Guidebook for Stockbridge
Food Scene
Cafe Adam, Bar and Restaurant
420 Stockbridge RdDelicious local eats!
Aroma Bar and Grill
485 Main StThe best tikka masala and pakora!
Great for families or a group of adults. Wonderful American food and a great bar scene by night. Right around the corner from the Mahaiwe. (tip: get the nachos!)
26 locals recommend
The Well Restaurant + Bar
312 Main StGreat for families or a group of adults. Wonderful American food and a great bar scene by night. Right around the corner from the Mahaiwe. (tip: get the nachos!)
Great place to stop for a quick burger and don't forget their fries! They have a wonderful breakfast burrito. Great selection of desserts as well!
17 locals recommend
Marketplace Kitchen Table
240 Stockbridge RdGreat place to stop for a quick burger and don't forget their fries! They have a wonderful breakfast burrito. Great selection of desserts as well!
Price Chopper
300 Stockbridge RdSightseeing
The iconic classics of Norman Rockwell live here. Don't miss out on the studio tour that overlooks the river!
344 locals recommend
Norman Rockwell Museum
9 Glendale RdThe iconic classics of Norman Rockwell live here. Don't miss out on the studio tour that overlooks the river!
Naumkeag
5 Prospect Hill RdStockbridge Bowl
Chesterwood
4 Williamsville RdTanglewood
The Clark Art Institute
225 South StEric Carle Museum Lot
One Mercantile
8 Castle StParks & Nature
Wonderful level walk around the lake where your children can catch newts and see wildlife.
20 locals recommend
Benedict Pond Loop
Wonderful level walk around the lake where your children can catch newts and see wildlife.
We love to take a short drive up to Olivia's to look out over the Stockbridge Bowl. There are hiking trails there as well that will take you to a little pristine lake.
51 locals recommend
Olivia's Overlook
Hiking TrailsWe love to take a short drive up to Olivia's to look out over the Stockbridge Bowl. There are hiking trails there as well that will take you to a little pristine lake.
A great little hike with kids that is not too much elevation. It ends at the Stockbridge Bowl where you can dip your toes. There are several meadows of wildflowers and wild strawberries (June/July)!
6 locals recommend
Bullard Woods
A great little hike with kids that is not too much elevation. It ends at the Stockbridge Bowl where you can dip your toes. There are several meadows of wildflowers and wild strawberries (June/July)!
Shopping
Wonderful finds of repurposed furniture and antiques along with new treasures and mementos from your trip to the Berkshires! "Tell Jen that Liz sent you!"
Flourish Market
2 Albany RdWonderful finds of repurposed furniture and antiques along with new treasures and mementos from your trip to the Berkshires! "Tell Jen that Liz sent you!"
Essentials
A gourmet grocery store (also a Pittsfield location). They have everything you'll need to pack a picnic!
248 locals recommend
Guido's Fresh Marketplace
760 S Main StA gourmet grocery store (also a Pittsfield location). They have everything you'll need to pack a picnic!
Drinks & Nightlife
Nestled in the basement of the iconic Red Lion Inn in downtown Stockbridge, you can get a quick bite to eat or hang out and grab some drinks.
28 locals recommend
Lion's Den
30 Main StNestled in the basement of the iconic Red Lion Inn in downtown Stockbridge, you can get a quick bite to eat or hang out and grab some drinks.