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

Indoor pool
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay with many breakfast options! "
United States
Sara
The price is ₩140,260
₩162,877 total
includes taxes & fees
Feb 6 - Feb 7
Hampton Inn & Suites Poughkeepsie
Indoor pool
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean room, great staff. Great breakfast."
United States
Devashree
The price is ₩148,338
₩172,259 total
includes taxes & fees
Jan 25 - Jan 26
Hyatt Place Poughkeepsie / Hudson Valley
Indoor pool
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,015 reviews)
"everything was great "
United States
Christopher
The price is ₩133,698
₩151,246 total
includes taxes & fees
Feb 1 - Feb 2
Hilton Garden Inn Fishkill
Indoor pool
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (400 reviews)
"Rooms were clean, staff was friendly and breakfast was good."
United States
Carole
The price is ₩139,819
₩162,364 total
includes taxes & fees
Jan 25 - Jan 26
Home2 Suites By Hilton Poughkeepsie
Indoor pool
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very Good, (1,000 reviews)
"Great customer service and breakfast was excellent "
United States
Dennis
The price is ₩140,075
₩161,962 total
includes taxes & fees
Jan 24 - Jan 25
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,004 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 ₩173,634
₩196,425 total
includes taxes & fees
Feb 1 - Feb 2
Overlook Lodge at Bear Mountain
Indoor pool
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,012 reviews)
"Love staying here "
United States
devin
The price is ₩136,074
₩160,738 total
includes taxes & fees
Jan 18 - Jan 19
Courtyard by Marriott Middletown Goshen
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,000 reviews)
"Room was clean and staff was very friendly. "
United States
Maureen
The price is ₩178,274
₩199,667 total
includes taxes & fees
Feb 11 - Feb 12
Hampton Inn by Hilton New Paltz
Indoor pool
Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,002 reviews)
"We stay at this property every time we visit family in the area"
United States
Joshua
The price is ₩166,309
₩193,126 total
includes taxes & fees
Feb 12 - Feb 13
Homewood Suites by Hilton Poughkeepsie
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

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Yes it was very nice and convenient "
Hassan 1-night trip
Posted 2 days ago
Courtyard by Marriott Poughkeepsie

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. Features a children's pool, an indoor pool, and a water park. Super 8 by Wyndham Montgomery Maybrook: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool, and complimentary wired internet access. Borland House Inn: 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. Hampton Inn Harriman Woodbury: Hotel located near LEGOLAND® New York. Provides on-the-go, a pool, and complimentary wired internet access.
What is there to see and do in Montgomery?
Surround yourself with nature at Thomas Bull Memorial Park and Orange County Arboretum. During your stay, check out sights such as Highland Lakes State Park, City Winery Hudson Valley, 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.