Make this year a time of amazing exploration and discovery. These carefully crafted road trips will guide you throughout our beautiful state, taking you to classic destinations and hidden gems you didn’t even know existed. From incredible natural wonders to spooky sites, this bucket list of the best road trips in Massachusetts will keep you low on gas but rich with memories.
Follow the links in the captions for more information about the destinations. To view an interactive map of each road trip, simply click on the link beneath each map photo.
- The Ultimate Massachusetts Waterfall Road Trip
Flickr/criana
Google Maps We kick off our list of the best road trips in Massachusetts with waterfalls. There’s hardly anything so dramatic, beautiful, and awe-inspiring in the natural world, and Massachusetts is actually full of them. You may have known that there are so many sparkling cascades in the Bay State, but this road trip will take you to the best of the best. You’ll be able to get up close and personal with some of the coolest natural features around. This journey is best taken after heavy rainfall in the spring when the waterfalls are at their peak.
- The Ultimate Terrifying Massachusetts Road Trip
Wikimedia Commons
Google Maps This trip is definitely not for the faint of heart. Massachusetts is full of allegedly haunted spots, and this road trip will take you to nine of the most terrifying sites in the state. Visit an abandoned insane asylum, spend the night in a murder house and test your mettle with a hike through the most haunted forest in America. This road trip is certainly one of the spookiest things to do in Massachusetts.
- The Dreamily Beautiful Lighthouse Road Trip In Massachusetts
Flickr/Russ
Google Maps Travel to some of the state’s most awe-inspiring and charming lighthouses on this dreamy seaside road trip. You’ll be guided along the coast, taking in the sights and sounds of the ocean while stopping to admire the magnificent beacons that line the Massachusetts shoreline. This trip is best undertaken in the summer, but if you’re a foliage junkie (or just want to skip the summer traffic), autumn is another great time to travel this route.
- The Natural Wonders Road Trip In Massachusetts
Flickr/Henry Zbyszynski
Google Maps This state is lousy with jaw-dropping sites and incredible views. If you follow this road trip, you’ll encounter glittering seascapes, stunning mountains, secret waterfalls, and incredible rainbow cliffs. There’s no bad time of year to head out on an epic tour of Massachusetts’ splendid natural assets.
- The Gorgeous Fall Foliage Massachusetts Road Trip
Flickr/MOTT
Google Maps One of the many blessings Massachusetts natives enjoy is the grandeur of fall in New England. When the summer heat starts to fade and leaves begin to turn, there’s nothing like driving through the countryside and marveling at the spectacular foliage. This road trip will take you through the most scenic, colorful parts of the state where you’re most likely to find incredible leaves to peep. Obviously, this journey is best attempted in the autumn months. Don’t forget your camera!
- Ultimate Massachusetts Christmas Lights Road Trip
Massachusetts Office Of Travel & Tourism/Flickr
Google Maps Let this road trip be your guide to experiencing the most magical light displays in Massachusetts during the holiday season. We’ve plotted amazing displays all across the state, and provided the times and dates they’re open. If you’re looking for a way to get in the Christmas spirit, packing a thermos of hot chocolate and hitting the road on this trip is the way to do it. These are must-visit attractions in Massachusetts during the holiday season.
What do you think of this list of the best road trips in Massachusetts? Please share your opinion in the comment section.
Flickr/criana
Google Maps
We kick off our list of the best road trips in Massachusetts with waterfalls. There’s hardly anything so dramatic, beautiful, and awe-inspiring in the natural world, and Massachusetts is actually full of them. You may have known that there are so many sparkling cascades in the Bay State, but this road trip will take you to the best of the best. You’ll be able to get up close and personal with some of the coolest natural features around. This journey is best taken after heavy rainfall in the spring when the waterfalls are at their peak.
Wikimedia Commons
This trip is definitely not for the faint of heart. Massachusetts is full of allegedly haunted spots, and this road trip will take you to nine of the most terrifying sites in the state. Visit an abandoned insane asylum, spend the night in a murder house and test your mettle with a hike through the most haunted forest in America. This road trip is certainly one of the spookiest things to do in Massachusetts.
Flickr/Russ
Travel to some of the state’s most awe-inspiring and charming lighthouses on this dreamy seaside road trip. You’ll be guided along the coast, taking in the sights and sounds of the ocean while stopping to admire the magnificent beacons that line the Massachusetts shoreline. This trip is best undertaken in the summer, but if you’re a foliage junkie (or just want to skip the summer traffic), autumn is another great time to travel this route.
Flickr/Henry Zbyszynski
This state is lousy with jaw-dropping sites and incredible views. If you follow this road trip, you’ll encounter glittering seascapes, stunning mountains, secret waterfalls, and incredible rainbow cliffs. There’s no bad time of year to head out on an epic tour of Massachusetts’ splendid natural assets.
Flickr/MOTT
One of the many blessings Massachusetts natives enjoy is the grandeur of fall in New England. When the summer heat starts to fade and leaves begin to turn, there’s nothing like driving through the countryside and marveling at the spectacular foliage. This road trip will take you through the most scenic, colorful parts of the state where you’re most likely to find incredible leaves to peep. Obviously, this journey is best attempted in the autumn months. Don’t forget your camera!
