Search Hotels with Pool in Cragsmoor

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cragsmoor Hotels with Pool

Our top choices for Cragsmoor hotels with a pool

BBQ/picnic Area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1003)
"Room was clean and staff was great!"
United States
Annemarie
The price is ฿2,582
฿3,050 total
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn by Hilton Middletown
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1001)
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
The price is ฿3,508
฿3,929 total
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn by Hilton New Paltz
Indoor pool
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1002)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is ฿2,923
฿3,453 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Middletown Goshen
Seasonal outdoor pool
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (593)
"I love "
United States
Niralkumar
The price is ฿2,997
฿3,387 total
includes taxes & fees
14 Dec - 15 Dec
Days Inn by Wyndham Wurtsboro
Seasonal outdoor pool
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1002)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is ฿3,186
฿3,923 total
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Indoor pool
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1003)
"Love this hotel "
United States
Jennifer
The price is ฿3,173
฿3,749 total
includes taxes & fees
11 Jan - 12 Jan 2026
Sleep Inn & Suites Middletown - Goshen
Indoor pool
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (937)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is ฿3,674
฿4,340 total
includes taxes & fees
11 Jan - 12 Jan 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool, pool loungers
Best Western Monticello

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1001)
"Awesome place to stay"
Canada
Mitchell
The price is ฿2,915
฿3,294 total
includes taxes & fees
21 Dec - 22 Dec
Best Western Monticello
Indoor pool, open 7 AM to 10 PM, free pool cabanas, pool loungers
Resorts World Catskills Casino

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1108)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Indoor pool, open 6 AM to 11 PM, pool loungers
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.2 out of 10, Very good, (694)
"Property clean rooms clean front desk the Best "
United States
Dirwin
The price is ฿3,186
฿3,764 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Newburgh Stewart Airport
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.
View all properties

Top Cragsmoor Hotel Reviews

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

10/10 Excellent
"Great staff and great stay"
William 1-night trip
Posted 1 month ago
The Crossroads Hotel, Newburgh

Frequently asked questions

What are some hotels with pools in Cragsmoor?
The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Offers a children's pool, an indoor pool and a water park. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Provides daily, an indoor pool and free self parking. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool and a full-service spa. Wildflower Farms, Auberge Collection: Offers a full-service spa, a seasonal outdoor pool and 3 bars. Sleep Inn & Suites Middletown - Goshen: Features continental, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Cragsmoor?
Spend some time experiencing the great outdoors at Sam's Point Preserve and Minnewaska State Park. Discover sights such as Shawangunk Ridge State Forest during your stay.
When is the best time to book a hotel with a pool in Cragsmoor?
Taking the local weather in Cragsmoor into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Cragsmoor are January, February, March and April, with each month seeing an average of 16 cm of snowfall.