4/5 - Good
Verified traveler
Great little town
Visit Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
$71 nightly
The price is $80 total per night from Nov 2 to Nov 3
$80 total
Nov 2 - Nov 3
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! (903 reviews)
"Everything is great, but I would expect the breakfast with more variety and healthier choices for the price we paid per night."
Reviewed on Oct 13, 2025
The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
$93 nightly
The price is $109 total per night from Oct 19 to Oct 20
$109 total
Oct 19 - Oct 20
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (618 reviews)
"This time got very clean and spacious room. All was great!"
Reviewed on Oct 14, 2025
Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
$110 nightly
The price is $128 total per night from Nov 3 to Nov 4
$128 total
Nov 3 - Nov 4
Total with taxes and 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 ...
8.6/10 Excellent! (1,028 reviews)
Breakfast was good
"Housekeeper did a great job. The breakfast was the correct way, a meat item everyday (unlike some locations) and good selection."
Reviewed on Oct 15, 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
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 ...
9.2/10 Wonderful! (7 reviews)
Highland
"House was good size for our group. Toilet seat in downstairs bath was broken. House could use a very though cleaning. Lawn could have been cut. Kitchen was beautiful."
Reviewed on Jul 7, 2025
The Scenic Mansion With Breathtaking View
Highland
Stay at this villa in Highland. Enjoy private pools, laundry facilities, and tennis courts. Popular attractions Franny Reese State Park and Mid-Hudson Bridge ...
8.8/10 Excellent! (18 reviews)
"The location is a 5 star location. Some minor issues, no top sheets on any beds but we found them. Weeds around tennis court and swimming pool need to be removed. House was very spacious. Overall, we had a great time."
Reviewed on Aug 21, 2025
Private 37 Acre Lake Estate on 164 Acres - 11 BR
Highland
Stay at this vacation home in Highland. Enjoy a garden, laundry facilities, and patios. Popular attractions Franklin D Roosevelt Library & Museum and Hyde Park ...
Beautiful property, great for a large group
"We spent Christmas here with friends and family and enjoyed our stay. Everything we needed was there. We were only disappointed in the communication with the property manager due to the holiday and technical issues. If you stay in the winter make sure the fireplace has been serviced as the smoke ..."
Reviewed on Dec 26, 2024
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.
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.
Things to do
Llama/Alpaca Hike and Farm Tour
$67
per adult
100% of travellers recommend
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
- Culinary Institute of America
- Mohonk Lake
- United States Military Academy
- Bard College
- Mohonk Preserve Visitor Center
- Marist College
- Dia Beacon
- Omega Institute
- Minnewaska State Park
- SplashDown Beach
- Dutchess County Fairgrounds
- Angry Orchard
- Storm King Art Center
- Vanderbilt Mansion National Historic Site
- Hudson River
- Franklin D. Roosevelt Presidential Library and Museum
- Brotherhood Winery
- Shawangunk Mountains
- Resorts World Hudson Valley
- Millbrook Vineyards and Winery
- Mid-Hudson Civic Center
- West Point Museum
- Algonquin Park
- Michie Stadium
- Ice Time Sports Complex