Roundout Vacations
Book a Hotel + Flight or Car together to unlock savings
Better together
Save up to ₩234,741 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Where to stay in Roundout
Find the best Roundout areas and neighborhoods for the activities you enjoy most. Learn more about Roundout
Hillside
When in Hillside, you can plan a visit to Esopus Creek and Ulster Performing Arts Center, some noteworthy sights in the nearby area.
Roundout Hotel Deals
Kingston Carriage House
85 Abeel St, Kingston, NY
Fully refundableReserve now, pay when you stay
The price is ₩319,425 per night from Jul 7 to Jul 8
₩319,425
₩372,028 total
Jul 7 - Jul 8
includes taxes & fees
9.2/10 Wonderful! (16 reviews)
"one of the best places we’ve stayed at! the poet’s loft is a cozy and quiet two-room suite with two bathrooms. a simple luxury to be enjoyed."
Reviewed on Jun 12, 2025
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
The price is ₩178,918 per night from Jul 10 to Jul 11
₩178,918
₩200,389 total
Jul 10 - Jul 11
includes taxes & fees
7.8/10 Good! (1,004 reviews)
Great stay
"The room was very fresh and clean."
Reviewed on Jun 30, 2025
Beekman Arms Hotel
6387 MILL ST, Rhinebeck, NY
8.2/10 Very Good! (721 reviews)
"Nice old inn and good breakfast"
Reviewed on Jun 19, 2025
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.
Discover the most popular places to visit in Roundout
Ashokan Rail Trail- Woodstock Dike Trailhead
You can take time to visit Ashokan Rail Trail- Woodstock Dike Trailhead during your travels to Kingston. Discover the area's mountain views, or seek out its ski slopes.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.