The Bistro Box937 S Main StGreat Barrington, MA 01230(413) 717-5958 American | Hot Dogs | SandwichesPrice range: $$( 176 Yelp! reviews )Taconic Wayside Inn108 State Rt 344Copake Falls, NY 12517(518) 329-4401 American | BarsPrice range: $( 17 Yelp! reviews )Old Mill53 Main StRt 23South Egremont, MA 01258(413) 528-1421 New AmericanPrice range: $$$( 92 Yelp! reviews )Bizalion's Fine Food684 Main StGreat Barrington, MA 01230(413) 644-9988 Olive Oil | Salad | SandwichesPrice range: $$( 37 Yelp! reviews )Marketplace Kitchen Table240 Stockbridge RdGreat Barrington, MA 01230(413) 528-2233 Burgers | Breakfast & Brunch | SaladPrice range: $$( 101 Yelp! reviews )Roe Jan Brewing32 Anthony StHillsdale, NY 12529(518) 303-8080 Brewpubs | AmericanPrice range: $$( 72 Yelp! reviews )GB eats282 Main StGreat Barrington, MA 01230(413) 528-8226 Diners | New American | Breakfast & BrunchPrice range: $$( 154 Yelp! reviews )Baba Louie's Sourdough Pizza42 Railroad StGreat Barrington, MA 01230(413) 528-8100 PizzaPrice range: $$( 345 Yelp! reviews )Prairie Whale178 Main StGreat Barrington, MA 01230(413) 528-5050 New AmericanPrice range: $$( 345 Yelp! reviews )Lia's Mountain View Restaurant7685 Route 82Pine Plains, NY 12567(518) 398-7311 ItalianPrice range: $$( 46 Yelp! reviews )Farm Country Soup389 Stockbridge RdGreat Barrington, MA 01230(413) 528-0040 Breakfast & Brunch | Soup | CafesPrice range: ( 20 Yelp! reviews )Clock Tower Pub & Grill1682 County Route 7ACopake, NY 12516(518) 329-4279 Pubs | AmericanPrice range: $$( 37 Yelp! reviews )The Marketplace Cafe18 Elm CtSheffield, MA 01257(413) 248-5040 Coffee & Tea | Sandwiches | CafesPrice range: $( 43 Yelp! reviews )Stagecoach Tavern854 S Undermountain RdSheffield, MA 01257(413) 229-8585 AmericanPrice range: $$( 73 Yelp! reviews )Taft Farms119 Park St NGreat Barrington, MA 01230(413) 528-1515 Farmers Market | DelisPrice range: $$( 40 Yelp! reviews )Industry Kitchen14 Railroad StCanaan, CT 06018(860) 453-4317 American | Cocktail BarsPrice range: ( 32 Yelp! reviews )Steam Noodle Cafe286 Main StGreat Barrington, MA 01230(413) 566-6353 Noodles | ThaiPrice range: ( 82 Yelp! reviews )Blackberry River Bistro99 Main StCanaan, CT 06018(860) 453-4067 Mexican | Breakfast & Brunch | DessertsPrice range: ( 18 Yelp! reviews )Greens Restaurant44 Golf Course RdCopake Country ClubCopake Lake, NY 12521(518) 325-0019 New AmericanPrice range: $$( 56 Yelp! reviews )Zinnia's Dinette1843 Rte 23Craryville, NY 12521(518) 325-0342 Salad | Seafood | SandwichesPrice range: ( 33 Yelp! reviews )Cafe Adam420 Stockbridge RdSte 3Great Barrington, MA 01230(413) 528-7786 Modern EuropeanPrice range: $$$( 95 Yelp! reviews )Local 111111 Main StPhilmont, NY 12565(518) 672-7801 New American | Breakfast & BrunchPrice range: $$$( 84 Yelp! reviews )Neo Restaurant & Bar19 Main StSalisbury, CT 06068(860) 596-4158 Italian | New American | WrapsPrice range: ( 48 Yelp! reviews )Naji's Lebanese Restaurant405 Stockbridge RdGreat Barrington, MA 01230(413) 528-5540 Mediterranean | LebanesePrice range: $$( 160 Yelp! reviews )The Well312 Main StGreat Barrington, MA 01230(413) 528-3651 American | Bars | BurgersPrice range: $$( 107 