goshen Bed & Breakfast
Parkway House Goshen Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (2 reviews)
The price is $181
$223 total
includes taxes & fees
May 21 - May 22
Parkway House Goshen Bed & Breakfast
Stagecoach Inn
Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
Unwind at this cozy B&B featuring a lovely garden and terrace. Enjoy complimentary breakfast and room service after a day of adventures at LEGOLAND® New York or the nearby Harness Racing Museum and Hall of Fame.
The price is $266
$328 total
includes taxes & fees
May 20 - May 21
Stagecoach Inn
The Orange Inn Boutique Hotel
The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (161 reviews)
Escape to this boutique hotel where 6 coffee shops keep you energized between LEGOLAND® New York adventures. With a restaurant, bar, and free WiFi, you'll enjoy easy access to local attractions while the helpful staff ensures a memorable stay.
The price is $250
$308 total
includes taxes & fees
May 14 - May 15
The Orange Inn Boutique Hotel
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,000 reviews)
Wake up to a free breakfast at this Goshen hotel, just 5 minutes from LEGOLAND® New York. Cool off in the seasonal outdoor pool or maintain your routine at the 24-hour fitness center. Guests love the helpful staff and convenient free parking and WiFi.
The price is $139
$171 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites by Marriott Goshen Middletown
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, (1,000 reviews)
This conveniently located Chester hotel offers free perks including WiFi, parking, and weekday breakfast. Splash in the indoor pool after exploring nearby Woodbury Common Premium Outlets. Guests consistently praise the helpful staff and clean rooms.
The price is $104
$128 total
includes taxes & fees
May 17 - May 18
Holiday Inn Express Hotel & Suites Chester by IHG
Harvest Inn
Harvest Inn
2.5 star property
Pine Bush
9.4 out of 10, Exceptional, (563 reviews)
Experience countryside charm at this Pine Bush hotel, where a seasonal outdoor pool awaits summer guests. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Brimstone Hill Winery and Angry Orchard. Clean rooms and attentive staff ensure a comfortable retreat.
The price is $217
$245 total
includes taxes & fees
Jun 7 - Jun 8
Harvest Inn
Inn at Stony Creek
Inn at Stony Creek
3.0 star property
Warwick
9.2 out of 10, Wonderful, (456 reviews)
The price is $231
$261 total
includes taxes & fees
May 14 - May 15
Inn at Stony Creek
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (999 reviews)
Wake up refreshed at this welcoming Middletown hotel where complimentary continental breakfast jumpstarts your day. Just a short drive from LEGOLAND® New York and Galleria at Crystal Run, enjoy free WiFi and parking while helpful staff ensure a pleasant stay.
The price is $110
$130 total
includes taxes & fees
May 17 - May 18
Microtel Inn & Suites by Wyndham Middletown
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
This quiet Middletown hotel offers a seasonal outdoor pool and free breakfast just minutes from LEGOLAND® New York. Clean rooms provide comfort after visiting the Galleria at Crystal Run mall. With free WiFi and parking, plus fitness center access, guests praise the helpful staff.
The price is $105
$124 total
includes taxes & fees
May 26 - May 27
Hampton Inn by Hilton Middletown
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,010 reviews)
Enjoy American cuisine at The Bistro or unwind at the bar after exploring nearby LEGOLAND® and Galleria at Crystal Run. This Middletown hotel offers free WiFi, free parking, and is praised for its exceptionally helpful staff.
The price is $110
$130 total
includes taxes & fees
May 26 - May 27
Courtyard by Marriott Middletown Goshen
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (766 reviews)
Immersive indoor pool and 24-hour fitness center complement spacious suites at this Middletown hotel. Located near Galleria at Crystal Run and LEGOLAND® New York, enjoy free breakfast, WiFi, and parking with friendly staff ready to assist.
The price is $174
$209 total
includes taxes & fees
May 25 - May 26
Home2 Suites by Hilton Middletown
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (57 reviews)
Set in Middletown, this hotel offers convenient access to LEGOLAND® New York and Galleria at Crystal Run. Just 28 minutes from Stewart Intl. Airport and 22 minutes from Harriman Station, it's perfectly positioned for regional exploration.
The price is $113
$133 total
includes taxes & fees
May 31 - Jun 1
Candlewood Suites Middletown Goshen by IHG
Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (332 reviews)
Minutes from Galleria at Crystal Run and Orange County Fairgrounds, this hotel offers an inviting indoor pool and complimentary breakfast. Relax at the bar after exploring nearby LEGOLAND®. Free parking and helpful staff ensure a comfortable, convenient stay.
The price is $188
$222 total
includes taxes & fees
Jun 7 - Jun 8
Residence Inn by Marriott Middletown Goshen
Super 8 by Wyndham Middletown
Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,006 reviews)
Experience peaceful relaxation at this Middletown motel, just 15 minutes from LEGOLAND. Surrounded by restaurants and shopping, guests enjoy complimentary WiFi, free parking, and attentive 24-hour service near Galleria at Crystal Run.
The price is $94
$110 total
includes taxes & fees
May 27 - May 28
Super 8 by Wyndham Middletown
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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Frequently asked questions

What accommodations do travelers like in Cuddebackville?
Can I book refundable accommodations in Cuddebackville?
If you need the flexibility to change your plans to Cuddebackville, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Cuddebackville be like during my trip?
The warmest months in Cuddebackville are usually July and August with an average temp of 68°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are October and July.
Why should I book my Cuddebackville accommodation with Hotels.com?
There are plenty of reasons to book your Cuddebackville travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.