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Find Hotels with a Pool in Montgomery, NY

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Check availability on Montgomery Hotels with a Pool

Top Montgomery Hotels with a Pool

Sleep Inn & Suites Middletown - Goshen
Indoor pool

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.4 out of 10, Very Good, (1013)
"Great stay"
The price is ￥14,988
￥17,704 total
includes taxes & fees
Sep 2 - Sep 3
Sleep Inn & Suites Middletown - Goshen
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very Good, (1003)
"The property is nice, near to Legoland, grocery, and fast foods."
The price is ￥18,693
￥22,081 total
includes taxes & fees
Aug 21 - Aug 22
Holiday Inn Express Hotel & Suites Chester by IHG
Hampton Inn Harriman Woodbury
Indoor pool

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Great stay great staff great accommodations "
The price is ￥16,139
￥19,872 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Inn Harriman Woodbury
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Exterior

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

10.0 out of 10, Exceptional, (1)
"Guido was very responsive and thoughtful! My partner and I stayed with our small dog and it was safe, clean, well stocked and in a beautiful area. Highly recommend to those looking to stay in the area!"
The price is ￥26,865
￥41,880 total
includes taxes & fees
Aug 31 - Sep 1
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Fairfield Inn & Suites by Marriott Goshen Middletown
Seasonal outdoor pool

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (992)
"Comfortable beds, coffee and tea available, nice pool. "
The price is ￥14,866
￥18,304 total
includes taxes & fees
Sep 9 - Sep 10
Fairfield Inn & Suites by Marriott Goshen Middletown
Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1007)
"Would like to stay here again."
The price is ￥18,413
￥20,830 total
includes taxes & fees
Aug 25 - Aug 26
Overlook Lodge at Bear Mountain
Hampton Inn by Hilton Middletown
BBQ/picnic area

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (1001)
"Property was clean and staff was friendly. "
The price is ￥14,538
￥17,172 total
includes taxes & fees
Aug 28 - Aug 29
Hampton Inn by Hilton Middletown
Home2 Suites By Hilton Poughkeepsie
Indoor pool

Home2 Suites By Hilton Poughkeepsie

3.0 star property
9.4 out of 10, Exceptional, (304)
"This day was awesome everything was inwalking distance it was clean quiet and I would recommend the people I know to stay there awesome"
The price is ￥19,893
￥23,101 total
includes taxes & fees
Aug 24 - Aug 25
Home2 Suites By Hilton Poughkeepsie
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

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

2.0 star property
8.4 out of 10, Very Good, (1005)
"Excellent hotel!!"
The price is ￥16,925
￥19,147 total
includes taxes & fees
Aug 18 - Aug 19
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Courtyard by Marriott Newburgh Stewart Airport
Indoor pool, open 6 AM to 11 PM, sun loungers

Courtyard by Marriott Newburgh Stewart Airport

3.0 star property
8.2 out of 10, Very Good, (676)
"Great stay!"
The price is ￥15,455
￥18,256 total
includes taxes & fees
Sep 14 - Sep 15
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.

Top Montgomery Hotel Reviews

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

10/10 Excellent
"Very cute hotel. Lobby is beautiful. Room was clean and bed was very comfortable. Bathroom was clean too. A little small though. I'd definitely stay again. "
Kelly 1-night trip
Posted 2 days ago
The Crossroads Hotel, Newburgh

Frequently asked questions

What are some accommodations with pools in Montgomery?
Holiday Inn Express & Suites Montgomery by IHG: Hotel, 7-minute walk from 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. Offers 6 restaurants, a pool, and a full-service spa. The Kartrite Resort & Indoor Waterpark: Features continental, an indoor pool, and complimentary wired internet access. The Crossroads Hotel, Newburgh: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Resorts World Catskills Casino: Provides a full-service spa, a seasonal outdoor pool, and 3 bars.
What is there to see and do in Montgomery?
Explore places like LEGOLAND® New York and Woodbury Common Premium Outlets while you're in the area. The picturesque setting of Orange County Arboretum and Thomas Bull Memorial Park showcase the area's natural beauty. 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.