Chester, a town of less than 4,000 people, is fortunate to have 11 restaurants from which to choose. Each one is unique, individually owned, and offers some of the best food and ambiance to be found anywhere. We invite you to try them all! From breakfast at dawn to late evening dining, you'll be pleased and coming back for more memorable experiences.
A casual and stylish restaurant with a daily changing menu, handmade cocktails and a great wine list. Open every day for lunch and dinner. "The food is excellent. The decor is sleek, even stunning." The Hartford Courant
The folks at River Tavern bring you OTTO, a family friendly pizzeria offering a simple, delicious menu of wood-fired oven pizza, fresh salads and a fab selection of beer and wine. Eat in or take out. Dinner only. No reservations.
A gourmet general store with a diverse selection of gifts, as well as soups, salads, sandwiches, desserts, organic coffees and teas. Daily specials. Eat in or take out. We also cater and have prepared food to go. Open daily.
The place to be during Chester's early morning hours. We feature specialty breakfast sandwiches and pastries. Our menu changes daily. Eat in or phone in and take out. Breakfast served daily.
13 Main Street
A popular local meeting place for food and spirits. Open daily, serving lunch and dinner 11:30–9:45. Bar open until 12:45am Mon–Thurs, 1:45am Fri–Sat. Largest draft selection in the River Valley. Ice cream shop outdoor window.
A friendly deli tucked behind Main Street. House-made soups, sweets, picnic fare, and comfort food. Catering, specialty foods and gift baskets. Dine in or take out. Savoring the locals and welcoming visitors for over 25 years!
Dennis Welch, chef/owner
4 Water Street
At the historic Rogers & Champion Brushworks, with covered bridge, chestnut beams, fireplace, and outdoor dining terraces. Come and enjoy Classic-American cuisine with a twist. Live music on weekends.
Serving traditional recipes in a relaxing, family-friendly atmosphere. Fun and flavorful Thai food made with fresh, healthy ingredients. Dine in and enjoy a glass of tap beer, house wine or sake with your meal, or order takeout to bring home with you.
As local as craft beer gets, from our house to yours! We're a 3bbl production brewery and taproom in an almost 200 year old building, right in the heart of the village. Our tap list is ever-changing, so there's always a beer on tap for anyone! We also serve local cider.