Roberto's Pizza113 Main StSheffield, MA 01257(413) 248-1241 PizzaPrice range: ( 42 Yelp! reviews )Baba Louie's Sourdough Pizza42 Railroad StGreat Barrington, MA 01230(413) 528-8100 PizzaPrice range: $$( 345 Yelp! reviews )Tommy B's Slice Shop1817 NY-23Craryville, NY 12521(518) 325-0321 PizzaPrice range: ( 12 Yelp! reviews )Church Street Deli & Pizza1677 County Route 7ACopake, NY 12516(518) 329-4551 Pizza | Breakfast & Brunch | SandwichesPrice range: $( 25 Yelp! reviews )Great Barrington Pizza House36 State RdGreat Barrington, MA 01230 PizzaPrice range: $$( 37 Yelp! reviews )Mizza's6 Ethan Allen StLakeville, CT 06039(860) 435-6266 Pizza | Italian | SandwichesPrice range: $$( 76 Yelp! reviews )Roma Pizzeria81 Main StCanaan, CT 06018(860) 824-8125 Pizza | ItalianPrice range: $$( 57 Yelp! reviews )Hilltown Hot Pies224 Hillsdale RdEgremont, MA 01230(413) 528-3469 Pizza | Wine Bars | Cocktail BarsPrice range: ( 3 Yelp! reviews )Taro's NY Style Pizzeria & Restaurant18 Main StMillerton, NY 12546(518) 789-6630 PizzaPrice range: $$( 52 Yelp! reviews )Deano's Pizza24 Millerton RdLakeville, CT 06039(860) 435-2299 PizzaPrice range: $( 32 Yelp! reviews )Four Brothers Pizza Inns2828 Rt 23Hillsdale, NY 12529(518) 325-7300 Pizza | Salad | SandwichesPrice range: $$( 30 Yelp! reviews )Manhattan Pizza490 Main StGreat Barrington, MA 01230(413) 528-2550 PizzaPrice range: $$( 40 Yelp! reviews )State Line Pizza340 N Elm StCanaan, CT 06018(860) 824-1554 Pizza | ItalianPrice range: $$( 26 Yelp! reviews )Roe Jan Brewing32 Anthony StHillsdale, NY 12529(518) 303-8080 Brewpubs | AmericanPrice range: $$( 72 Yelp! reviews )Tower Pizza & Restaurant2947 Church StPine Plains, NY 12567(518) 398-7800 PizzaPrice range: $$( 10 Yelp! reviews )Jo Jo's Pizzeria1015 State NY-82Ancram, NY 12502(518) 851-6567 PizzaPrice range: $( 63 Yelp! reviews )Fern9 Sharon RdLakeville, CT 06039(860) 596-1930 Italian | Pizza | Wine BarsPrice range: ( 14 Yelp! reviews )Neo Restaurant & Bar19 Main StSalisbury, CT 06068(860) 596-4158 Italian | New American | WrapsPrice range: ( 48 Yelp! reviews )Four Brothers Pizza & Restaurant100 Stockbridge RdGreat Barrington, MA 01230(413) 528-9684 Pizza | Italian | SandwichesPrice range: $$( 62 Yelp! reviews )Lia's Mountain View Restaurant7685 Route 82Pine Plains, NY 12567(518) 398-7311 ItalianPrice range: $$( 46 Yelp! reviews )Depot Deli64 Miles RdCopake Falls, NY 12517(518) 329-4770 Delis | Bakeries | Ice Cream & Frozen YogurtPrice range: $( 37 Yelp! reviews )High Falls Pizzeria & Tap House94 Main StPhilmont, NY 12565(518) 672-5733 Pizza | Comfort Food | ItalianPrice range: ( 18 Yelp! reviews )The Well312 Main StGreat Barrington, MA 01230(413) 528-3651 American | Bars | BurgersPrice range: $$( 107 Yelp! reviews )Vivaldi's Pizzeria325 Stockbridge RdGreat Barrington, MA 01230(413) 528-9000 Pizza | ItalianPrice range: ( 11 