Drinks & Nightlife
Wonderful restaurant for tapas, excellent wines (many by the glass) and a fine selection of beers.
50 locals recommend
Brava
65 Church StWonderful restaurant for tapas, excellent wines (many by the glass) and a fine selection of beers.
Food Scene
Seasonal cuisine made right in front of you by an award winning chef.
37 locals recommend
Nudel Restaurant
37 Church StreetSeasonal cuisine made right in front of you by an award winning chef.
Chocolate Springs Cafe
55 Pittsfield RdIncredible hand-made chocolates!
Parks & Nature
Many well marked and well maintained trails for hiking. One trailhead is about a half mile away.
66 locals recommend
Kennedy Park
275 Main StMany well marked and well maintained trails for hiking. One trailhead is about a half mile away.
Arts & Culture
Shakespeare & Company
70 Kemble StGreat theater!
Ventfort Hall Mansion and Gilded Age Museum
104 Walker StInteresting home from the Gilded Age
Beautiful Gardens. Nice house tours of Edith Wharton's home.
167 locals recommend
The Mount, Edith Wharton's Home
2 Plunkett StBeautiful Gardens. Nice house tours of Edith Wharton's home.
Shopping
Laurie Donovan Designs
63 Church StGorgeous Jewelry
Small locally owned bookstore with knowledgeable staff
11 locals recommend
The Bookstore and Get Lit Wine Bar
11 Housatonic StSmall locally owned bookstore with knowledgeable staff
Colorful Stitches Fine Yarn
48 Main StreetAmazing yard store for knitters.
Essentials
Loeb's Foodtown of Lenox
42 Main StSmall local grocery store with all the staples.
Specialty Wine and Cheese shop with yummy treats and full drinks selection including many local brews.
14 locals recommend
Nejaime's Wine Cellars
60 Main StSpecialty Wine and Cheese shop with yummy treats and full drinks selection including many local brews.