The Best Hotels with a Pool in Highland, NY from NT$3,378 in 2026

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.

Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!

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Our top choices for Highland hotels with a pool

SpringHill Suites by Marriott Fishkill

Fishkill

Soak up relaxation at this family-friendly hotel with a pristine indoor pool for year-round swims.

NT$4,726 total

includes taxes & fees

Mar 15 - Mar 16

Hampton Inn & Suites Poughkeepsie

Crown Heights

Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat.

NT$3,766 total

includes taxes & fees

Apr 3 - Apr 4

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

New Windsor

Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.

NT$3,548 total

includes taxes & fees

Mar 15 - Mar 16

Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions.

NT$4,265 total

includes taxes & fees

Mar 22 - Mar 23

Best Western Fishkill Inn & Suites

Fishkill

Seasonal outdoor pool for summer dips makes this hotel a perfect family-friendly getaway.

NT$3,487 total

includes taxes & fees

Mar 15 - Mar 16

Indoor pool, open 6 AM to 11 PM, sun loungers

Courtyard by Marriott Newburgh Stewart Airport

Newburgh

Splash into comfort at this airport hotel's indoor oasis with plush loungers and spa-like relaxation.

NT$3,504 total

includes taxes & fees

Mar 24 - Mar 25

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.

NT$3,721 total

includes taxes & fees

Mar 17 - Mar 18

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Fishkill

Swim under indoor skylights as the hot tub bubbles nearby at this relaxing poolside escape.

NT$3,846 total

includes taxes & fees

Mar 22 - Mar 23

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Choose what matters most at hotels with a pool in Highland

Breakfast included

Hot tub

Top Highland Hotel Reviews

Hampton Inn & Suites Poughkeepsie

6/10 Okay

"We found a bug in our bed. Using Google image it was identified as a bed bug. We went to the front desk and they relocated us to a different floor and upgraded us to a suite. It left us uneasy but we were happy the staff took us seriously. "

Best Western Plus Kingston Hotel And Conference Center

4/10 Poor

"Wish there was a way to show when the pool is closed. We had a choice of similar hotels - selected this one based on location and our family likes to enjoy having access to a pool during a vacation. The hotel needs quite a bit of TLC - our room cleanliness was okay but there as a bad looking white stain in the chair. "

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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