Unique Local Dining in Windsor, VT
Windsor Food & Drink
Boston Dreams, a Boston sports–themed cafe, offers Vermont roasted espresso & coffee drinks, danishes, bagels, panini sandwiches, award winning chili, pea soup and ice cream.
Harpoon Brewery Taproom and Beer Garden offers craft beers, seasonal brews, and local flavors, with outdoor seating, live music, and a welcoming community atmosphere.
SILO Distillery crafts small-batch spirits and cocktails, offering tastings and live music in a vibrant setting that showcases Vermont flavors and traditional distilling techniques.
Offering a wide selection of Chinese favorites, from flavorful stir-fries and noodle dishes to crispy egg rolls and savory combination plates. Friendly service, generous portions, and quick takeout, it's a dependable choice.
The historic Windsor Diner, a 1952 Worcester Lunch Car, features classic stainless-steel design and large windows, serving hearty meals with mid-century charm.
Pattini Thai & Sushi Cuisine brings together the vibrant flavors of Thailand and the artistry of Japanese. From fragrant curries and stir-fries to fresh sushi rolls and sashimi, there is something for everyone.
The historic Windsor Diner, a 1952 Worcester Lunch Car, features classic stainless-steel design and large windows, serving hearty meals with mid-century charm. Currently closed as it is undergoing a relocation and rennovations, stay tuned.
Enjoy a relaxed, friendly atmosphere at Georgetown Tavern, a neighborhood gathering place with live music, delicious food, karaoke, and a welcoming vibe! Come experience the local nightlife.
A local favorite, serving hand-tossed pizzas, hearty calzones, hot grinders, pasta dinners, and fresh salads in a casual, family-friendly setting. It's a go-to spot for classic comfort food made to order.
Windsor Station is housed in a historic train depot, where guests enjoy flavorful meals in a charming setting that celebrates the town’s railroading heritage.
Elevated American cuisine, fresh seafood, steaks, and creative seasonal specials.
Online Ordering, Catering and Regional Options
Black Hill Preserves crafts small-batch jams, jellies, preserves, marmalades, and specialty spreads using high-quality ingredients and time-honored recipes. From classic fruit favorites to unique seasonal flavors, their handcrafted products are available for convenient online ordering and make a delicious gift or addition to your pantry.
Good Hands Creamery makes small-batch, handcrafted raw milk cheeses using traditional techniques and fresh, local milk from nearby Vermont farms. Check their website to see where they distribute their cheese locally.
802-989-4384
cheesecakesbylogan@gmail.com
Pre-order your handcrafted, made-to-order cheesecakes in an impressive variety of classic and creative flavors. Using quality ingredients and baked from scratch, each cheesecake is a rich, decadent dessert that's perfect for celebrations or an everyday treat!
341 US-5, Windsor
(802) 674-6653
Green Mountain Smokehouse crafts premium smoked bacon, ham, turkey, sausages, and specialty meats using time-honored smoking techniques. Known for exceptional quality and rich flavor, their products reflect Vermont craftsmanship.
Covered Bridge Cookies is a charming local bakery specializing in handcrafted cookies, brownies, and sweet treats made with quality ingredients and plenty of homemade flavor. Order online, or visiting them at local markets and events, their fresh-baked creations are a delicious treat.
(802) 738-9022
Munchie-Rollz can serve your next catering event. Creative comfort food with a fun twist, featuring signature stuffed rolls packed with savory fillings. Look for Munchie-Rollz at local events and area farmers markets.

















