Our Portfolio


Main Street Hospitality Group currently oversees six dining spaces in its portfolio. They range from classic hotel dining rooms to quirky cafes. The underlying philosophy at each of these eateries is to create cuisine that is deeply rooted in the Berkshire region’s history while emphasizing natural flavors and the use of fresh, local ingredients.   Over the years this philosophy has helped us build a reputation as a pioneer in the regional sustainable food movement, as well as for some of the regions finest dining and genuine New England hospitality.

Main Dining Room

The Red Lion Inn


Surrounded by soft candlelight, crystal chandeliers, antique china and colonial pewter, The Red Lion Inn’s main dining room is the perfect place to spend a romantic evening or mark a special occasion. Long the focal point of the Inn’s superior culinary reputation, the dining room’s menu features both traditional favorites and contemporary interpretations of New England cuisine. Its wine list, featuring over 400 selections, is a perennial recipient of Wine Spectator’s Award of Excellence.

The Courtyard

The Red Lion Inn


For those who enjoy the casual ambiance of open-air summer dining, the flower-filled Courtyard provides a picturesque garden setting for lunch or dinner from June through September. The Courtyard menu features traditional Red Lion favorites as well as seasonal specialties and a cookout every Friday evening during the summer. After a Tanglewood concert or a play at the Berkshire Theatre Festival, the Lion’s Court is the ideal place to enjoy a cocktail under a star-filled sky.

Widow Bingham's Tavern

The Red Lion Inn


Named for one of the Inn’s original owners, the rustic and family-friendly Widow Bingham’s Tavern offers The Red Lion Inn’s traditional favorites and updated classics in a comfortable setting. The hearty and savory fare is served in a cheerful room adorned with historic signs, wicker baskets, and other memorabilia.  It’s the must-visit place for a relaxing lunch or dinner, served with a glass of favorite wine or pint of local craft-brewed beer.

The Lions Den

The Red Lion Inn


The Lion’s Den pub, located downstairs at The Red Lion Inn, offers entertainment seven nights a week, and never a cover charge. There’s different entertainment each night, with regular appearances by local performers including David Grover, the Sun Mountain Fiddler, and the Housatonic Philharmonic, offering everything from acoustic folk to R&B, and reggae to the blues.

Eat On North

Hotel On North


Eat on North is a casual restaurant where good, honest, uncomplicated food is served without pretension. The menu, which focuses on flavorful American cuisine, is overseen by Executive Chef Ron Reda, a former White House Chef and Pittsfield local, who has a passion for fresh local ingredients and culinary creativity. In fact, the restaurant takes pride in being a stage that showcases the real stars behind its food – the growers, farmers and artisans who make a place like Eat on North possible.


Seeds Market Café

Hancock Shaker Village


Located in historic Hancock Shaker Village, Seeds Market Cafe highlights the spirit and nature of the Shaker’s authentic living heritage.  Located steps from the village’s heirloom vegetable and herb gardens, the fresh-picked menu items celebrate Shaker-inspired, neighborhood-sourced food, as well as special event dinners and catering for all occasions and gatherings.