The Best Wine list restaurants in Brewster, Massachusetts

Chillingsworth Restaurant is a cozy and inviting establishment located on 2449 Main Street in Brewster, Massachusetts. This charming restaurant offers a unique dining experience with a combination of delicious food, refreshing drinks, and a laid-back atmosphere. Whether you're looking to enjoy a casual meal with friends or celebrate a special occasion, Chillingsworth Restaurant is the perfect spot. With a diverse menu featuring a variety of dishes made with fresh, locally sourced ingredients, there is something for everyone to enjoy. So come on in, grab a seat at the bar or a table, and unwind with great food and drinks at Chillingsworth Restaurant.

The Captain Freeman Inn, located at 15 Breakwater Road in Brewster, Massachusetts, is a beautifully restored Sea Captain's mansion just a short walk away from Breakwater Beach. This award-winning Bed and Breakfast has been recognized with the Tripadvisor Certificate of Excellence for the past 11 years, offering guests a deluxe seaside experience year-round. Guests can enjoy the outdoor heated salt water swimming pool and custom firepit, providing the ultimate in luxury and relaxation in every season. The inn also offers a gourmet three-course breakfast made with farm-to-table ingredients, served in a charming indoor dining area or on the screened porch.