Roundout Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
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 ₩362,125 per night from Aug 10 to Aug 11
₩362,125
₩421,802 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (19 reviews)
"The place was clean, inviting and perfect for a getaway. Great communication. Our only concern was that We did book for party of three and amenities like robes/ breakfast was only catered for two."
Reviewed on Aug 1, 2025
Holiday Inn Express Poughkeepsie by IHG
2750 South Road, Poughkeepsie, NY
Fully refundable
The price is ₩150,962 per night from Aug 17 to Aug 18
₩150,962
₩175,306 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"The bathroom needed some work. The edges and corners have a lot of dirt build up"
Reviewed on Aug 3, 2025
Americas Best Value Inn New Paltz
7 Terwilliger Ln, New Paltz, NY
Fully refundableReserve now, pay when you stay
The price is ₩131,254 per night from Aug 14 to Aug 15
₩131,254
₩147,004 total
Aug 14 - Aug 15
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Reasonable rates convenient to all"
Reviewed on Jul 30, 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.