The Best Highland Hotels with Pools from $107 - Hotels with indoor pools in Highland, NY

Q: 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.

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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!

Highland

kareem e.

$288 nightly

Mar 14 - Mar 15

Total with taxes and fees

Hampton Inn & Suites Poughkeepsie

Crown Heights

Amesha

$93 nightly

Mar 20 - Mar 21

Total with taxes and fees

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

Denessy

$99 nightly

Mar 15 - Mar 16

Total with taxes and fees

Hilton Garden Inn Fishkill

Fishkill

Francine

$98 nightly

Mar 23 - Mar 24

Total with taxes and fees

Best Western Fishkill Inn & Suites

Fishkill

Christina

$95 nightly

Mar 23 - Mar 24

Total with taxes and fees

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Amanda

$101 nightly

Mar 17 - Mar 18

Total with taxes and fees

Historic Cabin with Pool & Fire Pit

Montgomery

Sarah A.

$182 nightly

Mar 15 - Mar 16

Total with taxes and fees

Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Roxanne

$114 nightly

Mar 22 - Mar 23

Total with taxes and fees

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Choose what matters most at hotels with a pool in Highland

Breakfast included

Hot tub

Top Highland Hotel Reviews

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent

"Although the pool was closed everything rlse was great"

Hampton Inn Kingston

10/10 Excellent

"It was a last minute stay and they were very accommodating. The rooms were very nice, everything was clean. Easy check in/check out. The front desk staff was very nice. They had a complimentary breakfast. Everything was very good, and had a really nice selection for breakfast. If we are in the area again we will definitely be staying here. "

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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Our top choices for Highland hotels with a pool