A town that exemplifies the best of small-town America, Pine Plains’ namesake are its many pine trees. Rumored to have been a stop on the Underground Railroad, the location of a bootlegging and distilling operation during Prohibition, and home to unique natural attractions like Stissing Mountain and Thompson Pond – this country town is anything but ordinary. Stay at the cozy Inn at Pine Plains and check out unique places like Gallery & Goods, and Hammertown Barn for one-of-a-kind gifts. Stissing House, an historic 1782 tavern is one of the country’s oldest and longest operating restaurants and offers farm-fresh Provence-inspired cuisine using local ingredients. Visit the recently renovated and restored Stissing Center for great entertainment.
Thank you for reaching out to Dutchess Tourism, Inc. Due to the volume of inquiries, please allow 48 hours for a response. For immediate assistance, please call our main line at (845) 463-4000.
Don't forget to sign up for our monthly newsletter to receive the latest news, top attractions and upcoming events in Dutchess County. For more travel inspiration, view our digital Destination Guide .