Sightseeing
Naumkeag
5 Prospect Hill RdStunning architecture and gardens.
The Mount, Edith Wharton's Home
2 Plunkett StBerkshire Museum
39 South StSweet little museum, great for family fun.
Norman Rockwell Museum
9 Glendale RdChesterwood
4 Williamsville RdThe National Shrine of The Divine Mercy
2 Prospect Hill RdFamily fun and fitness
Local bike shop with bike rentals available
The best bike shop in the Berkshire’s friendly helpful staff.
11 locals recommend
Berkshire Bike and Board
29 State RdThe best bike shop in the Berkshire’s friendly helpful staff.
Berkshire South Regional Community Center
15 Crissey RdSki Butternut
380 State RdJiminy Peak
Food scene
Fuel Bistro/ Coffee Shop
293 Main StCafe Adam, Bar and Restaurant
420 Stockbridge RdJohn Andrews
224 Hillsdale RdGreat Barrington Bagel Company
777 S Main StCantina 229
229 Hartsville-New Marlborough RdThe Southfield Store
163 Norfolk RdSTEAM Noodle Cafe
286 Main StShiro Kitchen & Asian Market
105 Stockbridge RdThe Prairie Whale
178 Main StMarjoram + Roux
47 Railroad StreetGB Eats
282 Main StBaba Louie's Sourdough Pizza
42/44 Railroad StOld Mill
53 Main StThe Old Inn On The Green
Mooncloud
47 Railroad StActivities
Berkshire Theatre Group
6 East StMahaiwe Performing Arts Center
14 Castle StTanglewood
Shakespeare & Company
70 Kemble StThe Barn
17 Main StWell worth the commute time to see this stunning place! It has excellent food, fun music and performances, outstanding staff and managers.
172 locals recommend
Helsinki Hudson
405 Columbia StWell worth the commute time to see this stunning place! It has excellent food, fun music and performances, outstanding staff and managers.
Arrowhead Museum
780 Holmes RdLake Buel
Great Lake if you have a paddle board or boat, no public beach.
Family activities
Another great family ski area with more than just winter fun. They have an Aerial park and zip line in the summer.
328 locals recommend
Catamount Mountain Ski Resort
78 Catamount RdAnother great family ski area with more than just winter fun. They have an Aerial park and zip line in the summer.
Hancock Shaker Village
1843 W Housatonic StSki Butternut
380 State RdJiminy Peak
Mason Public Library
231 Main StWonderful little library with a great children’s section.
Sheffield Historical Society
159 Main StBerkshire Botanical Garden
5 W Stockbridge RdMonument Mountain Reservation
Bartholomew's Cobble Reservation
105 Weatogue RdBash Bish Falls State Park
Falls RoadRace Brook Falls