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Search Hotels with Pool in Highland

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Check availability on Highland Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Highland hotels with a pool

Indoor pool
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1002)
"Great stay with many breakfast options! "
United States
Sara
The price is ฿3,032
฿3,521 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn & Suites Poughkeepsie
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 ฿2,797
฿3,164 total
includes taxes & fees
24 Jan - 25 Jan 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
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, (1004)
"It was a great place to stay "
United States
Amanda
The price is ฿2,847
฿3,221 total
includes taxes & fees
10 Jan - 11 Jan 2026
Hilton Garden Inn Fishkill
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 ฿2,905
฿3,287 total
includes taxes & fees
2 Jan - 3 Jan 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, (1006)
"Love it, everytime we come this is the place to stay"
United States
William
The price is ฿3,138
฿3,550 total
includes taxes & fees
1 Jan - 2 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (395)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is ฿3,542
฿4,113 total
includes taxes & fees
5 Jan - 6 Jan 2026
Home2 Suites By Hilton Poughkeepsie
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, (964)
"Place was amazing "
United States
Neydi
The price is ฿3,291
฿3,723 total
includes taxes & fees
9 Jan - 10 Jan 2026
Best Western Fishkill Inn & Suites
Indoor pool
Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (406)
"High marks to this property!! Staff, cleanliness, room layout all excellent!!"
United States
Ron
The price is ฿4,251
฿4,809 total
includes taxes & fees
24 Jan - 25 Jan 2026
Residence Inn by Marriott Fishkill
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1001)
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
The price is ฿3,797
฿4,252 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn by Hilton New Paltz
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 Hotel Reviews

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Staff was very kind and courteous "
Natasha 1-night trip
Posted 2 days ago
Residence Inn by Marriott Kingston
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent
"An employee, Kevin, was fantastic help when my husband fell in the hallway. Thank you, Kevin!!"
Susan 1-night trip
Posted 3 weeks ago
Best Western Plus Kingston Hotel And Conference Center

Frequently asked questions

What are some accommodation options with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: Offers a snack bar/deli, an indoor pool and buffet. Hampton Inn & Suites Poughkeepsie: Hotel, 7-minute walk from Vassar College. Provides daily, an indoor pool and free self parking. Quality Inn Poughkeepsie: Offers free self parking, an indoor pool and complimentary wireless Internet access. Residence Inn by Marriott Kingston: Features a snack bar/deli, an indoor pool and free self parking. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Offers a full-service spa, a seasonal outdoor pool and 3 bars.
What is there to see and do in Highland?
The picturesque setting of Walkway Over the Hudson State Historic Park and Berean Park Beach showcase the area's natural beauty. During your stay, visit sights such as Franklin D Roosevelt Library & Museum, Franny Reese State Park and Apple Greens Golf Course.
When is the best time to book a hotel with a pool in Highland?
Taking the local weather in Highland into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.