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- Castle Street Cafe
- Great Barrington
Overlooking the Great Barrington village green.
www.castlestreetcafe.com
- Hard Drive Cafe
- Pittsfield
hard-drive-cafe.com
- Williamsville Inn
- West Stockbridge
Dining and lodging in a 1797 farmhouse set on 10 country acres.
www.williamsvilleinn.com
- American Contemporary
- Pearl's
- Great Barrington
Steaks, chops, fish, and game.
www.pearlsrestaurant.com
- Coffee and Tea Houses
- Chocolate Springs Cafe
- Lenox
Specializes in handcrafted European-style gourmet chocolates, including dark chocolates, millk chocolates, truffles, infusions, cheesecakes, and cookies, as well as ice cream and sorbet.
www.chocolatesprings.com
- Eclectic
- Family
- Apple Tree Inn and Restaurant
- Lenox
Historical estate that served from 1976 to 1979 as Alice Brock and Arlo Guthrie's Alice's Restaurant.
www.appletree-inn.com
- Mexican
- Cactus Cafe
- Lee
Authentic Mexican cuisine, including vegetarian and seafood specialties.
www.conroysinn.com/cactus.html
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