Highland, NY
Travel Guide
Visit Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
$89 nightly
The price is $100 total per night from Aug 16 to Aug 17
$100 total
Aug 16 - Aug 17
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 ...
8/10 Very Good! (1,012 reviews)
"Staff very friendly. The hotel lobby needs a renovation."
Reviewed on Aug 9, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
$105 nightly
The price is $122 total per night from Aug 20 to Aug 21
$122 total
Aug 20 - Aug 21
Total with taxes and 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 ...
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
$129 nightly
The price is $146 total per night from Aug 10 to Aug 11
$146 total
Aug 10 - Aug 11
Total with taxes and 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! (962 reviews)
"The toilet seat in the bathroom was the height of a toddler seat. Extremely uncomfortable and difficult to use. It is not a normal toilet for adults and should be changed. otherwise, the room was dowdy, but comfortable enough."
Reviewed on Aug 9, 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 ...
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! (14 reviews)
"I stayed here by myself for three days. It was perfect for the getaway/reset I needed. It unfortunately rained a lot during my trip so my outdoor activities were cut short, but the camper is very cozy and was very comfortable during the storms. It's not too far from the house but feels very removed, ..."
Reviewed on Aug 4, 2026
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 ...
10/10 Exceptional! (292 reviews)
"What a wonderful property! The cottage was perfect for 2 with amazing views of the stream. Perfect lication just outside of town. Hoping to return soon!"
Reviewed on Aug 2, 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
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- Millbrook Vineyards and Winery
- Home of Franklin D. Roosevelt National Historic Site
- Stormville Airport Antique Show & Flea Market
- Michie Stadium
- Hudson Highlands State Park
