Trip Ideas

Not sure where to start your adventures in the northern Berkshires? Here are a few suggestions from locals who love where they live and want to share it with you. These recommendations are just the tip of the iceberg and include Williamstown and the surrounding area — it’s all good.

  • Traveling with young children? The northern Berkshires is family friendly! You’ll find free art-making activities, swimming holes, playgrounds, and places to eat in our Busy Kids Trip Ideas.
  • Williamstown has been a destination for generations. Come experience a Classic Williamstown get away.
  • If you’re looking for a happening scene of emerging songwriters, independent artists, and the latest chill vibes, check out our recommendations in Hip + Happening.

Whether you’re exploring the great outdoors, soaking in art and culture, looking for that foodie’s hub, we’ve got ideas. Take a look!

busy kids
solo trip
get outdoors
classic williamstown
art lover