Yelp! reviews )Prairie Whale178 Main StGreat Barrington, MA 01230(413) 528-5050 New AmericanPrice range: $$( 345 Yelp! reviews )Hillsdale House1 Anthony StHillsdale, NY 12529(518) 325-7111 American | Barbeque | PizzaPrice range: $$( 22 Yelp! reviews )Bogies Restaurant & Pub935 S Main StGreat Barrington, MA 01230(413) 528-5959 New American | Pubs | Beer, Wine & SpiritsPrice range: $$( 27 Yelp! reviews )Four Brothers Pizza Inn5952 N Elm AveMillerton, NY 12546(518) 789-9434 Ice Cream & Frozen Yogurt | PizzaPrice range: $$( 23 Yelp! reviews )Aroma Bar & Grill485 Main StGreat Barrington, MA 01230(413) 528-3116 IndianPrice range: $$( 109 Yelp! reviews )Main Street Public House12 Main StPhilmont, NY 12565(518) 672-7346 New American | Burgers | BarsPrice range: $$( 25 Yelp! reviews )Naji's Lebanese Restaurant405 Stockbridge RdGreat Barrington, MA 01230(413) 528-5540 Mediterranean | LebanesePrice range: $$( 160 Yelp! reviews )The Backstage Grille109 Stockbridge RdGreat Barrington, MA 01230(413) 717-8804 Salad | Burgers | PizzaPrice range: ( 1 Yelp! reviews )Black Rabbit Bar & Grille2 Ethan Allen StLakeville, CT 06039(860) 596-4227 New American | Sports BarsPrice range: $$( 79 Yelp! reviews )Harney & Sons1 Railroad PlzMillerton, NY 12546(518) 789-2121 Coffee & Tea | Tea Rooms | SandwichesPrice range: $$( 135 Yelp! reviews )Mom's Country Cafe65 Main StSouth Egremont, MA 01258(413) 528-2414 Breakfast & Brunch | Sandwiches | CreperiesPrice range: $$( 50 Yelp! reviews )Stissing House7801 S Main StPine Plains, NY 12567(518) 398-8800 Bars | New American | DessertsPrice range: $$$( 76 Yelp! reviews )Berkshire Mountain Bakery367 Park St Rte 183Housatonic, MA 01236(413) 274-3412 Bakeries | PizzaPrice range: $$( 131 Yelp! reviews )Olde School Deli15 Railroad StCanaan, CT 06018(860) 824-5800 Delis | SandwichesPrice range: ( 31 Yelp! reviews )Subway101 Church StUnit 4Canaan, CT 06018(860) 824-7404 SandwichesPrice range: $( 6 Yelp! reviews )Barrington Brewery & Restaurant420 Stockbridge RdSte 7Great Barrington, MA 01230(413) 528-8282 American | Bars | BrewpubsPrice range: $$( 383 Yelp! reviews )Cumberland Farms140 Main StGreat Barrington, MA 01230(413) 528-2105 Convenience Stores | Gas StationsPrice range: ( 6 Yelp! reviews )Big Y World Class Market740 S Main StGreat Barrington, MA 01230(413) 528-1314 GroceryPrice range: $$( 25 Yelp! reviews )Subway246 Stockbridge RdGreat Barrington, MA 01230(413) 429-8454 Sandwiches | Fast FoodPrice range: $( 1 Yelp! reviews )Subway323 Main StGreat Barrington, MA 01230(413) 528-6664 SandwichesPrice range: $( 12 Yelp! reviews )Robin's Candy288 Main StGreat Barrington, MA 01230(413) 528-8477 Candy StoresPrice range: $$$( 97 Yelp! reviews )Stewart's Shops9248 NY-22Hillsdale, NY 12529(518) 721-3099 Gas Stations | Ice Cream & Frozen Yogurt | Convenience StoresPrice range: ( 1 Yelp! reviews )