Find Hotels with a Pool in Montgomery, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montgomery Hotels with a Pool

Our top choices for Montgomery hotels with a pool

Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,011 reviews)
"Great stay!!! "
United States
diana
The price is ₩136,799
₩161,594 total
includes taxes & fees
Mar 19 - Mar 20
Courtyard by Marriott Middletown Goshen
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, (1,002 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 ₩175,705
₩198,768 total
includes taxes & fees
Mar 17 - Mar 18
Overlook Lodge at Bear Mountain
Indoor pool

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,001 reviews)
"The stay was wonderful "
United States
Amesha
The price is ₩138,024
₩160,281 total
includes taxes & fees
Mar 20 - Mar 21
Hampton Inn & Suites Poughkeepsie
Indoor pool

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
The price is ₩145,258
₩164,324 total
includes taxes & fees
Mar 19 - Mar 20
Hilton Garden Inn Fishkill
Seasonal outdoor pool

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
The price is ₩155,624
₩191,611 total
includes taxes & fees
Mar 19 - Mar 20
Fairfield Inn & Suites by Marriott Goshen Middletown
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)
"Excellent, clean, comfortable stay on a stormy night. Great staff."
United States
Paul
The price is ₩131,557
₩148,658 total
includes taxes & fees
Mar 19 - Mar 20
Days Inn by Wyndham Wurtsboro
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, (1,003 reviews)
"Staff at front desk extremely kind and helpful. Breakfast was exceptional!"
United States
Robin
The price is ₩180,400
₩202,048 total
includes taxes & fees
Mar 22 - Mar 23
Hampton Inn by Hilton New Paltz
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
Indoor pool

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
"Clean room very welcoming staff "
United States
Felicia
The price is ₩156,082
₩184,373 total
includes taxes & fees
Mar 19 - Mar 20
Sleep Inn & Suites Middletown - Goshen
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.
View all properties

Choose what matters most at hotels with a pool in Montgomery

Breakfast included
Hot tub

Top Montgomery Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Great staff and clean rooms. Beautiful views."
Renee 1-night trip
Posted 11 hours ago
Overlook Lodge at Bear Mountain

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.