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Find Luxury Hotels in Highland, NY

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Check availability on Highland Luxury Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Highland luxury hotels

Reception
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (949)
"Was a great stay! "
United States
Alane
The price is ￥12,512
￥14,012 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Gazebo
Atlas Motor Lodge

Atlas Motor Lodge

Atlas Motor Lodge
2.0 star property
Highland
7.0 out of 10, Good, (224)
"Two things I felt were needed: 1) better lighting outside along the road up to the Atlas. At night time, it is quite dark and the house on the right where we turn was lit up but not the hotel office. It was confusing. 2) A much bigger sign is needed for the hotel office. Again at night is when many guests arrive and once you are inside I had to figure out their old system of picking up the phone and wait for someone to come check me in. "
United States
Emilie
Atlas Motor Lodge
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

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Clean, new hotel! Great staff."
Alexander 1-night trip
Posted 3 days ago
Courtyard by Marriott Poughkeepsie

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Highland?
Use Expedia to help you arrange a flight to Stewart Intl. Airport (SWF) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a vacation, so we make it easy to get what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Highland offers. Highland has some interesting things to see and do including Walkway Over the Hudson State Historic Park and Franklin D Roosevelt Library & Museum, so you might want to take in the local sights during your visit.
When can I expect good weather in Highland?
Planning for the weather is an important factor for making your trip to Highland a success, especially when you're splurging. 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.
What's there to see and do in Highland?
Experience Highland and visit Walkway Over the Hudson State Historic Park, Franklin D Roosevelt Library & Museum, and Berean Park Beach. If you have a little extra time during your trip, you might want to make a stop at Franny Reese State Park and Apple Greens Golf Course.