Highland
Travel Guide
Visit Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
The price is CA $123 per night from Aug 31 to Sep 1
CA $123
CA $138 total
Aug 31 - Sep 1
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 ...
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
The price is CA $140 per night from Sep 8 to Sep 9
CA $140
CA $162 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,055 reviews)
"Everyone that works there is so amazing so professional thank you so much"
Reviewed on Aug 24, 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
The price is CA $223 per night from Sep 20 to Sep 21
CA $223
CA $252 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very good! (987 reviews)
"I have a habit of calling ahead a day or two before my arrival to make sure my reservation is confirmed. I made numerous attempts to to so and no one was answering the phones? It took from 1.30pm - 8.30pm to reach someone.... Other than the trash can missed being empty, all was very nice. I will ..."
Reviewed on Aug 26, 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.
The Scenic Mansion With Breathtaking View
Highland NY
Stay at this villa in Highland. Enjoy private pools, laundry facilities, and tennis courts. Popular attractions Franny Reese State Park and Mid-Hudson Bridge ...
8/10 Very good! (24 reviews)
"This property sits on the top of a hill and offers great views over the countryside. The exterior of the property offers a nice tennis court but it has poison ivy around the perimeter and actually inside the court's fence making retrieving balls hazardous, a nice swimming pool, and outdoor furniture ..."
Reviewed on Aug 24, 2026
Private 37 Acre Lake Estate on 164 Acres - 11 BR
Highland NY
Stay at this vacation home in Highland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Franklin D Roosevelt Library & Museum and Hyde ...
9.4/10 Exceptional! (3 reviews)
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
TRANQUIL MOUNTAIN SOLITUDE
Pine Bush NY
Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Ellenville Fault Ice Caves and VerKeerderkill Falls are located nearby.
10/10 Exceptional! (17 reviews)
"We had a wonderful time here! It had everything anyone could want -- AC, wifi, a TV, and they left out everything to make a fire -- charcoal, lighter fluid, a small grill and a fire pit. It was really easy to communicate with the hosts and they were very friendly and helpful. I would definitely recommend ..."
Reviewed on Aug 20, 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.
Stay near popular Highland attractions
Things to do
Hallows and Hauntings of Hyde Park Ghost Tour
CA $45
per adult
