John and Kim's Guidebook
Food and Beverage Scene
Less than 3 miles from the house. There is a tap room and tours are available.
31 locals recommend
Big Elm Brewing
65 Silver StLess than 3 miles from the house. There is a tap room and tours are available.
Excellent local spirits made on site. Tastings and tours. Just up the block from Big Elm Brewery. 3 miles from the house.
35 locals recommend
Berkshire Mountain Distillers
356 S Main StExcellent local spirits made on site. Tastings and tours. Just up the block from Big Elm Brewery. 3 miles from the house.
296 S Main St
296 South Main StreetSunset Meadow Vineyard Wine Shop. Next door to Berkshire Mountain Distillers.
Great Barrington Bagel Company
777 S Main StExcellent bagels, deli and coffee.
Good food, less than 5 minutes from house. Order early.
11 locals recommend
Blackberry River Baking Co
18 E Main StGood food, less than 5 minutes from house. Order early.
The Marketplace Kitchen and Cafe
18 Elm CtCoffee, deli, snacks, close by and good.
Good Japanese food and ambience. Make a reservation on the weekend.
101 locals recommend
Bizen Gourmet Japanese Restaurant and Sushi Bar
17 Railroad StreetGood Japanese food and ambience. Make a reservation on the weekend.
GB Eats
282 Main StGood diner. Breakfast, wraps, burgers. All good.
The Barn
17 Main StBurgers, live music, good atmosphere.
Aroma Bar and Grill
485 Main StIndian food; we've only done takeout, which was good.
Picante’s Canaan
499 Ashley Falls RoadMexican food, a mile away.
Good Mexican food in Great Barrington ( a step up from Picante's)
8 locals recommend
Fiesta Bar and Grill
284 Main StreetGood Mexican food in Great Barrington ( a step up from Picante's)
The Prairie Whale
178 Main StGood "gourmet" style American fare and cocktails.
Marjoram + Roux
47 Railroad StreetGreat coffee, breakfast and pastry. Small.
Number Ten
10 Castle StreetGood steaks, live music.
The Well Restaurant + Bar
312 Main StGood burgers, wings, beer
The Bistro Box
937 S Main StGreat roadside lunch. Beware of lines.
Soco Creamery
5 Railroad StExcellent local-made ice cream.
Tangier Cafe
286 Main StGood moroccan/mediterranean in GB. Cool vibes.
Fuel Bistro/ Coffee Shop
293 Main StGood coffee and snacks.
Mom's Country Cafe
65 Main StGood breakfast and lunch. Scenic back deck.
Sightseeing/Outdoor Activities
Umpachene Falls Park
Umpachene Falls RoadHiking, falls, creek.
Great low level hiking with loops of different length and difficulty, around Housatonic River. 1 mile down street from the house.
45 locals recommend
Bartholomew's Cobble Reservation
105 Weatogue RdGreat low level hiking with loops of different length and difficulty, around Housatonic River. 1 mile down street from the house.
Jug End
Hiking, fields, streams.
Bash Bish Falls State Park
Falls RoadFalls, hiking.
The Colonel John Ashley House is a historic house museum just down the block. It is also where "Mum Bett", a slave who sued for her freedom, lived.
6 locals recommend
Ashley House
117 Cooper Hill RdThe Colonel John Ashley House is a historic house museum just down the block. It is also where "Mum Bett", a slave who sued for her freedom, lived.
Fun, fun, fun. Well run. Try a reservation or go early.
56 locals recommend
Catamount Aerial Adventure Park
17 Nicholson RdFun, fun, fun. Well run. Try a reservation or go early.
Lake Mansfield Park
Lake Mansfield RoadLake in Great Barrington.
Shay's Rebellion Battlesite Monument
Historic battle site and hiking trails across the street.
Fantastic - and not too long (15-25 minutes to top) or taxing hike to top of Monument Mountain. Views are great. Top is nice place to sit and enjoy a packed lunch.
53 locals recommend
Monument Mountain
Fantastic - and not too long (15-25 minutes to top) or taxing hike to top of Monument Mountain. Views are great. Top is nice place to sit and enjoy a packed lunch.
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.
58 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.
Sharon Playhouse
49 Amenia RdPlays and outdoor patio bar.
City/town information
Restaurants, shops, art galleries, antiques, live music, river walk. 15 minutes away.
188 locals recommend
Great Barrington
Restaurants, shops, art galleries, antiques, live music, river walk. 15 minutes away.
Town center (rte 7) has a few shops and food. Small, but close by and charming. Nice period architecture. Covered bridge and Bushnell-Sage Library. Antiques.
11 locals recommend
Sheffield
Town center (rte 7) has a few shops and food. Small, but close by and charming. Nice period architecture. Covered bridge and Bushnell-Sage Library. Antiques.
Stockbridge
Historic downtown, scenic, tours. Red Lion Inn. 30 minutes away.
Sightseeing
The W.E.B. Du Bois Boyhood Homesite is a National Historic Landmark in Great Barrington, Massachusetts, commemorating an important location in the life of African American intellectual and civil rights activist W.E.B. Du Bois.
12 locals recommend
W.E.B. Du Bois National Historic Site
612 S Egremont RdThe W.E.B. Du Bois Boyhood Homesite is a National Historic Landmark in Great Barrington, Massachusetts, commemorating an important location in the life of African American intellectual and civil rights activist W.E.B. Du Bois.
The Mahaiwe Theater opened in September 1905 and is one of the oldest surviving theaters in the country. In its early years, the theater presented touring vaudeville acts and performers such as John Philip Sousa. It was transformed into a movie palace in 1930 and has been in continuous operation for over 100 years. Celebrated for its splendid acoustics, the theatre has played an important role in the life of the area.
102 locals recommend
Mahaiwe Performing Arts Center
14 Castle StThe Mahaiwe Theater opened in September 1905 and is one of the oldest surviving theaters in the country. In its early years, the theater presented touring vaudeville acts and performers such as John Philip Sousa. It was transformed into a movie palace in 1930 and has been in continuous operation for over 100 years. Celebrated for its splendid acoustics, the theatre has played an important role in the life of the area.