Food Scene
Brick House Pub
425 Park StThe food is great. It is a spot the locals love to visit.
Pleasant and Main Cafe General Store
1063 Main StBrooklyn restaurateur Mark Firth (Diner, Marlow & Sons) brings his city charm to the country at this Great Barrington locale where the elevated American menus are constantly changing to highlight the season's finest produce and livestock from local farms, including Firth's own. Set in a former cottage complete with a picket fence, the rustic space maintains a homey, yet polished vibe.
203 locals recommend
The Prairie Whale
178 Main StBrooklyn restaurateur Mark Firth (Diner, Marlow & Sons) brings his city charm to the country at this Great Barrington locale where the elevated American menus are constantly changing to highlight the season's finest produce and livestock from local farms, including Firth's own. Set in a former cottage complete with a picket fence, the rustic space maintains a homey, yet polished vibe.
Have a cocktail on the front porch and watch the world go by. Then enjoy dinner at any one of the 3 restaurants located at the Inn!
117 locals recommend
The Red Lion Inn
30 Main StHave a cocktail on the front porch and watch the world go by. Then enjoy dinner at any one of the 3 restaurants located at the Inn!
Entertainment & Activities
Tanglewood is a music venue in the towns of Lenox and Stockbridge in the Berkshire Hills of western Massachusetts. It has been the summer home of the Boston Symphony Orchestra since 1937.
394 locals recommend
Tanglewood
Tanglewood is a music venue in the towns of Lenox and Stockbridge in the Berkshire Hills of western Massachusetts. It has been the summer home of the Boston Symphony Orchestra since 1937.
Parks & Nature
Monument Mountain Reservation
The trail starts just up the street from Taft farms heading North towards Housatonic. It is a very established trails and a local secret.
8 locals recommend
Flag Rock
The trail starts just up the street from Taft farms heading North towards Housatonic. It is a very established trails and a local secret.
Drinks & Nightlife
The Well Restaurant + Bar
312 Main StGood food and people. The locals love this joint!
Allium Restaurant + Bar
42/44 Railroad StSightseeing
The Guthrie Center was founded by Arlo Guthrie to bring individuals together for a cultural, educational, and spiritual exchange.
15 locals recommend
Guthrie Center
2 Van Deusenville RdThe Guthrie Center was founded by Arlo Guthrie to bring individuals together for a cultural, educational, and spiritual exchange.
Getting Around
Wassaic station
Route 22Metro North Line from NYC
Arts & Culture
Norman Rockwell Museum
9 Glendale RdBerkshire Museum
39 South StMahaiwe Performing Arts Center
14 Castle St