Fern9 Sharon RdLakeville, CT 06039(860) 596-1930 Italian | Pizza | Wine BarsPrice range: ( 14 Yelp! reviews )Baba Louie's Sourdough Pizza42 Railroad StGreat Barrington, MA 01230(413) 528-8100 PizzaPrice range: $$( 345 Yelp! reviews )Bizalion's Fine Food684 Main StGreat Barrington, MA 01230(413) 644-9988 Olive Oil | Salad | SandwichesPrice range: $$( 37 Yelp! reviews )Lia's Mountain View Restaurant7685 Route 82Pine Plains, NY 12567(518) 398-7311 ItalianPrice range: $$( 46 Yelp! reviews )Neo Restaurant & Bar19 Main StSalisbury, CT 06068(860) 596-4158 Italian | New American | WrapsPrice range: ( 48 Yelp! reviews )Roberto's Pizza113 Main StSheffield, MA 01257(413) 248-1241 PizzaPrice range: ( 42 Yelp! reviews )Taro's NY Style Pizzeria & Restaurant18 Main StMillerton, NY 12546(518) 789-6630 PizzaPrice range: $$( 52 Yelp! reviews )The Woodland192 Sharon RdLakeville, CT 06039(860) 435-0578 New American | Desserts | Sushi BarsPrice range: $$$( 89 Yelp! reviews )The Boathouse At Lakeville349 Main StLakeville, CT 06039(860) 435-2111 New American | Sushi Bars | SeafoodPrice range: $$$( 118 Yelp! reviews )Robin's Candy288 Main StGreat Barrington, MA 01230(413) 528-8477 Candy StoresPrice range: $$$( 96 Yelp! reviews )Mizza's6 Ethan Allen StLakeville, CT 06039(860) 435-6266 Pizza | Italian | SandwichesPrice range: $$( 76 Yelp! reviews )Barrington Brewery & Restaurant420 Stockbridge RdSte 7Great Barrington, MA 01230(413) 528-8282 American | Bars | BrewpubsPrice range: $$( 383 Yelp! reviews )Four Brothers Pizza & Restaurant100 Stockbridge RdGreat Barrington, MA 01230(413) 528-9684 Pizza | Italian | SandwichesPrice range: $$( 62 Yelp! reviews )Four Brothers Pizza Inns2828 Rt 23Hillsdale, NY 12529(518) 325-7300 Pizza | Salad | SandwichesPrice range: $$( 30 Yelp! reviews )Tommy B's Slice Shop1817 NY-23Craryville, NY 12521(518) 325-0321 PizzaPrice range: ( 12 Yelp! reviews )Great Barrington Pizza House36 State RdGreat Barrington, MA 01230 PizzaPrice range: $$( 37 Yelp! reviews )Vivaldi's Pizzeria325 Stockbridge RdGreat Barrington, MA 01230(413) 528-9000 Pizza | ItalianPrice range: ( 11 Yelp! reviews )The Pond Restaurant711 County Rte 3Ancramdale, NY 12503(518) 329-1500 American | Cocktail BarsPrice range: $$( 34 Yelp! reviews )Roma Pizzeria81 Main StCanaan, CT 06018(860) 824-8125 Pizza | ItalianPrice range: $$( 57 Yelp! reviews )Four Brothers Pizza Inn5952 N Elm AveMillerton, NY 12546(518) 789-9434 Ice Cream & Frozen Yogurt | PizzaPrice range: $$( 23 Yelp! reviews )Church Street Deli & Pizza1677 County Route 7ACopake, NY 12516(518) 329-4551 Pizza | Breakfast & Brunch | SandwichesPrice range: $( 25 Yelp! reviews )Hillsdale House1 Anthony StHillsdale, NY 12529(518) 325-7111 American | Barbeque | PizzaPrice range: $$( 22 Yelp! reviews )Blackberry River Bistro99 Main StCanaan, CT 06018(860) 453-4067 Mexican | Breakfast & Brunch | DessertsPrice range: ( 18 Yelp! reviews )State Line Pizza340 N Elm StCanaan, CT 06018(860) 824-1554 Pizza | ItalianPrice range: $$( 26 Yelp! reviews )Deano's Pizza24 Millerton RdLakeville, CT 06039(860) 435-2299 PizzaPrice range: $( 32 Yelp! reviews )High Falls Pizzeria & Tap House94 Main StPhilmont, NY 12565(518) 672-5733 Pizza | Comfort Food | ItalianPrice range: ( 18 Yelp! reviews )Jo Jo's Pizzeria1015 State NY-82Ancram, NY 12502(518) 851-6567 PizzaPrice range: $( 63 Yelp! reviews )Stissing House7801 S Main StPine Plains, NY 12567(518) 398-8800 Bars | New American | DessertsPrice range: $$$( 76 Yelp! reviews )Manhattan Pizza490 Main StGreat Barrington, MA 01230(413) 528-2550 PizzaPrice range: $$( 40 Yelp! reviews )Industry Kitchen14 Railroad StCanaan, CT 06018(860) 453-4317 American | Cocktail BarsPrice range: ( 32 Yelp! reviews )