Find Hotels with a Pool in Montgomery, NY

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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.
$182 nightly
The price is $205
Mar 9 - Mar 10
Total with taxes and fees
Historic Cabin with Pool & Fire Pit

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,011 reviews)
"Best staff ever great location."
United States
Rafael
$93 nightly
The price is $109
Mar 14 - Mar 15
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,003 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
$100 nightly
The price is $114
Mar 15 - Mar 16
Total with taxes and fees
Overlook Lodge at Bear Mountain

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
"Love staying here "
United States
devin
$93 nightly
The price is $109
Mar 11 - Mar 12
Total with taxes and fees
Courtyard by Marriott Middletown Goshen

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,005 reviews)
"great stay. had everything needed. "
United States
Dana
$93 nightly
The price is $110
Mar 22 - Mar 23
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

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
$98 nightly
The price is $110
Mar 15 - Mar 16
Total with taxes and fees
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
$93 nightly
The price is $114
Mar 15 - Mar 16
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown

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
$150 nightly
The price is $169
Mar 18 - Mar 19
Total with taxes and fees
The Alder at Resorts World Catskills

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,013 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
$122 nightly
The price is $137
Mar 15 - Mar 16
Total with taxes and fees
Hampton Inn by Hilton New Paltz

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, (1,007 reviews)
"Superb place to stay."
United States
Denessy
$99 nightly
The price is $112
Mar 8 - Mar 9
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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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Top Montgomery Hotel Reviews

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.

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