A mountainous landscape with a bridge in the distance.

Find Hotels with a Pool in Fort Montgomery, NY

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Fort Montgomery Hotels with a Pool

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Fort Montgomery hotels with a pool

An indoor swimming pool with clear signage, a clock, and a fire extinguisher.
A modern hotel lobby with a seating area, a reception desk, and a large TV screen.
A spacious lobby with a fireplace, seating area, and a large wall mural.
A large, two-story building with a symmetrical facade, large windows, and a central entrance with a door.

1. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
Fort Montgomery
  • Splash into an indoor pool paradise with mountain views at this hotel near Bear Mountain State Park.
$110 nightly
$130 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express West Point by IHG
A large outdoor swimming pool surrounded by trees and a covered pavilion.
A long dining table set with multiple place settings, including plates, glasses, and candles.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.
A table set for a formal event with candles, flowers, and glassware.

2. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
  • Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
$79 nightly
$93 total
Nov 2 - Nov 3
Total with taxes and fees
Overlook Lodge at Bear Mountain
An indoor swimming pool with clear depth markers, lounge chairs, and safety signs.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A glass-enclosed shower with a white towel hanging on the door handle, a handheld showerhead, and a handheld showerhead mounted on the wall.
A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.

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

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Peekskill
  • Luxurious indoor pool sanctuary offers year-round aquatic relaxation while overlooking Hudson Valley's scenic landscapes.
$152 nightly
$174 total
Nov 2 - Nov 3
Total with taxes and fees
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.
A hotel room with a large bed, a sofa, a desk, and a bathroom.
An outdoor patio with brick flooring, round tables, and blue umbrellas.
A lobby with a fireplace, seating area, and a reception desk.

4. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
  • Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.
$118 nightly
$145 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Harriman Woodbury
A stone building with a tower, surrounded by a garden with large rocks and various plants.
A dining area with large windows, wooden tables, and chairs.
A room with wooden rocking chairs, a coffee maker, and a view of trees through large windows.
A stone fire pit with flames, surrounded by benches and a building with large windows in the background.

5. The Abbey Inn & Spa

The Abbey Inn & Spa
Peekskill
  • Swim surrounded by lush gardens and historic charm at this peaceful abbey-turned-hotel retreat.
$473 nightly
$541 total
Nov 1 - Nov 2
Total with taxes and fees
The Abbey Inn & Spa
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A hotel room with two beds, a desk, a chair, a television, and a door.
A bathroom with a toilet, sink, and mirror.
A hotel room with a sofa, a small table, a TV, a desk with a chair, and a bed.

6. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
  • Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
$99 nightly
$117 total
Oct 18 - Oct 19
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
A hotel lobby with a reception desk, bar area, and a television displaying news.
A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.
A hotel room with a bed, desk, TV, and a sofa.
A hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.

7. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
  • Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions.
$144 nightly
$170 total
Oct 28 - Oct 29
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.
A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.
A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.

8. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill
  • Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.
$109 nightly
$126 total
Nov 2 - Nov 3
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84
A swimming pool with colorful umbrellas and lounge chairs.
A hotel room with a large bed, a bookshelf, a mural, and a window with curtains.
A family inside an elevator with a blue patterned floor and a wall with cartoon characters.
A restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.

9. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
  • Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
$220 nightly
$259 total
Oct 12 - Oct 13
Total with taxes and fees
LEGOLAND Hotel NEW York
A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.
A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.
A spacious living area with a curved sofa, a fireplace, and a modern chandelier.
A conference room with a desk, two monitors, a chair, and a blue sofa.

10. Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
New Windsor
  • Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape.
$152 nightly
$180 total
Nov 1 - Nov 2
Total with taxes and fees
Homewood Suites Stewart Airport
View all properties

Choose what matters most at hotels with a pool in Fort Montgomery

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Fort Montgomery Hotel Reviews

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG

10/10 Excellent
"Had a great stay. A little noisy where I was located next to the exterior side door but it’s expected with the location of the room. Didn’t bother me much"
Gary 1-night trip
Posted 13 hours ago
Holiday Inn Express West Point by IHG
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"The complex was exactly that - complex. Initially, we drove to the Overlook Lodge to check in for our cabin only to find we needed to drive back down the mountain to the Inn (where ironically we had just been to turn around after missing the turn for Overlook Lodge!). The cabin was clean and quiet. The walk to and from the cabin to the Inn for dinner/morning coffee was lovely (along the lake)."
Thomas 1-night trip
Posted 13 hours ago
Overlook Lodge at Bear Mountain
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent
"Perfect location and a great room."
Adel 5-night trip
Posted 13 hours ago
Hotel Nyack, a JdV by Hyatt Hotel
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"😊"
Dorine 2-night trip
Posted 18 hours ago
DoubleTree by Hilton Hotel Nanuet
Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"This is my fourth visit to this location, and I plan to continue staying here in the future. The scenery is beautiful, the rooms are clean, the staff is wonderful, and everything is perfect."
debra a 2-night trip
Posted 18 hours ago
Inn on the Hudson
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Very accommodating staff, they were able to move me to a room that didn't require stairs because I had a rolling cart with gear I needed to bring inside each night. I had to add a night to my reservation, so I bought another night there on Hotels.com, and they simply kept me in my same room so I didn't need to move anything. It was great! Good coffee available in the morning, easy location to get in and out of. They were actively renovating the property while I was there, so I don't count that towards the cleanliness of the property; everything was very clean, even while under renovation. Will stay again when needed!"
Brian 1-night trip
Posted 2 days ago
Ramada by Wyndham Newburgh/West Point
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

10/10 Excellent
"Large, comfortable, clean room with great lighting & modern appeal. Bathroom was bright, clean and also offered a large shower."
Laura 1-night trip
Posted 5 days ago
Holiday Inn Express & Suites Hawthorne Elmsford North 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