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Check availability on Montgomery Hotels with a Pool

Our top choices for Montgomery hotels with a pool

Exterior

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 ￥16,156
￥32,681 total
includes taxes & fees
Mar 22 - Mar 23
Historic Cabin with Pool & Fire Pit
Indoor pool

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,005 reviews)
"The stay was wonderful "
United States
Amesha
The price is ￥15,529
￥18,033 total
includes taxes & fees
Apr 3 - Apr 4
Hampton Inn & Suites Poughkeepsie
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
"Great stay!!! "
United States
diana
The price is ￥14,744
￥17,416 total
includes taxes & fees
Mar 23 - Mar 24
Courtyard by Marriott Middletown Goshen
Seasonal outdoor pool

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (611 reviews)
"Children nothing special, but the rooms were well appointed and the rooms were very very comfortable. The mattress was great. It's off the beaten path, but if you just need a good place to stay, it's fine. Breakfast was nothing special, though."
United States
Neil
The price is ￥15,755
￥17,803 total
includes taxes & fees
Mar 18 - Mar 19
Days Inn by Wyndham Wurtsboro
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,006 reviews)
"Great staff and clean rooms. Beautiful views."
United States
Renee
The price is ￥14,961
￥16,924 total
includes taxes & fees
Mar 23 - Mar 24
Overlook Lodge at Bear Mountain
Indoor pool

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (425 reviews)
"A comfortable clean hotel with really good breakfast. "
United States
Rochelle
The price is ￥16,834
￥19,549 total
includes taxes & fees
Apr 12 - Apr 13
Home2 Suites By Hilton Poughkeepsie
Indoor pool

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,003 reviews)
"Room was beautifully spotless. Enjoyed everything during my stay."
United States
Francine
The price is ￥15,529
￥17,568 total
includes taxes & fees
Mar 23 - Mar 24
Hilton Garden Inn Fishkill
Indoor pool

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,006 reviews)
"Staff at front desk extremely kind and helpful. Breakfast was exceptional!"
United States
Robin
The price is ￥19,444
￥21,778 total
includes taxes & fees
Mar 23 - Mar 24
Hampton Inn by Hilton New Paltz
Indoor pool

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,005 reviews)
"Superb place to stay."
United States
Denessy
The price is ￥15,610
￥17,658 total
includes taxes & fees
Apr 16 - Apr 17
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

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
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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Choose what matters most at hotels with a pool in Montgomery

Breakfast included
Hot tub

Top Montgomery Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

8/10 Good
"It was a nice stay, no complaints. We will definitely stay here again next time we are in the area!"
Dawn 2-night trip
Posted 7 hours ago
Hampton Inn & Suites Poughkeepsie

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: Offers continental, an indoor pool, and complimentary wired internet access. Resorts World Catskills Casino: Features a snack bar/deli, an indoor pool, and buffet. Sleep Inn & Suites Middletown - Goshen: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers 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, Orange County Tennis Center, and Highland Lakes State Park. 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.