A MODERN TAKE ON THE

AMERICAN
CLASSICS

A CRAFTED APPROACH TO FOOD & DRINKs

Our property features four different dining experiences. Each offering a carefully crafted menu that highlights local ingredients and flavors.

We pride ourselves on our award-winning wine selection and artisanal cocktails and beer program.

MIDNIGHT MASQUERADE: NEW YEAR’S EVE CELEBRATION

Step into a world of mystery and elegance at our Midnight Masquerade—a New Year’s Eve celebration like no other. Don your most captivating mask, dance to the smooth jazz of the Chris Conte Trio, and indulge in an array of culinary delights, from canapés to prime rib. Test your luck at the casino, and at midnight, toast to the future with a glass of prosecco. Book now, and make your entrance into 2025 unforgettable. 

Tuesday, December 31, 7 PM

$190/ticket 

Includes two drink vouchers, a welcome drink, midnight prosecco toast, food, access to all entertainment, tax & gratuity.

FORMAL DINING ROOM

DINING AT THE MAIN INN

Delicious Fish and Chips and Lunch Fare
Formal Dining Room
Food Image

Surrounded by crystal chandeliers, antique china and colonial pewter, our historic Main Dining Room is 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 fare. Our wine list, featuring over 300 selections, is a perennial recipient of Wine Spectator’s Award of Excellence.

Monday - Sunday:
7:30AM - 10:00AM

BREAKFAST
LUNCH

Monday - Friday:
12:00PM - 2:45PM
Saturday & Sunday:
12:00PM - 2:45PM

Sunday- Thursday:
5:30PM - 8:45PM
Friday & Saturday:
5:30PM - 8:45PM

DINNER

Monday - Sunday:
12 PM - 8:45PM

THE LION'S BITES
AFTERNOON TEA 

Friday & Saturday
4 PM- 5 PM

OLDE ENGLISH PUB

WIDOW BINGHAM’S TAVERN

The Red Lion Inn Place Setting
The Lion's Den Bar
Red Lion Sign Decor

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.

Tavern Chair Illustration

A HISTORIC SPEAKEASY

THE LION’S DEN

Music at the Lion's Den
The Lion's Den Bar
Pub Food and Small Bites and Beer

Come enjoy regularly scheduled live music and a cocktail (or two) at the “Sound & Soul of The Berkshires.”

$10/person music charge will be applied to the bill during the performance in support of the artists.

Wednesday - Sunday:
5:00PM -11:00PM

AT THE LION’S DEN

Live music is alive and well at the “Soul and Sound of the Berkshires”

SUN-SOAKED PATIO

THE COURTYARD

There’s nothing quite like basking under the shade of an umbrella while enjoying casual, outdoor dining on a lazy summer afternoon, or whiling away the evening with a cocktail under a star-filled sky. The flower-filled Courtyard provides a picturesque garden setting for lunch or dinner.

THE COURTYARD IS CLOSED FOR THE SEASON. THE COURTYARD IS WEATHER PERMITTING. SEATING IS FIRST COME, FIRST SERVED, AND NOT RESERVABLE.

Lion Statue by Outdoor Dining
Al Fresco Dining
Vegetarian Meal at Dog Friendly Restaurant