Photo by Allison Alano Flores

Find Hotels with a Pool in Highland, NY

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Highland hotels with a pool

Indoor pool
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

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, (1,000 reviews)
"Great customer service and breakfast was excellent "
United States
Dennis
The price is ₩130,820
₩151,261 total
includes taxes & fees
Jan 24 - Jan 25
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Indoor pool
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,005 reviews)
"Great stay with many breakfast options! "
United States
Sara
The price is ₩137,912
₩160,150 total
includes taxes & fees
Feb 6 - Feb 7
Hampton Inn & Suites Poughkeepsie
Indoor pool
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,000 reviews)
"very clean and would stay again "
United States
Alvin
The price is ₩146,391
₩169,997 total
includes taxes & fees
Jan 19 - Jan 20
Hyatt Place Poughkeepsie / Hudson Valley
Indoor pool
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,013 reviews)
"everything was great "
United States
Christopher
The price is ₩132,810
₩150,242 total
includes taxes & fees
Feb 8 - Feb 9
Hilton Garden Inn Fishkill
Indoor pool
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (400 reviews)
"Rooms were clean, staff was friendly and breakfast was good."
United States
Carole
The price is ₩138,378
₩160,691 total
includes taxes & fees
Jan 25 - Jan 26
Home2 Suites By Hilton Poughkeepsie
Indoor pool
Comfort Suites Fishkill near Interstate 84

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)
"Yes stay was pleasant "
United States
henry
The price is ₩135,521
₩153,310 total
includes taxes & fees
Jan 15 - Jan 16
Comfort Suites Fishkill near Interstate 84
Indoor pool
Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (412 reviews)
"Was clean, staff were friendly, and nice."
United States
Wilson
The price is ₩185,037
₩213,949 total
includes taxes & fees
Jan 23 - Jan 24
Residence Inn by Marriott Fishkill
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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, (1,019 reviews)
"Superb place to stay."
United States
Denessy
The price is ₩143,478
₩162,309 total
includes taxes & fees
Jan 20 - Jan 21
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,001 reviews)
"Room was clean and staff was very friendly. "
United States
Maureen
The price is ₩177,090
₩198,339 total
includes taxes & fees
Jan 19 - Jan 20
Hampton Inn by Hilton New Paltz
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

Top Highland Hotel Reviews

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

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

10/10 Excellent
"Very nice staff"
sabrina 1-night trip
Posted 4 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Frequently asked questions

What are some accommodations with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: Features buffet, an indoor pool, and complimentary wired internet access. Residence Inn by Marriott Kingston: Features a snack bar/deli, an indoor pool, and buffet. Hampton Inn by Hilton New Paltz: Offers a snack bar/deli, an indoor pool, and free self parking. Courtyard by Marriott Poughkeepsie: Provides a full-service spa, a seasonal outdoor pool, and 3 bars. Hampton Inn & Suites Poughkeepsie: 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 Franklin D Roosevelt Library & Museum, Franny Reese State Park, 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.