Are you ready for your next adventure? How about a scenic day trip in Massachusetts where you wake up before dawn and head out for a full day of fun? While we are not all early birds, sometimes catching the sunrise is the best way to start your day. And on this sunrise-to-sunset road trip in Massachusetts, we have planned a fun-filled day for you.

But first things first…make sure to gas up your car the night before and check the sunrise and sunset times. Get ready ’cause we ride at dawn!

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Are you ready to take this scenic day trip in Massachusetts? What stops would you add along the way? Do you know about more of the best places to see the sunrise in Massachusetts? Let us know in the comments. If this isn’t enough, here are a few more scenic road trips in Massachusetts.

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Road Trip-Worthy Destinations in Massachusetts

What are the most scenic backroads in Massachusetts?

The most scenic backroads in Massachusetts include:

  • Route 6A. Locally known as the Old King’s Highway, this was the royal route when this area was being colonized and it is lined with historic buildings.
  • Route 20. Also knowns as Jacob’s Ladder Scenic Byway, this road winds through the Berkshire foothills and through the charming town of Lee.
  • Central Hills Loop. This drive provides awe-inspiring views of the Quabbin Reservoir with serene waters and lush forests.
  • Cape Ann Shore. The road here offers coastal views of not just the water, but of charming lighthouses with free whiffs of salt air.

Find out more about the most scenic backroads in Massachusetts

What are the most amazing historical landmarks in Massachusetts?

The most amazing historical landmarks in Massachusetts include:

  • Veterans War Memorial. Located at Mount Greylock State Reservation, this is the highest point in the state and remembers those who gave their all for this state and country.
  • Old State House. Located in Boston, this is the oldest standing structure in Boston and is the site where the Boston Massacre took place.
  • Minute Man National Historical Park. This is where the Battle of Concord and Lexington took place during the Revolutionary War.
  • Plymouth Rock. This is said to be the place where America got its start as the landing point of the first pilgrims.

Learn more about the most amazing historical landmarks in Massachusetts

What are some hidden gem attractions in Massachusetts?

Hidden gem attractions in Massachusetts include:

  • The Brattle Bookshop in Boston. This is one of the oldest antiquarian bookshops in the nation, which opened in 1825. 
  • Bancroft Tower Castle in Worcester. This castle was built in 1900 to memorialize George Bancroft who was born at this place in 1800.
  • Castle Hill at the Crane Estate in Ipswitch. Gorgeous gardens are combined with stunning ruins and ocean views to make this an unforgettable destination.
  • Stockbridge General Store in Stockbridge. Norman Rockwell used this as inspiration for several of his paintings and it is replete with New England charm.

Discover more about these and other hidden gem attractions in Massachusetts

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