There’s nothing like taking a long drive through the country to clear your head and soak up some natural beauty. Massachusetts is covered with scenic roads that are destinations themselves. From coastal routes to scenic drives in western Massachusetts, there’s quite a bit of variety in each of these journeys, too. Take a look at these options for country drives in Massachusetts and choose the one that speaks to you. I know the scenic drives near me are perfect for refreshing my day and reminding me why I love this state so much. We bet the same will be true for you and, undoubtedly, the routes on this list are some of the best driving roads in Massachusetts.

1. Mohawk Trail Scenic Byway
Hail to the Sunrise Park, 512 Mohawk Trail, Charlemont, MA 01339, USA
Flickr/Rusty Clark
This byway runs for about 65 miles through some of the most picturesque scenery in the state. Depending on when you tackle this drive, you'll be treated to seemingly endless landscapes of golden fall foliage or fresh, blooming roadside meadows of colorful flowers. Don't forget to stop at the "Hail to the Sunrise" statue which offers unbeatable views of the area.
2. North Street in Westwood to Fisher Street in Walpole
Adams Farm, 999 North St, Walpole, MA 02081, USA
Steven Mahoney / Google
This is a quick drive that only runs about 4 miles round trip. You'll pass right by Adams Farm, which is ringed by over 360 acres of town-owned property that is thick with gorgeous foliage. If you feel like hopping out of your car, you can hike, picnic or simply wander around the farm.
3. Mount Greylock Scenic Byway
Natural Bridge State Park, McAuley Rd, North Adams, MA 01247, USA
Ashuwillticook Rail Trail, Ashuwillticook, Rail Trail, Cheshire, MA 01225, USA
Mount Greylock, Adams, MA 01220, USA
Stevetheretired / Flickr
This charming country road will take you past scenic sites like Natural Bridge State Park and the Ashuwillticook Rail Trail. As you might guess from the name, you'll drive right up to the summit of Mount Greylock and experience the beautiful views from the peak without ever having to pull on your hiking boots.

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4. Chickatawbut Road through the Blue Hills
bostonphotosphere / Flickr
This is a great country drive for those who live near Boston and want to escape into nature for a while. Take Chickatawbut Road from Braintree to Milton through the Blue Hills Reservation and enjoy verdant forest views and a peaceful winding course.
5. Jacob's Ladder Scenic Byway
Jacob's Ladder Scenic Byway and Appalachian Trail Parking Area, Lee, MA 01238, USA
Doug Farrell Godard / Google
Travel through the foothills of the Berkshires on this lovely country road. This byway will take you through small towns and sheer cliffs that run with glittering runoff from the mountains above. There are plenty of spots to pull over and admire the view, as well as paths that lead straight from the road into the lush woods that border much of the road.
6. Connecticut River Byway
French King Bridge, Millers Falls, MA 01349, USA
masstravel / Flickr
This beautiful scenic byway actually about 274 miles long. It will take you past a whopping 1,200 nationally recognized historic sites, as well as plenty of lovely old homes and beautiful overlooks. You'll be treated to rural landscapes that include some of the most fertile agricultural land in the region.
7. Essex Coastal Scenic Byway
The Essex Historical Society and Shipbuilding Museum, 66, 28 Main St, Essex, MA 01929, USA
Flickr/Tim Bouwer
This country drive in Massachusetts is more "coastal" than "country." You'll be swept along beautiful ocean views and through the Great Marsh, which is the largest salt marsh in New England. Make a pit stop in the town of Essex to check out the Essex Shipbuilding Museum and snap some photos of the town's historic architecture.

Have you taken any of these driving roads in Massachusetts? If so, which is your favorite? And, if you have any tips and tricks for making a journey extra special let us know in the comments. One trick we have for ensuring that a road trip is perfect is making sure to review the list of best road trip snacks. In my opinion, snacks are one of the most important elements when hopping in the car for a scenic drive.

After you’ve enjoyed these drives, consider checking out more scenic views. The most jaw-dropping spots in Massachusetts can be found in all corners of the state!

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Best Driving Roads in Massachusetts

Michelle S. | August 20, 2023

What are the best road trips through Massachusetts?

The best road trips through Massachusetts lead to some truly incredible views and attractions. Here are a few you'll want to add to your must-do list:

 

What are the best day trips in Massachusetts?

The best day trips in Massachusetts can be found throughout the state and offer a great way to see it all. Here are a few you can do now:

  • Morses Pond, Wellesley: While just a short drive from Boston, this pond in Wellesley feels like it's in another world. With clear water and a sandy beach, it's a great place to escape the everyday.
  • The Massachusetts Donut Trail: This delightful day trip is perfect for anyone who has a serious sweet tooth. You'll go to seven different spots, gobbling up goodness at each one.
  • The Massachusetts Covered Bridges Day Trip: Hop in the car to visit five perfectly quaint covered bridges. This is a lovely trip any time of year, but do it in the fall for the chance to see the gorgeous changing leaves.

 

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