4/5 - Good
Verified traveler
Great little town
Highland, NY
Travel Guide
Visit Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
$76 nightly
The price is $85 total per night from Jan 28 to Jan 29
$85 total
Jan 28 - Jan 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
7.6/10 Good! (957 reviews)
Super clean
Reviewed on Jan 15, 2026
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland NY
Book a stay at this family-friendly vacation home in Highland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Apple Greens Golf Course ...
9.4/10 Exceptional! (11 reviews)
Great place to stay! Communication was great, beds are SUPER comfortable and the separate heating/cooling in each room is nice. The living room doesn't have enough seeing for it to be the hangout spot, so lots of kitchen conversations :) The piano was a fun addition and we had some fun musical moments. ...
Reviewed on Nov 25, 2025
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
$89 nightly
The price is $101 total per night from Feb 8 to Feb 9
$101 total
Feb 8 - Feb 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,005 reviews)
Very nice room. The amenities were great. I would love to book in the future.
Reviewed on Jan 18, 2026
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.
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland NY
Book a stay at this family-friendly vacation home in Highland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Apple Greens Golf Course ...
9.4/10 Exceptional! (11 reviews)
Great place to stay! Communication was great, beds are SUPER comfortable and the separate heating/cooling in each room is nice. The living room doesn't have enough seeing for it to be the hangout spot, so lots of kitchen conversations :) The piano was a fun addition and we had some fun musical moments. ...
Reviewed on Nov 25, 2025
Streamside Cottage Half Mile to Town of Woodstock
Woodstock NY
Stay at this cottage in Woodstock. Enjoy free WiFi, a garden, and patios. Our guests praise the property condition in our reviews. Popular attractions Woodstock ...
9.8/10 Exceptional! (235 reviews)
The view in the snow was absolutely gorgeous and the size of the accommodations was perfect!
Reviewed on Jan 4, 2026
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill NY
Stay at this vacation home in Fishkill. Enjoy a garden, laundry facilities, and patios. Popular attractions SplashDown Beach and Van Wyck Homestead Museum are ...
9.4/10 Exceptional! (55 reviews)
Very nice and clean property.
Reviewed on Jan 16, 2026
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.
Popular places to visit
Franklin D Roosevelt Library & Museum
You can study the exhibits at Franklin D Roosevelt Library & Museum, a museum with a story of its own, during your travels to Highland. While you're in the area, stroll along the riverfront.
Apple Greens Golf Course
4.5/5(2 reviews)
Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area.
Berean Park Beach
Why not spend a lazy afternoon at Berean Park Beach during your trip to Highland? Stroll along the riverfront or discover the mountain views in this family-friendly area.
Things to do
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
$94
per adult
Reviews of Highland
3.8
Guest rating
5/5 - Excellent
Verified traveler
Great area. So much to do. Hiking trails, wineries, apple picking, Roosevelt house, movies, etc...
5/5 - Excellent
Tanya
Close to New Paltz, a special And awesome location to get away from New York to quiet beautiful surroundings, yet convenient enough to partake in College graduation ceremony, and proximity to the town if New Paltz
4/5 - Good
MonaLisa
Plenty to see and do but more convenient if you have your own transportation.
4/5 - Good
JT
Bed was comfortable and room was clean. :)
1/5 - Terrible
Susan
Would never ever stay here again
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- Walkway Over the Hudson State Historic Park
- Franklin D Roosevelt Library & Museum
- Vassar College
- United States Military Academy
- Bard College
- Culinary Institute of America
- Omega Institute
- Marist College
- Mohonk Preserve Visitor Center
- Mohonk Lake
- Minnewaska State Park
- Dutchess County Fairgrounds
- Dia Beacon
- Catskill State Park
- Hudson River
- Resorts World Hudson Valley
- Shawangunk Mountains
- Franklin D. Roosevelt Presidential Library and Museum
- Vanderbilt Mansion National Historic Site
- SplashDown Beach
- Angry Orchard
- Brotherhood Winery
- Mid-Hudson Civic Center
- Mount Saint Mary's College Newburgh
- Wing's Castle
- Storm King Art Center
- Hyde Park Station
- Bardavon 1869 Opera House