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Hotels with Pool & Resorts in Highland from NZ$176

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Check availability on Highland Hotels with Pool

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Highland hotels with a pool

Property grounds
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Highland
9.8 out of 10, Exceptional, (26)
"Perfect location and stay"
United States
kareem e.
The price is NZ$555
includes taxes & fees
1 Jan - 2 Jan 2026
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
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, (1000)
"Great stay with many breakfast options! "
United States
Sara
The price is NZ$203
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn & Suites 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, (999)
"Yes stay was pleasant "
United States
henry
The price is NZ$182
includes taxes & fees
9 Jan - 10 Jan 2026
Comfort Suites Fishkill near Interstate 84
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, (398)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is NZ$228
includes taxes & fees
9 Jan - 10 Jan 2026
Home2 Suites By Hilton Poughkeepsie
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, (1000)
"Great customer service and breakfast was excellent "
United States
Dennis
The price is NZ$176
includes taxes & fees
24 Jan - 25 Jan 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1010)
"everything was great "
United States
Christopher
The price is NZ$194
includes taxes & fees
9 Jan - 10 Jan 2026
Hilton Garden Inn 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, (1006)
"Superb place to stay."
United States
Denessy
The price is NZ$197
includes taxes & fees
1 Jan - 2 Jan 2026
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, (1002)
"Clean room, indoor pool a plus for the kids. Great location. "
United States
Dolores
The price is NZ$236
includes taxes & fees
22 Jan - 23 Jan 2026
Hampton Inn by Hilton New Paltz
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, (408)
"Was clean, staff were friendly, and nice."
United States
Wilson
The price is NZ$257
includes taxes & fees
31 Jan - 1 Feb 2026
Residence Inn by Marriott Fishkill
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, (1011)
"very clean and would stay again "
United States
Alvin
The price is NZ$202
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Poughkeepsie / Hudson Valley
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.
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Top Highland Hotel Reviews

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent
"everything "
Nadyra 1-night trip
Posted 2 days ago
Best Western Plus Kingston Hotel And Conference Center

Frequently asked questions

What are some accommodation options with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: Offers a snack bar/deli, an indoor pool and buffet. Hampton Inn & Suites Poughkeepsie: Hotel, 7-minute walk from Vassar College. Provides daily, an indoor pool and free self parking. Quality Inn Poughkeepsie: Offers free self parking, an indoor pool and complimentary wireless Internet access. Residence Inn by Marriott Kingston: Features a snack bar/deli, an indoor pool and free self parking. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Offers a full-service spa, a seasonal outdoor pool and 3 bars.
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, visit 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 the local weather in Highland into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.