The Best Hotels with a Pool in Highland Mills, NY from ₩172,573 in 2026

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

Hyatt Place Poughkeepsie / Hudson Valley : Features a snack bar/deli, an indoor pool, and free self parking. Overlook Lodge at Bear Mountain : Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Spark by Hilton Fishkill : Features continental, an indoor pool, and complimentary wired internet access. Sleep Inn & Suites Middletown - Goshen : Offers a snack bar/deli, a pool, and free self parking. DoubleTree by Hilton Hotel Nanuet : Offers daily, an indoor pool, and free self parking.

A calm lake at sunset with trees and grass along the shore.

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Our top choices for Highland Mills hotels with a pool

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

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

₩181,434 total

includes taxes & fees

Aug 5 - Aug 6

Overlook Lodge at Bear Mountain

Bear Mountain

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

₩309,936 total

includes taxes & fees

Jul 16 - Jul 17

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.

₩186,241 total

includes taxes & fees

Jul 26 - Jul 27

Hampton Inn Harriman Woodbury

Central Valley

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

₩240,380 total

includes taxes & fees

Jul 21 - Jul 22

Brinckerhoff Inn

Fishkill

₩445,361 total

includes taxes & fees

Jul 19 - Jul 20

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.

₩172,573 total

includes taxes & fees

Aug 9 - Aug 10

Hampton Inn by Hilton Middletown

Middletown

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

₩196,822 total

includes taxes & fees

Aug 4 - Aug 5

Sleep Inn & Suites Middletown - Goshen

Middletown

Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.

₩215,635 total

includes taxes & fees

Aug 2 - Aug 3

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

Breakfast included

4 stars

Top Highland Mills Hotel Reviews

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

8/10 Good

"I had a pleasant stay at the Red Roof Inn in Newburgh, New York. The first thing I noticed was how clean everything was. My room was spotless, comfortable, and well maintained, and the hotel itself was clean and inviting. I appreciated how well the property was cared for and felt comfortable throughout my stay. I originally chose this hotel because I thought breakfast was included. There is a breakfast area, so I assumed breakfast was still being served, but unfortunately it was not available during my stay. That was a little disappointing, as having breakfast on-site would have made the stay even more convenient. Aside from that, I had a good experience. The hotel was quiet, comfortable, and provided everything I needed for a restful night's stay. It was also recommended to me by my brother, and I'm glad I took his advice. Overall, I would stay here again and would recommend it to anyone looking for a clean, comfortable, and affordable place to stay in the Newburgh area. If breakfast service returns in the future, it would make an already good stay even better."

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"Friendly staff, super clean and updated room. The beds were so comfortable. The lobby and bar are beautiful and airy. If you are given the option to purchase the in-house breakfast, it is a great deal! The food selection was fantastic and everything was delicious and fresh. We always love staying at this property and look forward to staying again soon."

DoubleTree by Hilton Hotel Nanuet

8/10 Good

"The room was clean , but worn, headboard clearly discolored from wear and tear, cracked sink, shower faucet drip, a strange scratching grinding noise in the wall next to the bed. at night. The location suited our purpose for 3 nights visiting relatives in New City. Staff were responsive to our requests. Appeared safe. 3 stars"