Name: Hyatt Place Poughkeepsie / Hudson Valley
Price range: CA $140
Rating: 9

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

CA $139

CA $161 total

Sep 20 - Sep 21

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. ...

Beekman Arms and Delamater Inn

6387 MILL ST Rhinebeck NY

CA $224

CA $253 total

Sep 3 - Sep 4

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! (994 reviews)

"This is a crunchy and dark old hotel to stay only for the nostalgia- After dragging all our luggage from the way back parking lot we were told we were staying blocks away - I guess if you wanted your guests to know you could have emailed us ( with all the other emails you sent ) Also there is no ..."

Reviewed on Aug 31, 2026

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

CA $140

CA $163 total

Sep 22 - Sep 23

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

See all 1,126 properties in Pleasant Valley

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 Chicken Coop

Staatsburg NY

Stay at this vacation home in Staatsburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Margaret Lewis Norrie State Park and Ogden Mills ...

9.6/10 Exceptional! (29 reviews)

"House seems well maintained and in great location. Close to most everything"

Reviewed on Aug 25, 2026

Houseboat River Queen a Peaceful Retreat on The Rondout Creek

Connelly NY

Stay at this houseboat in Connelly. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Hudson River Maritime Museum and Trolley Museum ...

10/10 Exceptional! (6 reviews)

"We had a lovely 2 night stay while we unplugged and relaxed. The house boat was unique and fun. We were comfortable and communication with host was excellent. Thanks for having us!"

Reviewed on Aug 31, 2026

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Kingston NY

Stay at this apartment in Kingston. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Unicorn Bar and Tubby's are located nearby.

9.2/10 Wonderful! (35 reviews)

"The house has been redone in a very pleasing aesthetic and impeccably clean. I appreciated the coffee pods that were left and tea bags and shampoo etc. it’s really thoughtful when owners have these for guests. The beds and bedding were very comfortable and the temperature was easy to make comfortable ..."

Reviewed on Jul 29, 2026

See all properties in Pleasant Valley

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.