Name: SureStay Plus Hotel by Best Western Highland Poughkeepsie
Price range: $100 total

Beekman Arms and Delamater Inn

6387 MILL ST Rhinebeck NY

$129 nightly

$146 total

Aug 16 - Aug 17

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! (968 reviews)

"We’ve stayed here a few times as we are parents of a college student in the area. Price is reasonable and it is always clean and easy to navigate. Highly recommend."

Reviewed on Aug 12, 2026

Hunter Lodge, a Bluebird by Lark

7433 Main St Hunter NY

$125 nightly

$135 total

Sep 1 - Sep 2

Total with taxes and fees

Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY

$89 nightly

$100 total

Aug 30 - Aug 31

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 ...

See all 1,760 properties in Ruby

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.

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

282 Cairo Junction Rd Catskill NY

Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...

9.6/10 Exceptional! (271 reviews)

"My husband and I just wanted to get away to quiet. Did we get that! The check in was flawless. They communicated via text daily if we needed and resupplies. The unit was nestled in a secluded spot. We did not see anyone else. The unit was clean and well appointed. The bathroom was generous considering ..."

Reviewed on Aug 12, 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! (294 reviews)

"perfect for a quiet getaway for 2."

Reviewed on Aug 11, 2026

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Kingston NY

Stay at this vacation home in Kingston. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Thorn Preserve - Catskill Center and Ashokan ...

9.6/10 Exceptional! (96 reviews)

"Nice secluded tiny house. Peaceful setting and responsive hosts! Fans provided are helpful to circulate AC throughout the space! Economical price for short stay lodging!"

Reviewed on Aug 12, 2026

See all properties in Ruby

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.