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

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.
$289 nightly
The price is $324
Mar 17 - Mar 18
Total with taxes and fees
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,004 reviews)
"The stay was wonderful "
United States
Amesha
$98 nightly
The price is $113
Apr 3 - Apr 4
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie

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, (1,004 reviews)
"Superb place to stay."
United States
Denessy
$99 nightly
The price is $112
Mar 17 - Mar 18
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,003 reviews)
"Room was beautifully spotless. Enjoyed everything during my stay."
United States
Francine
$98 nightly
The price is $110
Mar 23 - Mar 24
Total with taxes and fees
Hilton Garden Inn Fishkill

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 22 - Mar 23
Total with taxes and fees
Historic Cabin with Pool & Fire Pit

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,003 reviews)
"Best staff! Room was great especially if you bring your dog!"
United States
Amanda
$101 nightly
The price is $117
Mar 25 - Mar 26
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (424 reviews)
"A comfortable clean hotel with really good breakfast. "
United States
Rochelle
$106 nightly
The price is $123
Apr 2 - Apr 3
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,006 reviews)
"Staff at front desk extremely kind and helpful. Breakfast was exceptional!"
United States
Robin
$122 nightly
The price is $137
Mar 23 - Mar 24
Total with taxes and fees
Hampton Inn by Hilton New Paltz

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.2 out of 10, Very Good, (718 reviews)
"The room was very clean and spacious. This is one of the main reasons that I love booking at this location"
United States
Barbara
$97 nightly
The price is $115
Mar 24 - Mar 25
Total with taxes and fees
Courtyard by Marriott Newburgh Stewart Airport

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, (1,005 reviews)
"Staff was great, breakfast was great, best ever "
United States
Leroy
$105 nightly
The price is $121
Mar 23 - Mar 24
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.

Choose what matters most at hotels with a pool in Highland

Top Highland Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: Offers a children's pool, an indoor pool, and free self parking. Best Western Plus Kingston Hotel And Conference Center: Provides a snack bar/deli, an indoor pool, and buffet. Hampton Inn & Suites Poughkeepsie: Offers a full-service spa, a seasonal outdoor pool, and 3 bars. Courtyard by Marriott Fishkill: Offers a snack bar/deli, an indoor pool, and buffet. Wildflower Farms, Auberge Collection: Offers a snack bar/deli, an indoor pool, and free self parking.
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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