The Best Hotels with a Pool in Highland Mills, NY from NT$3,740 in 2026

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

Spark by Hilton Fishkill : Offers continental, an indoor pool, and complimentary wired internet access. Sleep Inn & Suites Middletown - Goshen : Provides a snack bar/deli, an indoor pool, and free self parking. Hyatt Place Poughkeepsie / Hudson Valley : Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Overlook Lodge at Bear Mountain : Features a snack bar/deli, a pool, and free self parking. Crowne Plaza Suffern - Mahwah by IHG : Hotel located near LEGOLAND® New York. Offers on-the-go, a pool, and complimentary wired internet access.

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

Hampton Inn Harriman Woodbury

Central Valley

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

NT$5,448 total

includes taxes & fees

Aug 2 - Aug 3

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

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

NT$4,377 total

includes taxes & fees

Aug 23 - Aug 24

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.

NT$4,540 total

includes taxes & fees

Aug 19 - Aug 20

Overlook Lodge at Bear Mountain

Bear Mountain

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

NT$6,717 total

includes taxes & fees

Jul 27 - Jul 28

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.

NT$3,740 total

includes taxes & fees

Aug 23 - Aug 24

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$4,971 total

includes taxes & fees

Aug 23 - Aug 24

Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.

NT$4,538 total

includes taxes & fees

Jul 26 - Jul 27

Hampton Inn by Hilton Middletown

Middletown

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

NT$3,723 total

includes taxes & fees

Aug 11 - Aug 12

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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

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"Great place"

Crowne Plaza Suffern - Mahwah by IHG

8/10 Good

"The staff were very courteous and helpful. The hotel was clean. The bartender was absolutely delighted. I really liked her. It would nice if there was an ice machine on the first floor and if the snacks at the hotel customer center weren’t overpriced. Other than that I really enjoyed staying here and would definitely recommend it."

Frequently asked questions

What are some accommodations with pools in Highland Mills?

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