Shenandoah
Travel Guide
Visit Shenandoah
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
The price is CA $184 per night from Sep 2 to Sep 3
CA $184
CA $227 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very good! (1,008 reviews)
"The beds were comfy! The a/c was great! The view was overgrown and half dead trees. There is NO ELEVATOR! On Sunday, brunch at 1915 restaurant was a Princess Barbie brunch even though it was a big weekend for West Point. I prefer to stay anywhere but Overlook lodge. What a terrible stay! I should ..."
Reviewed on Aug 31, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
The price is CA $136 per night from Sep 28 to Sep 29
CA $136
CA $158 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,008 reviews)
"Friendly staff."
Reviewed on Aug 31, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
The price is CA $140 per night from Sep 23 to Sep 24
CA $140
CA $163 total
Sep 23 - Sep 24
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! (1,052 reviews)
"The breakfast was really good! The staff were very kind and accommodating. The room was clean but not impeccable. It was, however, dark. No random flashing lights or blinking alarms. And that's pretty wonderful."
Reviewed on Aug 30, 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.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
New Fairfield CT
Stay at this vacation home in New Fairfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Squantz Pond State Park and Candlewood Lake ...
9.2/10 Wonderful! (54 reviews)
"We stayed there with five people. 3 sisters and 2 husbands and a dog (who gave it 5 stars by the way). The view was gorgeous and we spent every morning and evening sitting outside!!! The 3 bedrooms all had comfortable beds. Albeit the upstairs beds are low, difficult for older people to get out of ..."
Reviewed on Aug 19, 2026
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery NY
Stay at this cottage in Fort Montgomery. Enjoy free WiFi, a garden, and patios. Popular attractions Bear Mountain State Park and Manitoga The Russel Wright Design ...
9.8/10 Exceptional! (141 reviews)
"This was perfect for my husband and me. Couldn't get enough of the view of the surrounding mountains, the Hudson, and the bridge. Communication was prompt and helpful. Would love to comeback in the autumn!"
Reviewed on Jul 16, 2026
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill NY
Stay at this vacation home in Fishkill. Enjoy a garden, laundry facilities, and patios. Popular attractions SplashDown Beach and Van Wyck Homestead Museum are ...
9.2/10 Wonderful! (74 reviews)
"Host very communicative, cozy stay for 8 people minutes from good hiking and downtown Fishkill and Beacon, nice large lawn"
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.
