Roberto's Pizza113 Main StSheffield, MA 01257(413) 248-1241 PizzaPrice range: ( 29 Yelp! reviews )Tommy B's Slice Shop1817 NY-23Craryville, NY 12521(518) 325-0321 PizzaPrice range: ( 7 Yelp! reviews )Mizza's6 Ethan Allen StLakeville, CT 06039(860) 435-6266 Pizza | Italian | SandwichesPrice range: $$( 70 Yelp! reviews )Baba Louie's Sourdough Pizza42 Railroad StGreat Barrington, MA 01230(413) 528-8100 PizzaPrice range: $$( 331 Yelp! reviews )Church Street Deli & Pizza1677 County Route 7ACopake, NY 12516(518) 329-4551 Pizza | Breakfast & Brunch | SandwichesPrice range: $( 21 Yelp! reviews )Manhattan Pizza490 Main StGreat Barrington, MA 01230(413) 528-2550 PizzaPrice range: $$( 37 Yelp! reviews )Roma Pizzeria81 Main StCanaan, CT 06018(860) 824-8125 Pizza | ItalianPrice range: $$( 52 Yelp! reviews )Four Brothers Pizza Inns2828 Rt 23Hillsdale, NY 12529(518) 325-7300 Pizza | Salad | SandwichesPrice range: $$( 30 Yelp! reviews )Great Barrington Pizza House36 State RdGreat Barrington, MA 01230 PizzaPrice range: $$( 33 Yelp! reviews )Deano's Pizza24 Millerton RdLakeville, CT 06039(860) 435-2299 PizzaPrice range: $( 29 Yelp! reviews )Taro's NY Style Pizzeria & Restaurant18 Main StMillerton, NY 12546(518) 789-6630 PizzaPrice range: $$( 50 Yelp! reviews )Tower Pizza & Restaurant2947 Church StPine Plains, NY 12567(518) 398-7800 PizzaPrice range: $$( 11 Yelp! reviews )State Line Pizza340 N Elm StCanaan, CT 06018(860) 824-1554 Pizza | ItalianPrice range: $$( 25 Yelp! reviews )Jo Jo's Pizzeria1015 State NY-82Ancram, NY 12502(518) 851-6567 PizzaPrice range: $( 61 Yelp! reviews )Hillsdale House1 Anthony StHillsdale, NY 12529(518) 325-7111 American (Traditional) | Barbeque | PizzaPrice range: $$( 19 Yelp! reviews )Bogies Restaurant & Pub935 S Main StGreat Barrington, MA 01230(413) 528-5959 American (New) | Pubs | Beer, Wine & SpiritsPrice range: $$( 25 Yelp! reviews )Four Brothers Pizza & Restaurant100 Stockbridge RdGreat Barrington, MA 01230(413) 528-9684 Pizza | Italian | SandwichesPrice range: $$( 62 Yelp! reviews )Vivaldi's Pizzeria325 Stockbridge RdGreat Barrington, MA 01230(413) 528-9000 Pizza | ItalianPrice range: ( 10 Yelp! reviews )High Falls Pizzeria & Tap House94 Main StPhilmont, NY 12565(518) 672-5733 Pizza | Comfort Food | ItalianPrice range: ( 17 Yelp! reviews )Neo Restaurant & Bar19 Main StSalisbury, CT 06068(860) 596-4158 Italian | American (New) | WrapsPrice range: ( 42 Yelp! reviews )Prairie Whale178 Main StGreat Barrington, MA 01230(413) 528-5050 American (New)Price range: $$( 337 Yelp! reviews )Four Brothers Pizza Inn5952 N Elm AveMillerton, NY 12546(518) 789-9434 Ice Cream & Frozen Yogurt | PizzaPrice range: $$( 21 Yelp! reviews )Lia's Mountain View Restaurant7685 Route 82Pine Plains, NY 12567(518) 398-7311 ItalianPrice range: $$( 42 Yelp! reviews )Roe Jan Brewing32 Anthony StHillsdale, NY 12529(518) 303-8080 Brewpubs | American (Traditional)Price range: $$( 57 Yelp! reviews )Depot Deli64 Miles RdCopake Falls, NY 12517(518) 329-4770 Delis | Bakeries | Ice Cream & Frozen YogurtPrice range: $( 28 Yelp! reviews )Ameristop Pizza1817 Rte 23Copake, NY 12516 PizzaPrice range: $( 4 Yelp! reviews )Barrington Brewery & Restaurant420 Stockbridge RdSte 7Great Barrington, MA 01230(413) 528-8282 American (Traditional) | Bars | BrewpubsPrice range: $$( 369 Yelp! reviews )Harney & Sons1 Railroad PlzMillerton, NY 12546(518) 789-2121 Coffee & Tea | Tea Rooms | SandwichesPrice range: $$( 125 Yelp! reviews )The Well312 Main StGreat Barrington, MA 01230(413) 528-3651 American (Traditional) | Bars | BurgersPrice range: $$( 102 Yelp! reviews )Berkshire Mountain Bakery367 Park St Rte 183Housatonic, MA 01236(413) 274-3412 Bakeries | PizzaPrice range: $$( 126 Yelp! reviews )Black Rabbit Bar & Grille2 Ethan Allen StLakeville, CT 06039(860) 596-4227 American (New) | Sports BarsPrice range: $$( 77 Yelp! reviews )Aroma Bar & Grill485 Main StGreat Barrington, MA 01230(413) 528-3116 IndianPrice range: $$( 106 Yelp! reviews )Mom's Country Cafe65 Main StSouth Egremont, MA 01258(413) 528-2414 Breakfast & Brunch | Sandwiches | CreperiesPrice range: $$( 44 Yelp! reviews )Main Street Public House12 Main StPhilmont, NY 12565(518) 672-7346 American (New) | Burgers | BarsPrice range: $$( 25 Yelp! reviews )Naji's Lebanese Restaurant405 Stockbridge RdGreat Barrington, MA 01230(413) 528-5540 Mediterranean | LebanesePrice range: $$( 158 Yelp! reviews )Stissing House7801 S Main StPine Plains, NY 12567(518) 398-8800 Bars | American (New) | DessertsPrice range: $$$( 65 Yelp! reviews )Subway101 Church StUnit 4Canaan, CT 06018(860) 824-7404 SandwichesPrice range: $( 7 Yelp! reviews )Olde School Deli15 Railroad StCanaan, CT 06018(860) 824-5800 Delis | SandwichesPrice range: ( 24 Yelp! reviews )Subway323 Main StGreat Barrington, MA 01230(413) 528-6664 SandwichesPrice range: $( 12 Yelp! reviews )Cumberland Farms140 Main StGreat Barrington, MA 01230(413) 528-2105 Convenience Stores | Gas StationsPrice range: ( 4 Yelp! reviews )Subway246 Stockbridge RdGreat Barrington, MA 01230(413) 429-8454 SandwichesPrice range: $( 1 Yelp! reviews )Big Y World Class Market740 S Main StGreat Barrington, MA 01230(413) 528-1314 GroceryPrice range: $$( 23 Yelp! reviews )Robin's Candy288 Main StGreat Barrington, MA 01230(413) 528-8477 Candy StoresPrice range: $$$( 98 Yelp! reviews )