The Best Hotels with a Pool in Cragsmoor, NY from ₩176,050 in 2026

Q: What are some hotels with pools in Cragsmoor?

The Kartrite Resort & Indoor Waterpark : Hotel steps from The Kartrite Resort & Indoor Waterpark. Features a children's pool, an indoor pool, and a water park. Resorts World Catskills Casino : Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool, and a full-service spa. Sleep Inn & Suites Middletown - Goshen : Provides continental, an indoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Middletown-Goshen : Features daily, an indoor pool, and free self parking. Days Inn by Wyndham Liberty/Monticello : Offers daily, a pool, and free self parking.

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Our top choices for Cragsmoor hotels with a pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.

₩176,050 total

includes taxes & fees

Aug 2 - Aug 3

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.

₩221,315 total

includes taxes & fees

Jul 26 - Jul 27

Days Inn by Wyndham Liberty/Monticello

Liberty

Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.

₩230,250 total

includes taxes & fees

Jul 16 - Jul 17

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.

₩269,409 total

includes taxes & fees

Jul 19 - Jul 20

Best Western Monticello

Monticello

Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.

₩240,385 total

includes taxes & fees

Jul 13 - Jul 14

Hampton Inn by Hilton New Paltz

New Paltz

Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.

₩280,292 total

includes taxes & fees

Jul 30 - Jul 31

Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers

Resorts World Catskills Casino

Monticello

Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.

₩422,776 total

includes taxes & fees

Jul 12 - Jul 13

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.

₩229,628 total

includes taxes & fees

Jul 26 - Jul 27

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Choose what matters most at hotels with a pool in Cragsmoor

Breakfast included

4 stars

Top Cragsmoor Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"The woman at the front desk was incredibly friendly, polite and helpful. I was sad to see that she appears to be so short staffed that I saw her trying to manage different areas at different times. The room was clean and comfortable. The pool was a bit ‘cloudy’ so maybe increasing the frequency of the cleaning protocols would be helpful."

Americas Best Value Inn New Paltz

10/10 Excellent

"I was truly impressed by how clean everything was. The amenities were good quality, and the overall experience was far more comfortable than I would ever expect from a hotel in this price range. I felt the care and dedication of the owner and staff. Thank you for making my stay so comfortable. I would be happy to stay here again."

Hampton Inn by Hilton New Paltz

10/10 Excellent

"I honestly wasn't expecting much from the property. Boy was I surprised. For a pet friendly hotel, it is SOOOO clean. The staff could not have been more attentive. The breakfast was wonderful. I actually told my husband, as we left the parking lot to go home, "I would highly recommend this place to anyone traveling to New Paltz. Thank you for such a great stay.""

Frequently asked questions

What are some hotels with pools in Cragsmoor?

The Kartrite Resort & Indoor Waterpark: Hotel steps from The Kartrite Resort & Indoor Waterpark. Features a children's pool, an indoor pool, and a water park. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool, and a full-service spa. Sleep Inn & Suites Middletown - Goshen: Provides continental, an indoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Features daily, an indoor pool, and free self parking. Days Inn by Wyndham Liberty/Monticello: Offers daily, a pool, and free self parking.

What is there to see and do in Cragsmoor?

Spend some time experiencing the great outdoors at Minnewaska State Park and Ellenville Fault Ice Caves. Discover sights such as VerKeerderkill Falls 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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Our top choices for Cragsmoor hotels with a pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point