The Best Hotels with a Pool in Fort Montgomery, NY from ￥17,773 in 2026

Q: 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 : Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Hotel Nyack, a JdV by Hyatt Hotel : Features a snack bar/deli, a pool, and free self parking. West Gate Inn Nyack : Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Spark by Hilton Fishkill : Provides buffet, a pool, and complimentary wired internet access.

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Our top choices for Fort Montgomery hotels with a 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.

￥29,703 total

includes taxes & fees

Jul 7 - Jul 8

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.

￥28,396 total

includes taxes & fees

Jun 14 - Jun 15

Overlook Lodge at Bear Mountain

Bear Mountain

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

￥29,327 total

includes taxes & fees

Jun 14 - Jun 15

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.

￥22,876 total

includes taxes & fees

Jun 16 - Jun 17

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.

￥17,773 total

includes taxes & fees

Jun 23 - Jun 24

Seasonal outdoor pool, pool umbrellas, sun loungers

LEGOLAND Hotel NEW York

Goshen

Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.

￥124,097 total

includes taxes & fees

Jun 22 - Jun 23

Hilton Garden Inn Fishkill

Fishkill

Indoor pool sanctuary with year-round swimming and 24-hour fitness center enhances this hotel in the business district.

￥22,626 total

includes taxes & fees

Jul 6 - Jul 7

Hampton Inn Harriman Woodbury

Central Valley

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

￥27,033 total

includes taxes & fees

Jun 14 - Jun 15

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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

Ramada by Wyndham Newburgh/West Point

2/10 Terrible

"It’s close to Dennys, this place needs serious update and cleaning."

Overlook Lodge at Bear Mountain

2/10 Terrible

"Room was situated next to a noisy mechanical closet. It was impossible to get to sleep because of the constant noise. Also, walls very thin and could hear door slamming every time someone entered the cabin. Bathroom unclean and small. I could not even access the sink without closing the door. For the price, I was not impressed."

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"A huge hotel! The property was well maintained and clean. Some of the furniture and fixtures were obviously worn out - the headboard was worn out in spots, the refrigerator door did not close, the vanity had lots of scuff marks - but mattress and bedding were comfortable. The pool and gym were great. The on site restaurant was very good! Super friendly staff. I will definitely stay here again vs the Grand Hilton in Pearl River."

Studio 6 Extended Stay Fishkill Route 9 NY

4/10 Poor

"Kitchen was clean, the room was clean, the bathroom had two tiny soaps, one at the bathtub and one at the sink. More than enough towels. Encountered a couple of very big ants in the bathroom. The reception area was deplorable. The front two floor mats in front of the reception area were disgusting and dirty and needed to be thrown out. The floor appeared to have not been cleaned in weeks or months. "

The Crossroads Hotel, Newburgh

4/10 Poor

"Staff was unavailable most of my stay during the evening hours from their front desk. Window blinds were absolutely disgusting and covered in dust and dead bugs. The rug and one chair in the room was covered in stains ranging from red blood like marks to brown stains. It felt disgusting to walk around the room without any type of protection on your feet whether that be socks or shoes. Also maintenance or cleaning staff was only available during the day time hours and never at night. Couldn’t get any clean sheets or towels after the cleaning staff forgot to give us new sheets or towels. Not recommended."

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: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Hotel Nyack, a JdV by Hyatt Hotel: Features a snack bar/deli, a pool, and free self parking. West Gate Inn Nyack: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Spark by Hilton Fishkill: Provides buffet, 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 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.

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