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Find Hotels with a Pool in Cragsmoor, NY

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Check availability on Cragsmoor Hotels with a Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Cragsmoor hotels with a pool

An indoor swimming pool with clear water, surrounded by walls with a blue and white color scheme, and equipped with safety railings and seating areas.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A modern bathroom with a large mirror, a sink, and a shower.
A hotel room with two beds, a desk, a TV, and a chair.

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

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
  • Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
₩151,525
₩178,989 total
includes taxes & fees
Nov 3 - Nov 4
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A spacious hotel lobby with a high ceiling, wooden beams, a large mural, and a seating area with a sofa and chairs.
An outdoor patio area with tables and chairs, colorful umbrellas, and a building with stone and concrete exterior.
A bathroom with a granite countertop sink, a mirror, a towel rack with folded towels, a toilet paper holder, and a trash can.
A living room with a sectional sofa, a wooden coffee table, a dining table with chairs, and a wall clock.

2. Harvest Inn

Harvest Inn
Pine Bush
  • Seasonal outdoor pool creates an idyllic summer retreat near nature's breathtaking trails.
₩220,044
₩248,942 total
includes taxes & fees
Oct 27 - Oct 28
Harvest Inn
An indoor swimming pool with a tiled edge, surrounded by orange and teal chairs, and large windows allowing natural light.
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.
A modern restaurant with a central island, multiple tables, and chairs.

3. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
  • Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
₩215,512
₩259,269 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites by Hilton Middletown
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.
A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.
A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

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

Holiday Inn Express & Suites Middletown - Goshen by IHG
Middletown
  • Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
₩148,907
₩175,898 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express & Suites Middletown - Goshen by IHG
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.
A modern bar area with a central island, bar stools, and overhead lighting.
A bar area with multiple screens, bar stools, and a counter.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

5. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
  • Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.
₩200,046
₩259,561 total
includes taxes & fees
Oct 12 - Oct 13
Resorts World Catskills Casino
An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.
A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

6. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
  • Splash into indoor pool comfort at this Hampton Inn with fitness center and free breakfast buffet.
₩163,763
₩185,051 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn Monticello
An indoor swimming pool with lounge chairs and a stone wall.
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.
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

7. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
₩136,779
₩161,569 total
includes taxes & fees
Nov 1 - Nov 2
Sleep Inn & Suites Middletown - Goshen
A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.
A gym with exercise equipment, treadmills, and weight machines.
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.

8. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
₩124,196
₩146,706 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn by Hilton Middletown
A swimming pool with chairs and sun loungers, large windows, and a tiled wall with a wavy pattern.
A modern hotel lobby with a seating area, large windows, and a television screen.
A modern hotel lobby with a fireplace, comfortable seating, and a television.
A landscaped outdoor area with a fire feature, seating, and a pathway.

9. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
  • Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
₩135,575
₩160,147 total
includes taxes & fees
Nov 3 - Nov 4
Courtyard by Marriott Middletown Goshen
An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".
A hotel with a pool area, outdoor seating, and a view of the sunset.
A bar area with a central island, multiple bar stools, and a large screen displaying content.

10. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
  • Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.
₩216,934
₩340,661 total
includes taxes & fees
Oct 15 - Oct 16
The Kartrite Resort & Indoor Waterpark
View all properties

Choose what matters most at hotels with a pool in Cragsmoor

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cragsmoor Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"The staff was helpful. Breakfast staff were amazing. Sunday rush was a lot! But they handled it very well and were so sweet"
Jacob 5-night trip
Posted 15 hours ago
Sleep Inn & Suites Middletown - Goshen
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Very accommodating staff, they were able to move me to a room that didn't require stairs because I had a rolling cart with gear I needed to bring inside each night. I had to add a night to my reservation, so I bought another night there on Hotels.com, and they simply kept me in my same room so I didn't need to move anything. It was great! Good coffee available in the morning, easy location to get in and out of. They were actively renovating the property while I was there, so I don't count that towards the cleanliness of the property; everything was very clean, even while under renovation. Will stay again when needed!"
Brian 1-night trip
Posted 19 hours ago
Ramada by Wyndham Newburgh/West Point
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"room very clean, well stocked, table to sit and eat at appreciated, staff extremely friendly and helpful, great lobby area, breakfast sufficient, cafe set up nicely and clean.. parking convenient."
Joe 1-night trip
Posted 1 day ago
Americas Best Value Inn New Paltz
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent
"Very clean and friendly"
Darwin 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Montgomery by IHG
Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent
"Restaurant was amazing . Staff very informative about history of Woodstock"
Mary 1-night trip
Posted 4 days ago
Days Inn by Wyndham Liberty/Monticello

Frequently asked questions

What are some hotels with pools in Cragsmoor?
The Kartrite Resort & Indoor Waterpark: Hotel located near Resorts World Catskills. Offers a children's pool, an indoor pool, and a water park. Sleep Inn & Suites Middletown - Goshen: Provides continental, an indoor pool, and complimentary wired internet access. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool, and a full-service spa. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Offers buffet, an indoor pool, and free self parking. Ramada by Wyndham Newburgh/West Point: Offers free self parking, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Cragsmoor?
Spend some time experiencing the great outdoors at Minnewaska State Park and VerKeerderkill Falls. Discover sights such as Ellenville Fault Ice Caves during your stay.
When is the best time to book a hotel with a pool in Cragsmoor?
Taking into account the local weather in Cragsmoor 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 Cragsmoor are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

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