Find Hotels with a Pool in Highland, NY

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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.
The price is AED 790
AED 1,181 total
includes taxes & fees
26 Mar - 27 Mar
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

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, (1,002 reviews)
"Superb place to stay."
United States
Denessy
The price is AED 364
AED 411 total
includes taxes & fees
29 Mar - 30 Mar
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, (1,005 reviews)
"Everything was perfect! Great rooms and great customer service!"
United States
Felicia
The price is AED 358
AED 414 total
includes taxes & fees
31 Mar - 1 Apr
Hilton Garden Inn Fishkill

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.2 out of 10, Very Good, (725 reviews)
"Staff was very nice. "
United States
Lanel
The price is AED 342
AED 404 total
includes taxes & fees
2 Apr - 3 Apr
Courtyard by Marriott Newburgh Stewart Airport

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.
The price is AED 373
AED 754 total
includes taxes & fees
26 Mar - 27 Mar
Historic Cabin with Pool & Fire Pit

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (429 reviews)
"A comfortable clean hotel with really good breakfast. "
United States
Rochelle
The price is AED 389
AED 451 total
includes taxes & fees
13 Apr - 14 Apr
Home2 Suites By Hilton Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,006 reviews)
"This was by far the best hotel experience we’ve ever had. The price, staff, location, breakfast, and room itself exceeded our expectations! "
United States
MacKenzie
The price is AED 372
AED 431 total
includes taxes & fees
29 Mar - 30 Mar
Hyatt Place Poughkeepsie / Hudson Valley

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,001 reviews)
"The pool was very nice! The hotel was very clean,comfortable,staff helpful ,and delicious coffee in the lobby and at meals..the breakfast buffet was very good!!"
United States
Kathleen
The price is AED 434
AED 486 total
includes taxes & fees
31 Mar - 1 Apr
Hampton Inn Kingston

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,000 reviews)
"Staff at front desk extremely kind and helpful. Breakfast was exceptional!"
United States
Robin
The price is AED 458
AED 513 total
includes taxes & fees
31 Mar - 1 Apr
Hampton Inn by Hilton New Paltz

Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.
New Paltz
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is AED 450
AED 895 total
includes taxes & fees
29 Mar - 30 Mar
Cozy private suite in the heart of beautiful Gardiner.
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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Frequently asked questions

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