Recommended Restaurants
There are many excellent restaurants to choose from in all price ranges. I like good healthy food that I can't cook myself and since many cook fresh and local, that's what I'm recommending.
Located a mile away in Sheffield. Great meeting place for breakfast and lunch. Homemade soups, great salads and sandwiches. They prepare a once a week dinner menu you can order for pick-up. Call in and pick up lunch for your hike or ski day! The soups are homemade and delicious. Great biking stop.
20 locals recommend
The Marketplace Kitchen and Cafe
18 Elm CtLocated a mile away in Sheffield. Great meeting place for breakfast and lunch. Homemade soups, great salads and sandwiches. They prepare a once a week dinner menu you can order for pick-up. Call in and pick up lunch for your hike or ski day! The soups are homemade and delicious. Great biking stop.
The Stagecoach Tavern
854 S Undermountain RdA real country Inn experience and really good food.
Just love this restaurant and the bar is a great place to eat a lite meal and meet the locals, but get there early 5pm or later 7pm. It’s a gathering scene for locals and they don't take reservations. It's worth the wait. Food here is just wonderful!
73 locals recommend
Old Mill
53 Main StJust love this restaurant and the bar is a great place to eat a lite meal and meet the locals, but get there early 5pm or later 7pm. It’s a gathering scene for locals and they don't take reservations. It's worth the wait. Food here is just wonderful!
The best Japanese food outside of Japan. Reservation is a must...
101 locals recommend
Bizen Gourmet Japanese Restaurant and Sushi Bar
17 Railroad StreetThe best Japanese food outside of Japan. Reservation is a must...
Great Mexican food for the whole family. This restaurant will accommodate the whole family, even the little busy toddlers and they make you feel comfortable.
52 locals recommend
Xicohtencatl Restaurant
50 Stockbridge RdGreat Mexican food for the whole family. This restaurant will accommodate the whole family, even the little busy toddlers and they make you feel comfortable.
Modern look with a great bar. The photography is stunning and the food is memorable. This is a great stop if your journey takes you to or through Lenox for Tanglewood.
29 locals recommend
Bistro Zinc
56 Church StModern look with a great bar. The photography is stunning and the food is memorable. This is a great stop if your journey takes you to or through Lenox for Tanglewood.
Way out of the way but close to Sheffield! This little Cafe/Country store is worth getting lost to find! Really good coffee and croissant! Want to take a country drive? Put this on the list...but set your GPS before you leave Sheffield as reception is sketchy once you get out there and if you don’t study the drive first, you will get lost! That’s part of the fun!
44 locals recommend
The Southfield Store
163 Norfolk RdWay out of the way but close to Sheffield! This little Cafe/Country store is worth getting lost to find! Really good coffee and croissant! Want to take a country drive? Put this on the list...but set your GPS before you leave Sheffield as reception is sketchy once you get out there and if you don’t study the drive first, you will get lost! That’s part of the fun!
The Old Inn On The Green
I enjoy these restaurants for brunch or lunch.
Aegean Breeze Restaurant
327 Stockbridge RdFresh food and great service.
Historical Stockbridge Inn with creaky floors and that “Step back in time” feel. While the dining room and backyard are where most people go to eat, I still prefer the bar. Small and cozy venue but try an off hour to get in.
117 locals recommend
The Red Lion Inn
30 Main StHistorical Stockbridge Inn with creaky floors and that “Step back in time” feel. While the dining room and backyard are where most people go to eat, I still prefer the bar. Small and cozy venue but try an off hour to get in.
This roadside food stop is on the way between Sheffield and Gt. Barrington. It can be crowded in summer and has picnic tables outside for dining or stop and pick-up. Great place if you have little ones .
46 locals recommend
The Bistro Box
937 S Main StThis roadside food stop is on the way between Sheffield and Gt. Barrington. It can be crowded in summer and has picnic tables outside for dining or stop and pick-up. Great place if you have little ones .
Highly recommended to me.
Siam Square Great Barrington
290 Main StThe Prairie Whale
178 Main StBaba Louie's Sourdough Pizza
42/44 Railroad StGreat Barrington Bagel Company
777 S Main StWhen you’re spending time walking around Gt Barrington, here’s a place for breakfast, lunch or a sweet.
26 locals recommend
Patisserie Lenox
313 Main StWhen you’re spending time walking around Gt Barrington, here’s a place for breakfast, lunch or a sweet.
Cafe Adam, Bar and Restaurant
420 Stockbridge RdLocal Brewery
Local, great craft beer and pub food for a relaxing casual evening.
Roe Jan Brewing Co.
32 Anthony StGreat craft brewery in central Hillsdale, NY