Roundout Holidays
Book a Hotel + Flight or Car together to unlock savings
Where to stay in Roundout
Hillside
While there might not be top attractions in Hillside, you can explore the larger area and discover places like Esopus Creek and Ulster Performing Arts Center.
Top hotels in Roundout
Kingston Carriage House
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 21 Oct 2025
Best Western Plus Kingston Hotel And Conference Center
The room was great—clean. The restaurant was great—the food was tasty. The staff was exemplary. I would definitely stay here again.
Reviewed on 11 Nov 2025
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Very clean and modern hotel for the price. Safe area, very comfortable beds, large rooms. Stayed here before and forgot, when we pulled up we were excited. We remembered how great it was! Definitely would stay again. Not far from New Paltz so a great choice if closer hotels are booked. Worth the ...
Reviewed on 14 Nov 2025
Popular places to visit
Kingston Rondout Visitor Center
Kingston Rondout Visitor Center is just one of the places to see in Kingston, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the area's entertainment venues.
Hudson River Maritime Museum
You can study the exhibits at Hudson River Maritime Museum, a museum with a story of its own, during your trip to Kingston. Experience the area's entertainment venues and festivals.
Trolley Museum of New York
You can browse the exhibits at Trolley Museum of New York, a museum with a storied past, during your holiday in Kingston. Experience the area's entertainment venues and festivals.