TOP 30 Dining experiences on main street in Great Barrington, Massachusetts

Main Street is a charming clothing store located at 317 Main Street in the heart of Great Barrington, Massachusetts. With a curated selection of stylish and trendy apparel, Main Street offers a unique shopping experience for fashion enthusiasts. From chic dresses to cozy sweaters, this store has something for everyone. Come visit Main Street and discover the latest in fashion trends at this must-visit destination in Great Barrington.

Pleasant and Main Cafe General Store is a charming establishment located at 1063 Main Street in Great Barrington, Massachusetts. This cafe offers a cozy atmosphere with both indoor and outdoor dining options. Customers can also choose to take their food to go with convenient takeout services available. The cafe prides itself on providing a pleasant experience for all visitors, whether they are stopping by for a quick bite or enjoying a leisurely meal. With a focus on delicious food and friendly service, Pleasant and Main is a must-visit destination in the Housatonic area.

Welcome to William Pitt Sotheby's International Realty - Great Barrington Brokerage, your premier destination for exceptional real estate services in the heart of the Berkshires. Located at 306 Main Street, Great Barrington, Massachusetts, our office blends the prestige of a world-renowned real estate brand with the warmth and expertise of local market knowledge. Our team is committed to providing sophisticated yet personable service to our discerning clients, ensuring a seamless experience whether you're buying or selling a home. The Berkshires, a stunning year-round resort destination, is known for its picturesque landscapes, vibrant cultural scene, and a lifestyle that combines relaxation with refinement. This area attracts a diverse array of residents from around the globe, drawn by its creative energy, world-class artisans, and exceptional farm-to-table dining experiences.

The Well Restaurant Bar is a vibrant establishment located on Main Street in the charming town of Great Barrington, Massachusetts. This popular spot offers a unique blend of delicious food, craft cocktails, and a welcoming atmosphere for locals and visitors alike. Whether you're looking for a casual meal with friends or a night out on the town, The Well has something for everyone. Come and enjoy a diverse menu featuring both classic dishes and innovative creations, all made with fresh, locally sourced ingredients. With its cozy interior and friendly staff, The Well is the perfect place to unwind and indulge in great food and drinks.

Aroma Bar and Grill is a vibrant and diverse Indian restaurant located at 485 Main Street in Great Barrington, Massachusetts. Featuring authentic flavors from all parts of India, our menu offers a variety of dishes that are rich in perfectly blended spices to create a unique and distinctive taste. From soups and appetizers to tandoori specials, masalas, biryanis, and more, there is something to satisfy every palate. As a recipient of the 2018 Best of Pittsfield Award for Indian Restaurants, we take pride in providing exceptional hospitality and delicious food. Whether you dine in or take out, Aroma Bar and Grill promises a memorable and flavorful experience. Don't miss out on our famous Basmati rice and Chana Masala - a true crowd pleaser! Visit us soon and indulge in the real traditional taste of Indian cuisine.

Momma Lo's Southern Style BBQ is a beloved institution located at 284 Main Street in Great Barrington, Massachusetts. Our pitmasters are true experts in the art of barbeque, using only the finest ingredients and time-honored techniques to create mouthwatering dishes. They are constantly experimenting with new flavors and cooking methods to keep our menu fresh and exciting. At Momma Lo's, we believe in giving back to the community that has supported us. Whether it's sponsoring local events or donating to charities, we are always looking for ways to make a positive impact on our community. Come taste the difference that our pitmasters' dedication makes and experience the warmth and hospitality that makes Momma Lo's more than just a restaurant - it's a part of the community.

Fiesta Bar and Grill is a vibrant and lively restaurant located at 284 Main Street in Great Barrington, Massachusetts. Serving up delicious Mexican cuisine with a modern twist, this establishment is a popular spot for locals and visitors alike. With a cozy and inviting atmosphere, Fiesta Bar and Grill is the perfect place to enjoy a tasty meal with friends and family. From flavorful tacos and sizzling fajitas to refreshing margaritas and icy cold beers, there is something for everyone to enjoy at this bustling eatery. Come on down and experience the fiesta for yourself!

Rubi's Coffee and Sandwiches is a cozy cafe located on Main Street in the charming town of Great Barrington, Massachusetts. This inviting establishment offers a variety of delicious sandwiches, freshly brewed coffee, and other delectable treats. Whether you're looking for a quick bite to eat or a relaxing place to enjoy a cup of coffee, Rubi's is the perfect spot. With its friendly staff and welcoming atmosphere, it's no wonder why locals and visitors alike love stopping by this hidden gem. Come visit Rubi's Coffee and Sandwiches at 264 Main Street for a delightful dining experience that will leave you coming back for more.

Miller's Pub is a cozy and welcoming bar located on Main Street in the charming town of Great Barrington, Massachusetts. Known for its friendly atmosphere and delicious drinks, this local favorite is the perfect spot to unwind after a long day or catch up with friends. With a wide selection of beers, wines, and cocktails, as well as tasty bar snacks, Miller's Pub is sure to become your go-to spot for a good time. So come on in, grab a seat at the bar, and enjoy a cold drink at Miller's Pub.

Welcome to The Bistro Box, your go-to destination for delicious, locally-inspired cuisine in the heart of Great Barrington, Massachusetts. Conveniently located at 937 South Main Street, our charming eatery offers a warm and inviting atmosphere where you can enjoy a delightful dining experience. At The Bistro Box, we pride ourselves on serving a diverse menu that features fresh, high-quality ingredients sourced from local farms and suppliers. Whether you're craving a hearty breakfast, a satisfying lunch, or a delectable dinner, our skilled chefs craft each dish with passion and creativity to ensure a memorable meal.