The Best Hotels with a Pool in Highland Mills, NY from ₩166,936 in 2026

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

Studio 6 Extended Stay Fishkill Route 9 NY : Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Overlook Lodge at Bear Mountain : Features continental, an indoor pool, and complimentary wired internet access. Sonesta Simply Suites Nanuet : Offers a snack bar/deli, a pool, and free self parking. Sleep Inn & Suites Middletown - Goshen : Features a snack bar/deli, an indoor 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

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.

₩176,715 total

includes taxes & fees

Jun 2 - Jun 3

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

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

₩231,549 total

includes taxes & fees

Jun 1 - Jun 2

Overlook Lodge at Bear Mountain

Bear Mountain

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

₩313,050 total

includes taxes & fees

Jun 1 - Jun 2

Hampton Inn by Hilton Middletown

Middletown

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

₩179,761 total

includes taxes & fees

Jun 8 - Jun 9

Courtyard by Marriott Middletown Goshen

Middletown

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

₩202,419 total

includes taxes & fees

Jun 14 - Jun 15

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.

₩229,609 total

includes taxes & fees

Jun 8 - Jun 9

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.

₩166,936 total

includes taxes & fees

Jun 14 - Jun 15

Brinckerhoff Inn

Fishkill

₩508,872 total

includes taxes & fees

Jun 1 - Jun 2

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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

Overlook Lodge at Bear Mountain

10/10 Excellent

"We stayed overnight at the Lodge, as our daughter had her prom at the Inn. It was clean, peaceful, and affordable. My husband and I had a delicious dinner at the Inn restaurant and we all enjoyed breakfast at the Café. Lovely time."

The Crossroads Hotel, Newburgh

6/10 Okay

"Rooms have funky odor. Staff was great and changed me to another one but still felt the odd smell. There was lot of smoking and weed doing on the property and inside the hallways. The AC also not adjustable inside the room. It’s auto on and off. During the night time it would get hot and suddenly cold. No pool. No breakfast. Gym is there but not even water and proper weights are present. This property looks like had its glory once upon a time. But currently in a bad condition. It has lot of potential but needs the necessary up keeping. Needs lot of improvements."

Frequently asked questions

What are some accommodations with pools in Highland Mills?

Studio 6 Extended Stay Fishkill Route 9 NY: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Overlook Lodge at Bear Mountain: Features continental, an indoor pool, and complimentary wired internet access. Sonesta Simply Suites Nanuet: Offers a snack bar/deli, a pool, and free self parking. Sleep Inn & Suites Middletown - Goshen: Features a snack bar/deli, an indoor 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 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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