Find Hotels with a Pool in Highland Mills, NY

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Check availability on Highland Mills Hotels with a Pool

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Highland Mills hotels with a pool

BBQ/picnic area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1005)
"Room was clean and staff was great!"
United States
Annemarie
The price is ￥11,312
￥13,363 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn by Hilton Middletown
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1008)
"Clean room, friendly staff, good breakfast"
United States
Zuriber
The price is ￥16,048
￥18,677 total
includes taxes & fees
Jan 11 - Jan 12, 2026
DoubleTree by Hilton Hotel Nanuet
Indoor pool
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very Good, (1002)
"Very nice stay."
United States
Peter
The price is ￥14,989
￥16,958 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1003)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is ￥16,024
￥18,127 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Overlook Lodge at Bear Mountain
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1005)
"It was a great place to stay "
United States
Amanda
The price is ￥15,509
￥17,545 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hilton Garden Inn Fishkill
Seasonal outdoor pool, pool umbrellas, sun loungers
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
"We are having a great time at the hotel!!!"
United States
Ziwei
The price is ￥29,802
￥54,228 total
includes taxes & fees
Jan 2 - Jan 3, 2026
LEGOLAND Hotel NEW York
Indoor pool
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1002)
"Yes stay was pleasant "
United States
henry
The price is ￥14,599
￥16,515 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Comfort Suites Fishkill near Interstate 84
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1003)
"Love it, everytime we come this is the place to stay"
United States
William
The price is ￥15,812
￥17,887 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1000)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is ￥15,172
￥17,923 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Courtyard by Marriott Middletown Goshen
Seasonal outdoor pool
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1001)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is ￥15,770
￥19,417 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Fairfield Inn & Suites by Marriott Goshen Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Mills Hotel Reviews

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"Yes"
Jonn 2-night trip
Posted 21 hours ago
DoubleTree by Hilton Hotel Nanuet

Frequently asked questions

What are some accommodations with pools in Highland Mills?
DoubleTree by Hilton Hotel Nanuet: Features a snack bar/deli, a pool, and free self parking. Sonesta Simply Suites Nanuet: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool, and complimentary wired internet access. Crowne Plaza Suffern - Mahwah by IHG: Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Hampton Inn & Suites Mahwah: Offers a snack bar/deli, an indoor pool, and buffet. Hampton Inn Harriman Woodbury: Provides a snack bar/deli, an indoor pool, and free self parking.
What is there to see and do in Highland Mills?
The picturesque setting of Storm King Art Center and The Rock Sports Complex showcase the area's natural beauty. Discover sights such as United States Military Academy, Palaia Vineyards Winery, and Schunnemunk State Park during your stay.
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.