The Best Hotels with a Pool in Highland Mills, NY from NT$3,732 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.

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Our top choices for Highland Mills hotels with a pool

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

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

NT$5,711 total

includes taxes & fees

Jul 19 - Jul 20

Home2 Suites by Hilton Middletown

Middletown

Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.

NT$7,428 total

includes taxes & fees

Jul 19 - Jul 20

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

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

NT$3,923 total

includes taxes & fees

Aug 5 - Aug 6

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.

NT$16,766 total

includes taxes & fees

Jul 27 - Jul 28

Hampton Inn Harriman Woodbury

Central Valley

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

NT$5,174 total

includes taxes & fees

Aug 3 - Aug 4

Courtyard by Marriott Middletown Goshen

Middletown

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

NT$4,495 total

includes taxes & fees

Jul 29 - Jul 30

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.

NT$4,961 total

includes taxes & fees

Aug 2 - Aug 3

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.

NT$4,342 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

10/10 Excellent

"Just great!"

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"

Overlook Lodge at Bear Mountain

10/10 Excellent

"I wish I’d stayed for a week so I could’ve hiked and swam in the lake. Instead, I was there for a weekend so we took advantage of the bar and the silence of the woods by simply walking through. The staff we met were wonderful: Sean at check-in is gregarious and kind; Beth in the bar is efficient and friendly, as were both bartenders named Mike."

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."

Days Inn by Wyndham Nanuet / Spring Valley

8/10 Good

"Room was very clean and looked like it was remodeld. The gentlemen at checkin was polite and friendly. It is a continental breakfast, that is located in the small checkin room. One has to sit on a high stool to put their food on the counter. Air Conditioning not working that day in that room. The parking is good."

Frequently asked questions

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.

What is there to see and do in Highland Mills?

Explore places like Woodbury Common Premium Outlets and LEGOLAND® New York while you're in the area. Make a point to visit attractions like Arrow Park Lake and Lodge and Storm King Art Center.

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

You may want to think about a place to stay that has an outdoor pool if you plan to visit Highland Mills in the warmest months of July, August, or June when the average temp is 70°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 temp is 32°F.

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Our top choices for Highland Mills hotels with a pool