There’s a good reason why the town of Stockbridge in Massachusetts looks like a Norman Rockwell Christmas town. Maybe you know, maybe you don’t, but the renowned artist made the town of Stockbridge famous in one of his best-known paintings, Stockbridge Main Street at Christmas. So, if you’ve ever visited and thought that this town looks like it is straight out of a Norman Rockwell painting, well, that’s because it is! Come along as we show you why it’s so enchanting!

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We hope you agree that there’s nothing more charming than the Stockbridge Main Street at Christmas! Have you ever visited Stockbridge, the Norman Rockwell Christmas town in Massachusetts? Let us know in the comments.

While you’re in town, you should also take in Stockbridge’s many historical sites!

For those who love winter hiking, you can find some great trails in and around the area by going to the AllTrails website.

If you’re still in the mood for more Massachusetts adventures, take a look at this video about the Top 10 Places to Visit in Massachusetts:

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More to Explore

Out And About In Massachusetts

Where can we find family-friendly hiking trails in Massachusetts?

  • The Chapel Brook Falls Trail in Ashfield leads to the Chapel Brook cascade and the peak of Pony Mountain.
  • The Fort Hill Trail in Eastham is a beach trail that is also great for birdwatching and picnicking.
  • Bash Bish Falls Trail in Mount Washington leads to the tallest waterfall in Massachusetts.

Read on to learn more about some of the many other family-friendly hiking trails in Massachusetts.

Where can we find corn mazes in Massachusetts?

  • Nessralla Farm in Halifax features a fun corn maze in addition to hayrides, a hay bale pyramid, and other exciting autumn-themed games.
  • Vineyard Farm in West Bridgewater features very creative themed-mazes every year, in addition to  an array of related activities.
  • The Davis Mega Maze in Sterling has been called the king of all corn mazes with 8 acres of corn, 7 maze levels, and 3 miles of paths.

Read on to learn more about some of the many other exciting corn mazes in Massachusetts.

Where can we find scenic drives in Massachusetts?

  • The Route 116 Scenic Byway goes through  Conway, Cheshire, Adams, Savoy, and Plainfield, just to name a few.
  • The Route 112 Scenic Byway winds from north to south from the Vermont border to the town of Huntington.
  • The Mount Greylock Scenic Byway crosses state lines but in Massachusetts it traverses past sites like the Ashuwillticook Rail Trail, Bascom Lodge, and Natural Bridge State Park.

Read on to learn more about some of the many other wonderful scenic drives in Massachusetts.