4/5 - Good
Verified traveler
Great little town
Visit Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
The price is AED 293 per night from Jan 4 to Jan 5
AED 293
AED 329 total
4 Jan - 5 January 2026
includes taxes & 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! (936 reviews)
good quality friendly service
Reviewed on 28 November 2025
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is AED 335 per night from Dec 12 to Dec 13
AED 335
AED 389 total
12 Dec - 13 Dec
includes taxes & fees
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
8.8/10 Excellent! (1,018 reviews)
Comfortable room
Reviewed on 30 November 2025
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
The price is AED 382 per night from Dec 7 to Dec 8
AED 382
AED 432 total
7 Dec - 8 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,000 reviews)
Very clean rooms. Bed was comfortable. No complimentary breakfast.
Reviewed on 30 November 2025
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! (10 reviews)
The house was great and the host was amazing!! We had a great time.
Reviewed on 6 November 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! (231 reviews)
The host, Jane, was super helpful. One thing that stood out about the place is waking up there, the bedroom as windows on all sides which you can only experience when you are there. In other words way better than the pictures. Every morning we made coffee and enjoyed it next to the creek. The rest ...
Reviewed on 13 November 2025
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! (49 reviews)
Best place ever, various entertainment options from projector to tvs.
Reviewed on 2 December 2025
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.
Franny Reese State Park
You can take time to visit Franny Reese State Park during your travels to Highland. Stroll along the riverfront or discover the mountain views 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.
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
- Walkway Over the Hudson State Historic Park
- Franklin D Roosevelt Library & Museum
- Berean Park Beach
- Apple Greens Golf Course
- Vassar College
- Mohonk Lake
- Bard College
- United States Military Academy
- Marist College
- Culinary Institute of America
- Omega Institute
- Dia Beacon
- Minnewaska State Park
- Mohonk Preserve Visitor Center
- Catskill State Park
- Hudson River
- State University of New York-New Paltz
- Dutchess County Fairgrounds
- Angry Orchard
- Resorts World Hudson Valley
- Vanderbilt Mansion National Historic Site
- Franklin D. Roosevelt Presidential Library and Museum
- SplashDown Beach
- Storm King Art Center
- Shawangunk Mountains
- Mid-Hudson Civic Center
- Brotherhood Winery
- Poughkeepsie Galleria
- Bardavon 1869 Opera House
- Mount Saint Mary's College Newburgh
- Ice Time Sports Complex
- Stormville Airport Antique Show & Flea Market
