Roundout Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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 ₩308,348 per night from Dec 8 to Dec 9
₩308,348
₩359,163 total
Dec 8 - Dec 9
includes taxes & fees
8.8/10 Excellent! (27 reviews)
Renovated house with charm and lots of luxury details. Great location though we had a little trouble finding parking at night when the area is busy. We had a great stay and would stay here again next time we are in town!
Reviewed on Oct 21, 2025
Heddwyn House
24 Presidents Pl, Kingston, NY
10/10 Exceptional! (1 review)
This is a beautiful bed and breakfast and the host is just lovely! I would absolutely stay again!!!
Reviewed on Oct 22, 2025
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
The price is ₩165,105 per night from Nov 16 to Nov 17
₩165,105
₩184,917 total
Nov 16 - Nov 17
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Room was clean and comfortable.
Reviewed on Nov 3, 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.