Photo by Dan Zheng

Find Hotels with a Pool in Fort Montgomery, NY from CA $125

  • 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 prices for these dates

Tonight
Nov 9 - Nov 10
Tomorrow
Nov 10 - Nov 11
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Fort Montgomery hotels with a pool

An indoor swimming pool with clear signage, a clock, and a fire extinguisher.

1. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
2.5 star property
Fort Montgomery
9.0 out of 10, Wonderful, (329 reviews)
  • cleanliness
    Splash into an indoor pool paradise with mountain views at this hotel near Bear Mountain State Park.
The price is CA $155
CA $184 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express West Point by IHG
A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.

2. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,010 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
The price is CA $151
CA $179 total
includes taxes & fees
Nov 10 - Nov 11
Overlook Lodge at Bear Mountain
A Holiday Inn Express & Suites sign with a bench and flower beds in front.

3. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary offers year-round aquatic relaxation while overlooking Hudson Valley's scenic landscapes.
The price is CA $185
CA $212 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
An indoor swimming pool with clear blue water, surrounded by tiled flooring and furnished with chairs and tables.

4. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,157 reviews)
  • cleanliness
    Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.
The price is CA $159
CA $195 total
includes taxes & fees
Dec 2 - Dec 3
Hampton Inn Harriman Woodbury
A large, historic building with a prominent tower, surrounded by well-maintained gardens and a parking area.

5. The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.4 out of 10, Exceptional, (281 reviews)
  • cleanliness
    Swim surrounded by lush gardens and historic charm at this peaceful abbey-turned-hotel retreat.
The price is CA $443
CA $572 total
includes taxes & fees
Dec 6 - Dec 7
The Abbey Inn & Spa
Indoor pool

6. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,188 reviews)
  • cleanliness
    Sink into this pristine hotel's sun-lounger lined indoor pool and hot tub oasis, just moments from Rockland Lake State Park.
The price is CA $179
CA $208 total
includes taxes & fees
Dec 6 - Dec 7
DoubleTree by Hilton Hotel Nanuet
A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

7. Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape.
The price is CA $219
CA $258 total
includes taxes & fees
Dec 4 - Dec 5
Homewood Suites Stewart Airport
A Red Roof Inn & Suites building with a two-story structure, a balcony, and an American flag.

8. 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, (1,011 reviews)
  • cleanliness
    Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
The price is CA $126
CA $149 total
includes taxes & fees
Nov 15 - Nov 16
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
A hotel lobby with a bar area, a television screen displaying news, and decorative metal sculptures.

9. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions.
The price is CA $191
CA $226 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Newburgh Stewart Airport
A swimming pool with colorful umbrellas and lounge chairs.

10. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.2 out of 10, Very good, (139 reviews)
  • cleanliness
    Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
The price is CA $180
CA $398 total
includes taxes & fees
Nov 13 - Nov 14
LEGOLAND Hotel NEW York
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 Fort Montgomery

Breakfast included
4 stars

Top Fort Montgomery Hotel Reviews

A Holiday Inn Express & Suites sign with a bench and flower beds in front.
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Peekskill

10/10 Excellent

We enjoyed our stay very much. It was lovely.
Canada
Blair
Reviewed November 6, 2025
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Frequently Asked Questions

What are some hotels with pools in Fort Montgomery?

Holiday Inn Express West Point by IHG: Hotel, 3-minute walk from Bear Mountain State Park. Features a sauna, an indoor pool, and full. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. West Gate Inn Nyack: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Overlook Lodge at Bear Mountain: Provides a snack bar/deli, an indoor pool, and buffet. Hotel Nyack, a JdV by Hyatt Hotel: Features free self parking, an indoor pool, and complimentary wireless internet access.

What is there to see and do in Fort Montgomery?

Explore places like Woodbury Common Premium Outlets while you're in the area. The picturesque setting of Boscobel House and Gardens and Storm King State Park showcase the area's natural beauty. Take in the natural beauty of Fort Montgomery with the mountain views.

When is the best time to book a hotel with a pool in Fort Montgomery?

You may want to think about a place to stay that has an outdoor pool if you will be visiting Fort Montgomery in the warmest months of July, August, or June when the average temperature is 71°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 33°F.

Explore a world of travel with Expedia