The Best Hotels with a Pool in Cragsmoor, NY from ₩174,323 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

Days Inn by Wyndham Wurtsboro

Wurtsboro

Take a dip in the seasonal outdoor pool, a refreshing retreat with mountain views.

₩189,741 total

includes taxes & fees

Jul 16 - Jul 17

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.

₩174,323 total

includes taxes & fees

Aug 9 - Aug 10

The Alder at Resorts World Catskills

Monticello

Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.

₩274,452 total

includes taxes & fees

Jul 14 - Jul 15

Hampton Inn by Hilton Middletown

Middletown

Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.

₩200,786 total

includes taxes & fees

Aug 5 - Aug 6

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.

₩217,461 total

includes taxes & fees

Jul 14 - Jul 15

Best Western Monticello

Monticello

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

₩238,028 total

includes taxes & fees

Jul 13 - Jul 14

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.

₩219,141 total

includes taxes & fees

Jul 26 - Jul 27

Sleep Inn & Suites Middletown - Goshen

Middletown

Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.

₩217,821 total

includes taxes & fees

Aug 2 - Aug 3

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Choose what matters most at hotels with a pool in Cragsmoor

Breakfast included

4 stars

Top Cragsmoor Hotel Reviews

Best Western Monticello

10/10 Excellent

"Property was a perfect location for us! Staff was super nice, Clean room!!!"

Americas Best Value Inn New Paltz

10/10 Excellent

"The room was clean , with a desk , bed and side chair. Nothing fancy, but needs were met. The microwave and the fridge were welcome additions, as was the jacuzzi tub, which was a surprise! Good location, easy walk to the supermarket and restaurants a little farther down the road. My visit was during a local black out after a storm, so the hotel was full with workers and misplaced locals, but the rooms were just about sound proof. No complaints at all...now if I could make a suggestion or two...eggs and bacon for breakfast would be nice, and if you could put a bar in a corner somewhere that would be great!!!!! :)"

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."

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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