Explore Berkshires & Stockbridge Massachusetts Shopping

The Berkshires are home to some of the best shopping in Massachusetts, including boutique shops and premium outlets and Stockbridge Massachusetts Shopping is no exception. Within a few miles of downtown Stockbridge you’ll find charming shops with homemade jewelry, 19th-century antiques and one-of-a-kind artwork. Whether you’re looking for that perfect gift for someone special or a special keepsake to treasure forever, you’re sure to find it Berkshires.

Berkshires Shopping


The Berkshires has hundreds of quaint stores filled with authentic goods. Favorites in Stockbridge include Heirlooms Jewelry, a delightful store filled with treasures, the Yankee Candle Company where you can take home a scented candle to commemorate your time in the Berkshires, and Vlada Boutique, a fabulous store that’s tough to leave empty handed.

Lee Premium Outlets

Photo (shown in header as well): by Scott Barrow courtesy Massachusetts Office Of Travel & Tourism. Under the license Attribution-NoDerivs 2.0 Generic (CC BY-ND 2.0)

In addition to boutique shopping, find great deals at The Lee Premium Outlets, located just 10 minutes from the Inn at Stockbridge, where visitors find the best deals at outlets like Banana Republic, Coach, and Tommy Hilfiger.

Farmer’s Markets


After a full day of shopping in the Berkshires, be sure to visit local farmers markets to pick up locally grown produce and homemade products including cheeses, wine and vegetables.  Find unbeatable deals and hidden treasures in the Berkshires and also learn about many of the local providers we partner with.