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, (1,005 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 NT$3,153
NT$3,566 total
includes taxes & fees
Mar 22 - Mar 23
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
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat.
The price is NT$3,238
NT$3,760 total
includes taxes & fees
Apr 5 - Apr 6
Hampton Inn & Suites Poughkeepsie
Indoor pool

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Indoor pool sanctuary with year-round swimming and 24-hour fitness center enhances this hotel in the business district.
The price is NT$3,119
NT$3,606 total
includes taxes & fees
Mar 31 - Apr 1
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, (1,000 reviews)
  • cleanliness
    Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.
The price is NT$3,917
NT$4,387 total
includes taxes & fees
Mar 31 - Apr 1
Hampton Inn by Hilton New Paltz
Indoor pool

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.
The price is NT$3,221
NT$3,741 total
includes taxes & fees
Mar 24 - Mar 25
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
8.4 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Swim under indoor skylights as the hot tub bubbles nearby at this relaxing poolside escape.
The price is NT$3,567
NT$4,124 total
includes taxes & fees
Mar 30 - Mar 31
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Indoor pool

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (425 reviews)
  • cleanliness
    Splash into year-round swimming at this hotel near Vassar College with indoor pool sanctuary.
The price is NT$3,381
NT$3,926 total
includes taxes & fees
Apr 2 - Apr 3
Home2 Suites By Hilton 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, (1,000 reviews)
  • cleanliness
    Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.
The price is NT$3,389
NT$3,919 total
includes taxes & fees
Mar 30 - Mar 31
Comfort Suites Fishkill near Interstate 84
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

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

2/10 Terrible
"Staff very rude "
Cierra 1-night trip
Posted 2 days ago
Courtyard by Marriott Poughkeepsie

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: Offers a full-service spa, a seasonal outdoor pool, and 3 bars. Hampton Inn & Suites Poughkeepsie: Provides a snack bar/deli, an indoor pool, and buffet. Courtyard by Marriott Fishkill: Features a snack bar/deli, an indoor pool, and free self parking. Wildflower Farms, Auberge Collection: Features 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 Apple Greens Golf Course, Franny Reese State Park, and Franklin D Roosevelt Library & Museum.
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.