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Hotels with Pool & Resorts in Highland from AU$156

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Best Highland Hotels with Pool

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 AU$498
includes taxes & fees
31 Dec - 1 Jan 2026
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

2.5 star property
Fishkill
8.4 out of 10, Very good, (1006)
"I had a very nice stay"
United States
Mischelle
The price is AU$172
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Hampton Inn & Suites Poughkeepsie

2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1003)
"Clean room, decent breakfast, friendly staff "
United States
Irina
The price is AU$159
includes taxes & fees
13 Dec - 14 Dec
Hampton Inn & Suites Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1003)
"Lovely property, wonderful staff will definitely return back."
United States
Dennis
The price is AU$177
includes taxes & fees
8 Dec - 9 Dec
Hyatt Place Poughkeepsie / Hudson Valley

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1002)
"It was a great place to stay "
United States
Amanda
The price is AU$156
includes taxes & fees
13 Dec - 14 Dec
Hilton Garden Inn Fishkill

Best Western Fishkill Inn & Suites

3.5 star property
Fishkill
8.8 out of 10, Excellent, (957)
"Place was amazing "
United States
Neydi
The price is AU$180
includes taxes & fees
11 Dec - 12 Dec
Best Western Fishkill Inn & Suites

Home2 Suites By Hilton Poughkeepsie

3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (386)
"pleasant, quick check in, lovely room, excellent breakfast"
United States
Peter
The price is AU$190
includes taxes & fees
14 Dec - 15 Dec
Home2 Suites By Hilton Poughkeepsie

Hampton Inn by Hilton New Paltz

2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1005)
"Clean, comfortable, wonderful staff"
United States
Nicole
The price is AU$188
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn by Hilton New Paltz

Homewood Suites by Hilton Poughkeepsie

3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1005)
"The rooms are pretty nice and staff very welcoming and friendly."
United States
Hovendra
The price is AU$208
includes taxes & fees
14 Dec - 15 Dec
Homewood Suites by Hilton Poughkeepsie

Courtyard by Marriott Kingston

3.0 star property
Kingston
8.8 out of 10, Excellent, (1003)
"Great stay!!"
United States
Anita
The price is AU$185
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Kingston
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.

Top Highland Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: Offers daily, an indoor pool and free self parking. Quality Inn Poughkeepsie: Provides a snack bar/deli, an indoor pool and buffet. Hampton Inn & Suites Poughkeepsie: Features free self parking, an indoor pool and complimentary wireless Internet access. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Offers a full-service spa, a seasonal outdoor pool and 3 bars. 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, 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.