Highland, NY

Travel Guide

Photo by Karen Wirtz
Photo by Allison Alano Flores
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
The price is ¥10,846 per night from Nov 3 to Nov 4
¥10,846
¥12,145 total
Nov 3 - Nov 4
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! (905 reviews)
Everything was good. The only problem was the upstairs person was very heavy. Footed kept me awake the first night other than that always fine.

Reviewed on Oct 17, 2025

SureStay Plus Hotel by Best Western Highland Poughkeepsie
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is ¥14,902 per night from Nov 6 to Nov 7
¥14,902
¥17,602 total
Nov 6 - Nov 7
includes taxes & 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. ...
7/10 Good! (638 reviews)
Location was good and staff was friendly

Reviewed on Oct 23, 2025

The Crossroads Hotel, Newburgh
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd, Poughkeepsie, NY
The price is ¥16,692 per night from Nov 3 to Nov 4
¥16,692
¥19,383 total
Nov 3 - Nov 4
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 ...
8.6/10 Excellent! (1,038 reviews)
I can not say enough about the staff. They were friendly, funny, kind, attentive, helpful and competent. I did not have high expectations of our stay. I needed a safe, clean place for a one night stay with my two young kids and did not want to pay a fortune. But I was very surprised at the quality ...

Reviewed on Oct 20, 2025

Hampton Inn & Suites Poughkeepsie
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

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

Our home is perfect for relaxing and having lots of fun, with near by activity’s
The Scenic Mansion With Breathtaking View

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

The Scenic Mansion With Breathtaking View
Private 37 Acre Lake Estate on 164 Acres - 11 BR

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

Private 37 Acre Lake Estate on 164 Acres - 11 BR
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.

Reviews of Highland

3.8
Guest rating
5 - Excellent
5
5 - Excellent 25%
4 - Good
9
4 - Good 45%
3 - Okay
4
3 - Okay 20%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
2
1 - Terrible 10%

4/5 - Good

Verified traveler

Great little town

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

Cities near Highland