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Find Hotels with a Pool in Montgomery, NY from CA $137

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Check availability on Montgomery Hotels with a Pool

Top Montgomery Hotels with a Pool

Our top choices for Montgomery hotels with a pool

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, (1001)
"Great place to stay when you’re in need of relaxation and some family time!"
The price is CA $140
CA $172 total
includes taxes & fees
Sep 8 - Sep 9
Fairfield Inn & Suites by Marriott Goshen Middletown
Hampton Inn Harriman Woodbury
Indoor pool

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Great stay great staff great accommodations "
The price is CA $152
CA $187 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Inn Harriman Woodbury
Sleep Inn & Suites Middletown - Goshen
Indoor pool

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.4 out of 10, Very good, (1003)
"Great stay"
The price is CA $142
CA $168 total
includes taxes & fees
Sep 3 - Sep 4
Sleep Inn & Suites Middletown - Goshen
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 CA $284
CA $423 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1001)
"Would like to stay here again."
The price is CA $168
CA $191 total
includes taxes & fees
Aug 25 - Aug 26
Overlook Lodge at Bear Mountain
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, (1013)
"Excellent hotel!!"
The price is CA $143
CA $162 total
includes taxes & fees
Aug 24 - Aug 25
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Hampton Inn by Hilton Middletown
BBQ/picnic area

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (1002)
"Property was clean and staff was friendly. "
The price is CA $137
CA $162 total
includes taxes & fees
Aug 28 - Aug 29
Hampton Inn by Hilton Middletown
Courtyard by Marriott Middletown Goshen
Indoor pool

Courtyard by Marriott Middletown Goshen

3.0 star property
8.6 out of 10, Excellent, (960)
"Clean, quiet and convenient hotel. "
The price is CA $152
CA $180 total
includes taxes & fees
Aug 26 - Aug 27
Courtyard by Marriott Middletown Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
9.4 out of 10, Exceptional, (793)
"Excellent stay"
The price is CA $164
CA $193 total
includes taxes & fees
Aug 26 - Aug 27
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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 CA $146
CA $172 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

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Convenient, clean, comfortable. "
nathalie 1-night trip
Posted 2 days ago
Americas Best Value Inn New Paltz

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.