The Best Hotels with a Pool in Fort Montgomery, NY from ₩159,095 in 2026 | Expedia

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A mountainous landscape with a bridge in the distance.

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Check availability on Fort Montgomery Hotels with a Pool

Tonight

Jul 21 - Jul 22

Tomorrow

Jul 22 - Jul 23

This weekend

Jul 24 - Jul 26

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Our top choices for Fort Montgomery hotels with a pool

Indoor pool

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.

₩159,095 total

includes taxes & fees

Jul 26 - Jul 27

Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Bear Mountain

Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.

₩307,606 total

includes taxes & fees

Jul 23 - Jul 24

Indoor pool

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.

₩220,748 total

includes taxes & fees

Jul 27 - Jul 28

Indoor pool

Hampton Inn Harriman Woodbury

Central Valley

Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.

₩246,085 total

includes taxes & fees

Aug 4 - Aug 5

Exterior

The Abbey Inn & Spa

Peekskill

Swim surrounded by lush gardens and historic charm at this peaceful abbey-turned-hotel retreat.

₩594,289 total

includes taxes & fees

Aug 4 - Aug 5

Indoor pool

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.

₩172,368 total

includes taxes & fees

Aug 9 - Aug 10

Reception

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.

₩227,677 total

includes taxes & fees

Aug 16 - Aug 17

Indoor pool

Comfort Suites Fishkill near Interstate 84

Fishkill

Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.

₩197,626 total

includes taxes & fees

Aug 10 - Aug 11

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

Breakfast included

4 stars

Top Fort Montgomery Hotel Reviews

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG

10/10 Excellent

"Clean well maintained rooms. Close to West Point."

Inn on the Hudson

Inn on the Hudson

8/10 Good

"I booked two rooms for me, my adult daughter and her two teen daughters, one teen son, and my daughter's two dogs, for my grandson's graduation from Air Assault school at West Point. Each room had two double beds. The rooms were generally clean, but worn. The air conditioning worked noisily but well, which was important for the early July weather. My room had water on the floor upon arrival next to the refrigerator, but an extra towel quickly took care of that. The water was due to the refrigerator freezer defrosting because it was turned off prior to our arrival. Bed and bathroom linens were clean and a check of the beds revealed no surprises. The free breakfast was mostly some hard boiled eggs, breakfast cereal, and make your own waffles. I asked about water and was told the bathroom sinks had some. There was a vending machine with drinks and snacks in the lobby area adjacent to the breakfast stuff. In case it's not clear, the pool has been closed for years. There was a $50 charge for each dogs per day, which I knew was coming, so I was not surprised. I was thankful they allowed them. I did not detect any bad smells in our room which sometimes happens with pet-friendly hotels. The lack of bad smells is probably due to the fact that the floors are wood or lvp tile, not carpet. Water pressure and temperature was good for showers. The bathtub lining was cracked/peeling up in a few areas, but not horrible. All in all, not the greatest, but I don't regret staying there."

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. Hotel Nyack, a JdV by Hyatt Hotel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Spark by Hilton Fishkill: 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 a snack bar/deli, a pool, and free self parking. Overlook Lodge at Bear Mountain: Hotel located near LEGOLAND® New York. Offers on-the-go, a pool, and complimentary wired internet access.

What is there to see and do in Fort Montgomery?

Explore places like Woodbury Common Premium Outlets and LEGOLAND® New York while you're in the area. The picturesque setting of Boscobel House and Gardens and Lake Tiorati Beach 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.

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