Things To Do

Seasons on Main, in the heart of the Berkshires, is located in Stockbridge, Massachusetts. Our location, directly fronting Main Street, brings this quintessential New England town to our doorstep. Enjoy an unhurried stroll down Main Street and enter the unique American canvas of Norman Rockwell, Stockbridge’s most famous artist and resident.

Main Street is home to many historic structures, some dating back to the late seventeen hundreds, as well as charming, one of a kind, boutiques, galleries, shops and restaurants. Explore the numerous historic walks to Ice Glen visiting Laura’s Tower, Prospect Hill and Beartown State Forest. Make yourself at home and be part of this lovely town and an America that once was and that some of us may fondly remember.

Our prime location is a portal to the very best of the Berkshires and all of its diverse attractions that are minutes away by foot or automobile. We are 5 minutes away from Tanglewood.