Yelp! reviews )Hillsdale House1 Anthony StHillsdale, NY 12529(518) 325-7111 American | Barbeque | PizzaPrice range: $$( 22 Yelp! reviews )Number Ten10 Castle StGreat Barrington, MA 01230(413) 528-5244 SteakhousesPrice range: ( 112 Yelp! reviews )Aegean Breeze Restaurant327 Stockbridge RdGreat Barrington, MA 01230(413) 528-4001 Mediterranean | GreekPrice range: $$( 191 Yelp! reviews )Fuel Bistro Great Barrington293 Main StGreat Barrington, MA 01230(413) 528-5505 Coffee & TeaPrice range: $( 135 Yelp! reviews )Picante's Canaan499 Ashley Falls RdCanaan, CT 06018(860) 453-4271 Mexican | Salad | SoupPrice range: ( 9 Yelp! reviews )Sweet Pea's Hillsdale Country Diner9276 NY-22Hillsdale, NY 12529(518) 325-1150 Diners | American | Breakfast & BrunchPrice range: ( 11 Yelp! reviews )Mizza's6 Ethan Allen StLakeville, CT 06039(860) 435-6266 Pizza | Italian | SandwichesPrice range: $$( 76 Yelp! reviews )The White Hart15 Undermountain RdSalisbury, CT 06068(860) 435-0030 HotelsPrice range: $$( 65 Yelp! reviews )Rio Cafe401 Stockbridge RdGreat Barrington, MA 01230(413) 528-9746 Breakfast & Brunch | American | SaladPrice range: ( 66 Yelp! reviews )Guido's Fresh Marketplace760 S Main StGreat Barrington, MA 01230(413) 528-9255 Grocery | Fruits & Veggies | Seafood MarketsPrice range: $$$( 53 Yelp! reviews )Marjoram And Roux47 Railroad StGreat Barrington, MA 01230(413) 528-1223 Cafes | Coffee & TeaPrice range: ( 14 Yelp! reviews )The Backstage Grille109 Stockbridge RdGreat Barrington, MA 01230(413) 717-8804 Salad | Burgers | PizzaPrice range: ( 1 Yelp! reviews )The Frog650 N Main StSheffield, MA 01257(413) 229-9000 AmericanPrice range: ( 18 Yelp! reviews )Random Harvest Market, Cafe & Community Space1785 State Route 23Craryville, NY 12521(518) 325-9895 Coffee & Tea | Specialty Food | Farmers MarketPrice range: ( 13 Yelp! reviews )Taro's NY Style Pizzeria & Restaurant18 Main StMillerton, NY 12546(518) 789-6630 PizzaPrice range: $$( 52 Yelp! reviews )Roberto's Pizza113 Main StSheffield, MA 01257(413) 248-1241 PizzaPrice range: ( 42 Yelp! reviews )Agaves Mexican Grill389 Stockbridge RdGreat Barrington, MA 01230(413) 645-3281 New Mexican Cuisine | MexicanPrice range: ( 70 Yelp! reviews )Moose On The Loose Sandwich Shop7711 S Main StPine Plains, NY 12567(518) 398-5040 SandwichesPrice range: ( 13 Yelp! reviews )Deano's Pizza24 Millerton RdLakeville, CT 06039(860) 435-2299 PizzaPrice range: $( 32 Yelp! reviews )Black Rabbit Bar & Grille2 Ethan Allen StLakeville, CT 06039(860) 596-4227 New American | Sports BarsPrice range: $$( 79 Yelp! reviews )McNan's Variety Foods100 Main StPhilmont, NY 12534(518) 672-7082 Grocery | Delis | SandwichesPrice range: $$( 17 Yelp! reviews )The Pond Restaurant711 County Rte 3Ancramdale, NY 12503(518) 329-1500 American | Cocktail BarsPrice range: $$( 34 Yelp! reviews )Aroma Bar & Grill485 Main StGreat Barrington, MA 01230(413) 528-3116 IndianPrice range: $$( 109 Yelp! reviews )Four Brothers Pizza Inns2828 Rt 23Hillsdale, NY 12529(518) 325-7300 Pizza | Salad | SandwichesPrice range: $$( 30 Yelp! reviews )Tommy B's Slice Shop1817 NY-23Craryville, NY 12521(518) 325-0321 PizzaPrice range: ( 12 Yelp! reviews )