Find Hotels with a Pool in Montgomery, NY

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Check availability on Montgomery Hotels with a Pool

Our top choices for Montgomery hotels with a pool

Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
10.0 out of 10, Exceptional, (3 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is AED 373
AED 754 total
includes taxes & fees
13 Mar - 14 Mar
Historic Cabin with Pool & Fire Pit

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,010 reviews)
"Love staying here "
United States
devin
The price is AED 340
AED 402 total
includes taxes & fees
16 Mar - 17 Mar
Courtyard by Marriott Middletown Goshen

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,000 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is AED 358
AED 405 total
includes taxes & fees
15 Mar - 16 Mar
Overlook Lodge at Bear Mountain

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,000 reviews)
"Best staff ever great location."
United States
Rafael
The price is AED 343
AED 399 total
includes taxes & fees
20 Mar - 21 Mar
Hampton Inn & Suites Poughkeepsie

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,001 reviews)
"Room was beautifully spotless. Enjoyed everything during my stay."
United States
Francine
The price is AED 358
AED 405 total
includes taxes & fees
18 Mar - 19 Mar
Hilton Garden Inn Fishkill

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,001 reviews)
"Was nice place to stay I like it "
United States
Artemio
The price is AED 387
AED 477 total
includes taxes & fees
18 Mar - 19 Mar
Fairfield Inn & Suites by Marriott Goshen Middletown

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (611 reviews)
"Excellent, clean, comfortable stay on a stormy night. Great staff."
United States
Paul
The price is AED 327
AED 370 total
includes taxes & fees
17 Mar - 18 Mar
Days Inn by Wyndham Wurtsboro

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,002 reviews)
"Spotless room, Amazing staff. Will be booking at this location when i am in the area. Great access to stores and amentities nearby, great town New Paltz!!!"
United States
Jake
The price is AED 449
AED 503 total
includes taxes & fees
22 Mar - 23 Mar
Hampton Inn by Hilton New Paltz

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (211 reviews)
"GREAT SPOT"
United States
Rolan
The Alder at Resorts World Catskills

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,002 reviews)
"Easy check in, clean and smoke free, friendly staff, nice rooms, hot breakfast; would stay again!!!! "
United States
carla
The price is AED 383
AED 453 total
includes taxes & fees
19 Mar - 20 Mar
Sleep Inn & Suites Middletown - Goshen
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.

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Frequently asked questions

What are some accommodations with pools in Montgomery?
Holiday Inn Express & Suites Montgomery by IHG: Hotel located near Resorts World Catskills. Provides a children's pool, an indoor pool, and a water park. Super 8 by Wyndham Montgomery Maybrook: Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool, and a full-service spa. The Kartrite Resort & Indoor Waterpark: Features daily, an indoor pool, and free self parking. Resorts World Catskills Casino: Offers continental, an indoor pool, and complimentary wired internet access. Courtyard by Marriott Poughkeepsie: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Provides daily, an indoor pool, and complimentary wired internet access.
What is there to see and do in Montgomery?
Surround yourself with nature at Orange County Arboretum and Thomas Bull Memorial Park. During your stay, check out sights such as City Winery Hudson Valley, Highland Lakes State Park, and Orange County Tennis Center. You'll also discover lots of options for restaurants in Montgomery.
When is the best time to book a hotel with a pool in Montgomery?
Taking into account the local weather in Montgomery is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Montgomery are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.