The Best Hotels with a Pool in Highland Falls, NY from ￥17,744 in 2026

Q: What are some accommodations with pools in Highland Falls?

West Point Motel : Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. FairBridge Inn & Suites at West Point : Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Hotel Nyack, a JdV by Hyatt Hotel : Provides a snack bar/deli, a pool, and free self parking. West Gate Inn Nyack : Features a snack bar/deli, an indoor pool, and free self parking. Studio 6 Extended Stay Fishkill Route 9 NY : Features daily, an indoor pool, and free self parking.

Panoramic view of the Hudson River with autumnal foliage around the mountains at Highland Falls

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Our top choices for Highland Falls hotels with a 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.

￥28,632 total

includes taxes & fees

Jun 9 - Jun 10

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.

￥22,112 total

includes taxes & fees

Jun 7 - Jun 8

Hampton Inn by Hilton Middletown

Middletown

Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.

￥21,141 total

includes taxes & fees

Jun 16 - Jun 17

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

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

￥28,369 total

includes taxes & fees

Jun 7 - Jun 8

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.

￥23,646 total

includes taxes & fees

Jun 7 - Jun 8

Courtyard by Marriott Middletown Goshen

Middletown

Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.

￥23,135 total

includes taxes & fees

Jul 6 - Jul 7

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.

￥17,744 total

includes taxes & fees

Jun 21 - Jun 22

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.

￥116,339 total

includes taxes & fees

Jun 22 - Jun 23

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Choose what matters most at hotels with a pool in Highland Falls

Breakfast included

4 stars

Top Highland Falls Hotel Reviews

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"Staff and location are great. I’ve stayed at this hotel 5 times and each time has been great"

Hampton Inn Harriman Woodbury

8/10 Good

"The only thing I didn’t like about the hotel was the pool. The hotel itself was clean, and the rooms and common areas were well maintained. The breakfast was decent, and there was always something to eat. Overall, we had a good stay. However, the inside walls of the pool, especially around the waterline, were noticeably dirty and looked like they had not been cleaned for a long time. The water itself was clean, but the yellow buildup around the edges of the pool was unpleasant and affected the overall impression."

Frequently asked questions

What are some accommodations with pools in Highland Falls?

West Point Motel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. FairBridge Inn & Suites at West Point: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Hotel Nyack, a JdV by Hyatt Hotel: Provides a snack bar/deli, a pool, and free self parking. West Gate Inn Nyack: Features a snack bar/deli, an indoor pool, and free self parking. Studio 6 Extended Stay Fishkill Route 9 NY: Features daily, an indoor pool, and free self parking.

What is there to see and do in Highland Falls?

Explore places like LEGOLAND® New York while you're in the area. Enjoy a stroll along the shore at Lake Tiorati Beach and Lake Welch Beach.

When is the best time to book a hotel with a pool in Highland Falls?

You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit Highland Falls in the warmest months of July, August, or June when the average temp is 69°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 33°F.

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