Things To Do
Shopping
Perfect for window shoppers, downtown Woodstock has so many places to browse! We recommend heading to Tinker Street and walking around. Some of our favorite shops are Woodstock Music Shop, Three Turtle Dove (vintage shop), and The Golden Notebook (bookstore).
Pearl Moon
Cozy, outdoor-friendly spot serving brunch and American eats such as eggs, pancakes, burgers, fried chicken and brisket tacos. Katie highly recommends ordering a side of the biscuits to munch on while you wait for your meal.
Silvia
Higher-end, dinner-only restaurant with amazing food! Open kitchen, with a wood-fired grill and pantry of organic vegetables, reflects their dedication to locally-sourced ingredients. We celebrated Dan's 29th birthday here and had such a lovely time!
Overlook Mountain Trail
Rated as moderate, this hike leads you up to a beautiful overlook! We did this hike on our first trip to Woodstock and loved it, however, it was more challenging than we expected. It’s a pretty steep climb, but at the top is a fire tower you can climb up to for a great view, as well as the ruins of an old hotel that burned down twice (possibly by the mob?).
Comeau Property Trail
Rated as easy, this trail offers a scenic view while strolling in a quick loop.