Find Hotels with a Pool in Montgomery, NY

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Our top choices for Montgomery hotels with a pool

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
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 AED 417
AED 721 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,006 reviews)
"Great stay with many breakfast options! "
United States
Sara
The price is AED 328
AED 381 total
includes taxes & fees
31 Jan - 1 Feb
Hampton Inn & Suites Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (404 reviews)
"Rooms were clean, staff was friendly and breakfast was good."
United States
Carole
The price is AED 379
AED 440 total
includes taxes & fees
31 Jan - 1 Feb
Home2 Suites By Hilton Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,003 reviews)
"The front desk staff was amazing and very knowledgeable about the area. Gave us some good ideas for restaurants in the area. "
United States
Diane
The price is AED 340
AED 395 total
includes taxes & fees
27 Jan - 28 Jan
Hyatt Place Poughkeepsie / Hudson Valley

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,006 reviews)
"Room was clean,Staff was very friendly and helpful "
United States
Antonio
The price is AED 337
AED 381 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Fishkill

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, (1,002 reviews)
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is AED 298
AED 351 total
includes taxes & fees
28 Jan - 29 Jan
Holiday Inn Express Hotel & Suites Chester by IHG

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,002 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 AED 363
AED 410 total
includes taxes & fees
25 Feb - 26 Feb
Overlook Lodge at Bear Mountain

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (965 reviews)
"GREAT STAY, CLEAN HOTEL AND ROOM, GREAT POOL AND HOT TUB GYM IS CLEAN LOVED IT"
United States
NICOLE
The price is AED 390
AED 461 total
includes taxes & fees
1 Feb - 2 Feb
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,001 reviews)
"It was a very pleasant stay."
United States
Evelyn
The price is AED 419
AED 486 total
includes taxes & fees
31 Jan - 1 Feb
Homewood Suites by Hilton Poughkeepsie

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1,005 reviews)
"Yes stay was pleasant "
United States
henry
The price is AED 343
AED 389 total
includes taxes & fees
1 Feb - 2 Feb
Comfort Suites Fishkill near Interstate 84
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

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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, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool, and a full-service spa. Borland House Inn: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool, and complimentary wired internet access. The Kartrite Resort & Indoor Waterpark: Provides a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Courtyard by Marriott Poughkeepsie: Features continental, 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.