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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 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
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 with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
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.
₩151,657
₩179,145 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.
A neatly made bed with white bedding and a pillow with the text "Be Our Guest." There are two bedside lamps on wooden nightstands, one on each side of the bed.
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.

2. Harvest Inn

Harvest Inn
Pine Bush
  • Seasonal outdoor pool creates an idyllic summer retreat near nature's breathtaking trails.
₩219,742
₩248,600 total
includes taxes & fees
Oct 12 - Oct 13
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.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.

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.
₩215,030
₩258,689 total
includes taxes & fees
Oct 26 - Oct 27
Home2 Suites by Hilton Middletown
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.
A modern hotel with a prominent glass facade and a distinctive logo on the building.

4. 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.
₩199,771
₩259,201 total
includes taxes & fees
Oct 28 - Oct 29
Resorts World Catskills Casino
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
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 modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

5. 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.
₩153,928
₩181,829 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Express & Suites Middletown - Goshen by IHG
An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.
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.
A gym with treadmills, elliptical machines, and weightlifting equipment.

6. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
  • Splash into indoor pool comfort at this Hampton Inn with fitness center and free breakfast buffet.
₩163,538
₩184,797 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn Monticello
An indoor swimming pool with lounge chairs and a stone wall.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.
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 swimming pool with chairs and sun loungers, large windows, and a tiled wall with a wavy pattern.
A landscaped outdoor area with a fire feature, seating, and a pathway.
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.

8. 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.
₩135,389
₩159,929 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott 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 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.

9. 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.
₩124,012
₩146,489 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn by Hilton Middletown
An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
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.
A modern apartment complex with a pool, outdoor seating, and a view of the sunset.

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.
₩216,636
₩340,193 total
includes taxes & fees
Oct 12 - Oct 13
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
"X"
Nicole 1-night trip
Posted 7 hours ago
Sleep Inn & Suites Middletown - Goshen
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

8/10 Good
"Good value for the money. Convenient location. Nice room. Only issue was shower - it's a newish walkin which is great, but looks like it's been used hard."
Kim 1-night trip
Posted 9 hours ago
Courtyard by Marriott Middletown Goshen
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Clean room and reasonable rate"
Susan 1-night trip
Posted 11 hours ago
Americas Best Value Inn New Paltz
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

8/10 Good
"Overall a good stay in a clean and modern room. Nice people on staff and coffee and tea are available all hours."
James 2-night trip
Posted 16 hours ago
Hampton Inn by Hilton New Paltz
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 2 days ago
Ramada by Wyndham Newburgh/West Point
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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