Restaurants, cafés, and bars worth a visit
10 spots
A Boston sports–themed cafe pouring Vermont-roasted espresso and coffee drinks alongside danishes, bagels, panini sandwiches, award-winning chili, pea…
A welcoming local restaurant north of the village serving hearty, home-style American fare.
A relaxed, friendly neighborhood gathering place with live music, karaoke, delicious food, and a welcoming vibe — a local hub for Windsor nightlife.
Harpoon Brewery's Windsor taproom and beer garden pours craft beers and seasonal brews with outdoor seating, live music, and a welcoming community atm…
PATTini Thai & Sushi brings together the vibrant flavors of Thailand and the artistry of Japanese cuisine — fragrant curries and stir-fries alongside …
A local favorite serving hand-tossed pizzas, hearty calzones, hot grinders, pasta dinners, and fresh salads in a casual, family-friendly setting — a g…
SILO Distillery crafts small-batch spirits and cocktails from local grain, offering tastings and live music in a vibrant Artisans Park tasting room th…
The historic Windsor Diner, a 1952 Worcester Lunch Car, features classic stainless-steel design and large windows serving hearty meals with mid-centur…
Windsor Station is housed in the historic train depot, serving elevated American cuisine — fresh seafood, steaks, and creative seasonal specials — in …