Take This Road Trip Through Massachusetts Most Picturesque Small Towns For A Charming Experience

We all like to get out and explore, but sometimes it can be really hard to figure out where to spend our hard-earned free time. There’s nothing like wandering through a charming and scenic small town full of interesting sights and flavors, but which one should you pick?

This road trip is designed to take you through some of Massachusetts’ most delightful small towns without the headache of trying to figure out where to go and how to get there. You can choose to visit all of these towns over a long weekend, or pick just one to really soak up the local flavor. This road trip can be completed in 9.5 hours if you start in Williamstown, or 11.5 hours if you start in Newburyport. However, you’re going to want to budget at least a few hours in each town to really get the intended experience. Click here for the interactive road trip map.

Looking for more Massachusetts travel inspiration? Check out these 13 legitimately fun and free things you can do in Massachusetts without spending a dime.