The Walloomsac Inn is not abandoned even though it looks like it. It is owned by the family that owned it since 1891, and they still live there. The Hotel was built in 1771 and first run by the dewey family, the sold to the Hicks family and was called the "Hicks Tavern" in 1818, and the hicks expanded the building in 1823. In 1848 a railroad was built near the inn and it grew in popularity. A man named George Robinson bought the inn and named it the Walloomsac. The inn was dwindling in popularity, so Robinson built observatory where guests could see 3 mountain ranges to attract business. Often the observatory got blown over from the winds on the mountain so he ditched the idea and sold the hotel. Then the Sanford family bought the inn and sold it again. In 1891 It was then bought by the Berry family, who still owns the hotel now. They added a 3 story part that is connected to the hotel. Business was very slow and the hotel was very musty, and run down until it closed in 1996.
When I went I could tell from the front porch that people were living in it. I just went around the grounds and took pictures of the outside and didn't have any issues.