A suspension bridge over a river with autumn foliage and distant hills.

Find Hotels with a Pool in Highland, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Highland Hotels with a Pool

Our top choices for Highland hotels with a pool

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)
  • cleanliness
    Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
The price is ₩147,023
₩173,658 total
includes taxes & fees
Aug 9 - Aug 10
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat.
The price is ₩158,549
₩184,115 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn & Suites Poughkeepsie
Indoor pool

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1,015 reviews)
  • cleanliness
    Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.
The price is ₩154,667
₩178,834 total
includes taxes & fees
Aug 10 - Aug 11
Comfort Suites Fishkill near Interstate 84
Indoor pool, sun loungers

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.
The price is ₩227,452
₩254,746 total
includes taxes & fees
Jul 26 - Jul 27
Hampton Inn Kingston
Indoor pool

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,015 reviews)
  • cleanliness
    Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.
The price is ₩176,865
₩205,385 total
includes taxes & fees
Aug 10 - Aug 11
Hyatt Place Poughkeepsie / Hudson Valley
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
8.6 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Swim under indoor skylights as the hot tub bubbles nearby at this relaxing poolside escape.
The price is ₩165,069
₩190,861 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Indoor pool

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Indoor pool sanctuary offers year-round swimming in a bright, spotless setting just steps from your room.
The price is ₩208,342
₩233,344 total
includes taxes & fees
Jul 19 - Jul 20
Courtyard by Marriott Kingston
Indoor pool

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Indoor pool sanctuary with year-round swimming and 24-hour fitness center enhances this hotel in the business district.
The price is ₩183,131
₩211,745 total
includes taxes & fees
Jul 29 - Jul 30
Hilton Garden Inn Fishkill
Indoor pool

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)
  • cleanliness
    Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.
The price is ₩220,063
₩246,469 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn by Hilton New Paltz
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions.
The price is ₩183,131
₩216,323 total
includes taxes & fees
Jul 26 - Jul 27
Hampton Inn & Suites Newburgh Stewart Airport
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.
View all properties

Choose what matters most at hotels with a pool in Highland

Breakfast included
Hot tub

Top Highland Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"It was exactly what I needed, thank you!"
Shari 1-night trip
Posted 5 hours ago
Holiday Inn Express Poughkeepsie by IHG

Frequently asked questions

What are some accommodations with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: Offers a snack bar/deli, an indoor pool, and free self parking. Hyatt Place Poughkeepsie / Hudson Valley: Features free self parking, an indoor pool, and complimentary wireless internet access. Spark by Hilton Fishkill: Offers a full-service spa, a seasonal outdoor pool, and 3 bars. Best Western Plus Kingston Hotel And Conference Center: Hotel, 7-minute walk from Vassar College. Offers daily, an indoor pool, and free self parking. Wildflower Farms, Auberge Collection: Offers free self parking, an indoor pool, and complimentary wireless 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 Franklin D Roosevelt Library & Museum, Apple Greens Golf Course, and Franny Reese State Park.
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.