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
The price is AED 278 per night from Feb 15 to Feb 16
AED 278
AED 311 total
15 Feb - 16 Feb
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! (959 reviews)
Super clean
Reviewed on 15 January 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 25 November 2025
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
The price is AED 386 per night from Feb 16 to Feb 17
AED 386
AED 436 total
16 Feb - 17 Feb
includes taxes & 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! (1,012 reviews)
Room was nice. Staff was friendly
Reviewed on 7 February 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 25 November 2025
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Highland NY
Stay at this apartment in Highland. Enjoy laundry facilities, air conditioning, and an outdoor pool. Popular attractions Franklin D Roosevelt Library & Museum ...
Beautiful home
The home was very clean. The house was great for us. Ryan was easy to communicate with. If you’re up early enough to see the sunrise, take a look from the front yard. It was beautiful.
Reviewed on 10 October 2024
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! (237 reviews)
Beautiful cottage with all the amenities you would need. Cabinets stocked with some basics like ground coffee, honey, spices, which was very appreciated. Beautiful outdoor spaces that would be great for summer evenings.
Reviewed on 21 January 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
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.
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.
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
- Apple Greens Golf Course
- Franklin D Roosevelt Library & Museum
- Vassar College
- United States Military Academy
- Bard College
- Omega Institute
- Dutchess County Fairgrounds
- Minnewaska State Park
- Catskill State Park
- Angry Orchard
- Resorts World Hudson Valley
- State University of New York-New Paltz
- SplashDown Beach
- Franklin D. Roosevelt Presidential Library and Museum
- Shawangunk Mountains
- Brotherhood Winery
- Storm King Art Center
- Hyde Park Station
- Wing's Castle
