Overlook Mountain House, Woodstock NY


When Ken, the boys and I went hiking at Overlook Mountain in 2020 I knew I had to take an engaged couple here to do their engagement session. I had a vision of exactly what I wanted and I couldn't wait to find the perfect couple who would be willing to try this adventure!


When Brenda and Jim were deciding where they wanted to go for their engagement session, I mentioned Overlook and to my delight they agreed!!! Both of them are active, so they had no problems hiking to the top, whereas me and my husband are not in the best of shape. LOL. Half way up I was starting to wonder if this was a good idea but once we got there, I knew I was right!


According to Wiki - The original Overlook Mountain House hotel was designed and built in 1871. At 2,920 feet, it was at a higher elevation than the nearby Catskill Mountain House or other hotels in the area. The hotel had capacity for 300 guests, and was destroyed by fire in 1875. The hotel was rebuilt by the Kiersted Brothers in 1875, and faced increasing competition from the Grand Hotel, Hotel Kaaterskill, and Laurel House. The hotel again burned down in 1923, and architect Frank P. Amato was hired by owner Morris Newgold to redesign and rebuild it. This design was never completely built, as the hotel's elevation and lack of rail transportation made it difficult for customers to reach the site, compounding owner Newgold's financial difficulties. The State of New York acquired much of the land, and the hotel was boarded up in 1940. Further fire damage in the mid-1960s brought down a roof-top tower which had remained standing until that point.


This is the engagement session brings together the old ruins and broken dreams, and the start of something new, and beautiful and full of promise.

Meet Brenda and Jim, at the Overlook Mountain House ruins.