Find Hotels with a Pool in Highland Mills, NY

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Check availability on Highland Mills Hotels with a Pool

Tonight
Dec 20 - Dec 21
Tomorrow
Dec 21 - Dec 22
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Highland Mills hotels with a pool

Indoor pool
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1005)
"Great stay with many breakfast options! "
United States
Sara
The price is ₩138,003
₩160,257 total
includes taxes & fees
Dec 26 - Dec 27
Hampton Inn & Suites Poughkeepsie
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, (1002)
"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 ₩175,677
₩198,736 total
includes taxes & fees
Dec 21 - Dec 22
Overlook Lodge at Bear Mountain
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, (1000)
"Great staff, clean and the pool was awesome! "
Canada
Aleah
The price is ₩144,173
₩167,782 total
includes taxes & fees
Jan 4 - Jan 5, 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 ₩140,247
₩158,654 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
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 ₩280,995
₩511,313 total
includes taxes & fees
Dec 22 - Dec 23
LEGOLAND Hotel NEW York
Indoor pool
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1001)
"Brayden was great"
United States
Will
The price is ₩135,272
₩153,026 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Garden Inn Fishkill
Indoor pool
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1005)
"very clean and would stay again "
United States
Alvin
The price is ₩149,104
₩173,148 total
includes taxes & fees
Dec 29 - Dec 30
Hyatt Place Poughkeepsie / Hudson Valley
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 ₩149,212
₩168,796 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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, (999)
"Yes stay was pleasant "
United States
henry
The price is ₩138,032
₩156,151 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Suites Fishkill near Interstate 84
Seasonal outdoor pool
Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (961)
"Place was amazing "
United States
Neydi
The price is ₩156,353
₩176,875 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Best Western Fishkill Inn & Suites
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Clean Clean Clean!!! "
Jose 1-night trip
Posted 16 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

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: Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Super 8 by Wyndham Mahwah: 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: Provides a snack bar/deli, an indoor pool, and buffet. Hampton Inn & Suites Mahwah: Offers free self parking, an indoor pool, and complimentary wireless internet access.
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.