Wine & Food

Talk about a long-standing dining tradition. Since welcoming our first guests more than two hundred years ago, we have developed a reputation for outstanding food and genuine New England hospitality in our restaurants. Our five, diverse formal and casual eateries are must-stops for some of the best food in the the Berkshires. Our team is headed up by Brian Alberg, Main Street’s Vice President of Culinary Development who works alongside with Executive Chef, Max Kiperman. Menus reflect an approach that is globally inspired and locally sourced.


Wine is many things: an ingredient to a great meal, a celebratory toast, a conversation starter. At The Red Lion Inn, we feel that a wine list should be deep enough to fit every mood and occasion. Whether you want a crisp, dry rose’ on a summer afternoon with house made charcuterie and cheese, or First Growth Bordeaux to accompany your prime rib, we offer over 560 selections and 50 half bottles to complement your meal and taste. Maybe that’s why being honored with “The Best of Award of Excellence” by Wine Spectator is an annual thing around here.

Wine List Sommelier Selections

Main Dining Room

Breakfast: Monday – Friday: 7 – 10 a.m. / Saturday – Sunday: 7:30 – 10:30 a.m.

Lunch: Monday – Friday: 12 - 2:30 p.m. / Saturday & Sunday: 12 – 4 p.m.

Dinner: Sunday – Thursday 5:30 – 9 p.m. / Friday & Saturday 5:30 – 9:30 p.m.

Surrounded by soft candlelight, crystal chandeliers, antique china and colonial pewter, dining in our Main Dining Room is like taking a step back in history to the Gilded Age. It’s an ideal place to spend a romantic evening or mark a special occasion. Long the focal point of our culinary reputation, the dining room’s menu features a blend of traditional favorites and contemporary interpretations of classic New England cuisine. Our wine list, featuring over 400 selections, is a perennial recipient of Wine Spectator’s Award of Excellence.

Main Menus & Special Occasions Reservations

Widow Bingham's Tavern


Sunday–Thursday 5:30 – 9 p.m.

Friday–Saturday 5:30 – 9:30 p.m.

Named for old Widow Bingham, one of the Inn’s original owners, this rustic and family-friendly tavern offers traditional favorites and updated classics. Hearty sandwiches, fresh salads and savory soups are served up in a cozy, yet somewhat quirky setting adorned with historic signs, old posters, wicker baskets, and a hodgepodge of other memorabilia. It’s the must-visit place for a relaxing lunch or dinner, served with a glass of your favorite wine, our legendary Bloody Mary or a pint of locally craft-brewed beer.


The Lion’s Den

Monday - Thursday & Sunday 4-9:30 pm
Friday & Saturday 4-10 pm

The Lion’s Den pub is located down the steps in the cellar at The Red Lion Inn. the popular venue offers pub fare and live music seven nights a week. The pub’s music calendar features numerous local and regional acts, showcasing everything from acoustic folk to R&B, reggae and the blues. And you never know who might drop in. Best of all, there’s never a cover charge.

Menu Entertainment

The Courtyard

Lunch: Everyday 12-4 p.m.


Sunday–Thursday 5 – 9 p.m.

Friday–Saturday 5 – 9:30 p.m.

The Courtyard is open daily, weather permitting.

There’s nothing quite like basking under the shade of an umbrella while enjoying casual, outdoor dining on a lazy summer afternoon, or wiling away the evening with a cocktail under a star-filled sky. 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.


Main Street Hospitality Catering & Events

At Main Street Catering we believe there should be no limit to your vision and imagination. Especially when it comes to your special event or gathering. Whether it’s an intimate dinner party, a wedding or a business event at one of our cultural landmarks, we can tailor our services to what you want … when you want it … and where you want it. So no matter what your imagination cooks up, let our team work with you to create a custom designed, individualized event that fits your vision, theme and budget. Contact Denise Albert at for more information.

Sample Menus