Find Hotels with a Pool in Highland, NY

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Check availability on Highland Hotels with a Pool

Our top choices for Highland hotels with a pool

Property grounds

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Highland
9.8 out of 10, Exceptional, (26 reviews)
"Perfect location and stay"
United States
kareem e.
$288 nightly
The price is $323
Mar 12 - Mar 13
Total with taxes and fees
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Indoor pool

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,000 reviews)
"Best staff ever great location."
United States
Rafael
$102 nightly
The price is $118
Mar 20 - Mar 21
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie
Indoor pool

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, (1,012 reviews)
"Superb place to stay."
United States
Denessy
$97 nightly
The price is $110
Mar 12 - Mar 13
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,001 reviews)
"Room was beautifully spotless. Enjoyed everything during my stay."
United States
Francine
$98 nightly
The price is $110
Mar 18 - Mar 19
Total with taxes and fees
Hilton Garden Inn Fishkill
Seasonal outdoor pool

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (1,000 reviews)
"I had very good stay… it felt like a home away from home…"
United States
Andre
$95 nightly
The price is $110
Mar 12 - Mar 13
Total with taxes and fees
Best Western Fishkill Inn & Suites
Indoor pool

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,012 reviews)
"Room was very clean and the staff was very nice!"
United States
Kareem
$101 nightly
The price is $117
Mar 17 - Mar 18
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
Exterior

Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
10.0 out of 10, Exceptional, (3 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
$182 nightly
The price is $205
Mar 13 - Mar 14
Total with taxes and fees
Historic Cabin with Pool & Fire Pit
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,000 reviews)
"Clean hotel, good breakfast choices and space for eating."
United States
Morgan
$114 nightly
The price is $135
Mar 22 - Mar 23
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
Indoor pool

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center
2.5 star property
Kingston
7.6 out of 10, Good, (1,005 reviews)
"Inside courtyard area was nice with gym, arcade, pool, etc. Nice stay overall"
United States
Annie
$95 nightly
The price is $107
Mar 16 - Mar 17
Total with taxes and fees
Best Western Plus Kingston Hotel And Conference Center
Indoor pool

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, (1,000 reviews)
"Great customer service and breakfast was excellent "
United States
Dennis
$105 nightly
The price is $121
Mar 22 - Mar 23
Total with taxes and fees
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
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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Choose what matters most at hotels with a pool in Highland

Breakfast included
Hot tub

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Top Highland Hotel Reviews

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

4/10 Poor
"Expecting pool, but it was closed and apparently had been closed for a long time, and there’s no timeline for re-opening. "
Robin 1-night trip
Posted 7 hours ago
Residence Inn by Marriott Kingston

Frequently asked questions

What are some accommodations with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: Features a snack bar/deli, an indoor pool, and buffet. Our home is perfect for relaxing and having lots of fun, with near by activity's: Features a full-service spa, a seasonal outdoor pool, and 3 bars. Courtyard by Marriott Poughkeepsie: Offers a snack bar/deli, an indoor pool, and buffet. Hampton Inn & Suites Poughkeepsie: Features a snack bar/deli, an indoor pool, and free self parking. Residence Inn by Marriott Kingston: Provides buffet, an indoor pool, and complimentary wired internet access.
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, check out sights such as Franny Reese State Park, Franklin D Roosevelt Library & Museum, and Apple Greens Golf Course.
When is the best time to book a hotel with a pool in Highland?
Taking into account the local weather in Highland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

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