Arts & Culture
The summer home of the world famous Boston Symphony Orchestra is a wonderful venue for music, picnicing, and relaxing under the stars.
15 locals recommend
Tanglewood Lions Gate
Hawthorne RoadThe summer home of the world famous Boston Symphony Orchestra is a wonderful venue for music, picnicing, and relaxing under the stars.
See famous Norman Rockwell paintings and special exhibits at a beautifully sited museum.
343 locals recommend
Norman Rockwell Museum
9 Glendale RdSee famous Norman Rockwell paintings and special exhibits at a beautifully sited museum.
Shakespeare & Company
70 Kemble StLive theater is the best!
See great productions and performances at this special venue.
61 locals recommend
Berkshire Theatre Group
6 East StSee great productions and performances at this special venue.
Beautifully restored theater - live entertainment, movies, HD Metropolitan Opera.
102 locals recommend
Mahaiwe Performing Arts Center
14 Castle StBeautifully restored theater - live entertainment, movies, HD Metropolitan Opera.
Jacob's Pillow
358 George Carter RdDance!
Everything Else
A wonderful place to stroll and enjoy the gardens, sculptures and the Berkshires.
118 locals recommend
Berkshire Botanical Garden
5 W Stockbridge RdA wonderful place to stroll and enjoy the gardens, sculptures and the Berkshires.
Great place to take a fitness class, use the weight machines or treadmills, swim laps, enjoy the sauna.
14 locals recommend
Berkshire South Regional Community Center
15 Crissey RdGreat place to take a fitness class, use the weight machines or treadmills, swim laps, enjoy the sauna.
The Triplex Cinema
70 Railroad StGreat local movie theater, convenient to restaurants, parking.
Bash Bish Falls State Park
Falls RoadGreat area for easy hikes - cool in the summer!
The Mount, Edith Wharton's Home
2 Plunkett StBeautiful, historic home and grounds.
Ski Butternut
380 State RdGreat local ski area. A short 15 minute drive.
Great local skiing - you can see the mountain from our hill. A short 15 minute drive.
328 locals recommend
Catamount Mountain Ski Resort
78 Catamount RdGreat local skiing - you can see the mountain from our hill. A short 15 minute drive.
Dunkin'
494 Main StEveryone loves Dunkin'!
Nearby hiking trails, easy and harder. Right off Route 7 in Great Barrington.
112 locals recommend
Monument Mountain Reservation
Nearby hiking trails, easy and harder. Right off Route 7 in Great Barrington.
Essentials
Guido's Fresh Marketplace
760 S Main StFresh produce and great selections of unusual foods.
Shopping
The Bookloft
63 State RdA great independent bookstore, good browsing!
Berkshire Great Finds & Frame Shop
1840 N Main StI love to browse the booths in this place!
Lee Premium Outlets
17 Premium Outlet BoulevardLots of great stores, easy parking.
Great place to browse for used books in many categories, reasonably priced.
7 locals recommend
Yellow House Books
252 Main StGreat place to browse for used books in many categories, reasonably priced.
CVS
362 Main StAnything you may need during your vacation, and otherwise.
Food Scene
The best sushi and japanese food ever!
101 locals recommend
Bizen Gourmet Japanese Restaurant and Sushi Bar
17 Railroad StreetThe best sushi and japanese food ever!
Great pizza, salads and pasta dishes! (and our daughter works there!)
121 locals recommend
Baba Louie's Sourdough Pizza
42/44 Railroad StGreat pizza, salads and pasta dishes! (and our daughter works there!)
Warm and friendly meeting place for food, coffee, music (open mic night is Wednesday).
124 locals recommend
Gypsy Joynt
6105 Market StWarm and friendly meeting place for food, coffee, music (open mic night is Wednesday).
Great local coffee shop - snacks and lunches, too. Free Wifi.
65 locals recommend
Fuel Bistro/ Coffee Shop
293 Main StGreat local coffee shop - snacks and lunches, too. Free Wifi.
An eclectic and homey restaurant with great music. The location is beautiful!
51 locals recommend
Dream Away
1342 County RdAn eclectic and homey restaurant with great music. The location is beautiful!
The Prairie Whale
178 Main StGreat food, atmosphere!
Naji's Catering Inc
401 Stockbridge RdGreat Mideastern food!
20 Railroad Public House
20 Railroad StGreat casual dining on Railroad Street.
Great place to meet friends for a drink and something to eat!
26 locals recommend
The Well Restaurant + Bar
312 Main StGreat place to meet friends for a drink and something to eat!
Soco Creamery
5 Railroad StGreat ice cream, fixture in South County for years!
Drinks & Nightlife
Allium Restaurant + Bar
42/44 Railroad StWonderful place to meet and eat on Railroad Street.