Highland
Travel Guide
Visit Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
The price is €86 per night from 24 Sept to 25 Sept
€86
24 Sept - 25 Sept
includes taxes & fees
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 the clean ...
8/10 Very good! (1,011 reviews)
"Alright room, nothing to write home about. Terrible room service"
Reviewed on 5 Sept 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
The price is €97 per night from 13 Sept to 14 Sept
€97
13 Sept - 14 Sept
includes taxes & fees
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,010 reviews)
"Hotel is in good shape with a good breakfast."
Reviewed on 4 Sept 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundable
The price is €131 per night from 8 Sept to 9 Sept
€131
8 Sept - 9 Sept
includes taxes & fees
Stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
8.2/10 Very good! (1,004 reviews)
"The front desk person was unfriendly; I don't think he ever even said "Welcome". We did not have a room in the historic Beekman Inn but an outbuilding, part of the Delamater Inn. The room was spacious and had two comfortable 4-poster beds, a sitting area with nice chairs, and complimentary sherry. ..."
Reviewed on 5 Sept 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.
Private 37 Acre Lake Estate on 164 Acres - 11 BR
Highland NY
Stay at this holiday home in Highland. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Hyde Park Station and Hyde Park Landing are located ...
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 26 Dec 2024
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 24 Aug 2026
Streamside Cottage Half Mile to Town of Woodstock
Woodstock NY
Stay at this cottage in Woodstock. Enjoy free Wi-Fi, a garden and patios. Our guests praise the property condition in their reviews. Popular attractions Woodstock ...
10/10 Exceptional! (296 reviews)
"Jane was welcoming and the property was a little piece of heaven on earth! I felt totally at home! I could keep my own hours and Jane was only a text away if I needed something. My favorite part was having lunch on the deck, outback, watching and listening to the creek! So very peaceful and ..."
Reviewed on 31 Aug 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
€21
per adult
