This waterfront restaurant overlooking the Chester River is a great option for breakfast, lunch or dinner. The menu has something for everyone, but the seafood is highly recommended. Sit outside on the covered deck and enjoy the water views! Reservations are recommended.
Completely gluten-free, this cute breakfast and lunch spot is located in the heart of historic Chestertown. Whether you're looking for a cup of coffee and a pastry or a sandwich and smoothie bowl, Figg's Original has you covered!
This award winning Italian restaurant is open for both lunch and dinner serving pizza, pasta, salads and sandwiches.
This restaurant is the perfect stop for Sunday brunch served 10am to 2pm! Gluten free and farm-to-table options available.
Only 10 minutes north of Chestertown, this award-winning and family-owned winery sits on a 365-acre farm. The wine tasting room is open 7 days a week!