Massachusetts Office Of Travel & Tourism/Flickr
Let this road trip be your guide to experiencing the most magical light displays in Massachusetts during the holiday season. We’ve plotted amazing displays all across the state, and provided the times and dates they’re open. If you’re looking for a way to get in the Christmas spirit, packing a thermos of hot chocolate and hitting the road on this trip is the way to do it. These are must-visit attractions in Massachusetts during the holiday season.
There’s so much to do and see in the Bay State, but we’re happy to do most of the trip planning for you. Take a look at these amazing Massachusetts day trips you absolutely have to take.
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Address: Massachusetts, USA
The OIYS Visitor Center
Best Road Trips In Massachusetts June 29, 2021 Melissa M. What are some must-visit attractions in Massachusetts? The Bay State is filled with many must-visit attractions that should be added to everyone’s bucket list. Take for example The Crane Estate in Ipswich which will make you feel as though you’re in Europe with its old-world beauty and charm. The 2,100-acre property sits seaside with a gorgeous manicured lawn that leads your eye all the way to the water. It’s a breathtaking place to visit. Plimoth Plantation in Plymouth is a living history museum with a scale replica of the Mayflower and everyone who works there dresses as though it’s the 1700s. You will certainly feel as though you’ve stepped back in time here. Learn more about these and several other must-visit places in Massachusetts in this post. What are some of the best day trips in Massachusetts? If you want to feel like a kid again, spend the day at Kimball Farm in Westford. Although there are three other locations, this is the original and aside from ice cream, it has plenty of activities to keep the family entertained all day long. You can challenge the kids to a round of mini-golf, take a ride on the bumper boats or bumper cars, have a high-flying adventure on the zip-line, and so much more! You’ll have a blast at Kimball’s. Read our article, 11 Best Day Trips You Can Possibly Take In Massachusetts, for more day-trip ideas. What are some unique things to do in Massachusetts? Have you ever thought about visiting a wolf sanctuary? Well, you can have your chance with a trip to the incredibly unique Wolf Hollow in Ipswich. Book a public or private tour of the sanctuary or attend one of the wolf presentations. It’s an incredible place where visitors can learn more about the gray wolf. There are also many unique things to do around the Bay State where you don’t even have to open your wallet. You can read about just a few of those places in this post.
The OIYS Visitor Center
Best Road Trips In Massachusetts
June 29, 2021
Melissa M.
What are some must-visit attractions in Massachusetts? The Bay State is filled with many must-visit attractions that should be added to everyone’s bucket list. Take for example The Crane Estate in Ipswich which will make you feel as though you’re in Europe with its old-world beauty and charm. The 2,100-acre property sits seaside with a gorgeous manicured lawn that leads your eye all the way to the water. It’s a breathtaking place to visit. Plimoth Plantation in Plymouth is a living history museum with a scale replica of the Mayflower and everyone who works there dresses as though it’s the 1700s. You will certainly feel as though you’ve stepped back in time here. Learn more about these and several other must-visit places in Massachusetts in this post. What are some of the best day trips in Massachusetts? If you want to feel like a kid again, spend the day at Kimball Farm in Westford. Although there are three other locations, this is the original and aside from ice cream, it has plenty of activities to keep the family entertained all day long. You can challenge the kids to a round of mini-golf, take a ride on the bumper boats or bumper cars, have a high-flying adventure on the zip-line, and so much more! You’ll have a blast at Kimball’s. Read our article, 11 Best Day Trips You Can Possibly Take In Massachusetts, for more day-trip ideas. What are some unique things to do in Massachusetts? Have you ever thought about visiting a wolf sanctuary? Well, you can have your chance with a trip to the incredibly unique Wolf Hollow in Ipswich. Book a public or private tour of the sanctuary or attend one of the wolf presentations. It’s an incredible place where visitors can learn more about the gray wolf. There are also many unique things to do around the Bay State where you don’t even have to open your wallet. You can read about just a few of those places in this post.
The OIYS Visitor Center
The OIYS Visitor Center
The Bay State is filled with many must-visit attractions that should be added to everyone’s bucket list. Take for example The Crane Estate in Ipswich which will make you feel as though you’re in Europe with its old-world beauty and charm. The 2,100-acre property sits seaside with a gorgeous manicured lawn that leads your eye all the way to the water. It’s a breathtaking place to visit. Plimoth Plantation in Plymouth is a living history museum with a scale replica of the Mayflower and everyone who works there dresses as though it’s the 1700s. You will certainly feel as though you’ve stepped back in time here. Learn more about these and several other must-visit places in Massachusetts in this post.
What are some of the best day trips in Massachusetts?
If you want to feel like a kid again, spend the day at Kimball Farm in Westford. Although there are three other locations, this is the original and aside from ice cream, it has plenty of activities to keep the family entertained all day long. You can challenge the kids to a round of mini-golf, take a ride on the bumper boats or bumper cars, have a high-flying adventure on the zip-line, and so much more! You’ll have a blast at Kimball’s. Read our article, 11 Best Day Trips You Can Possibly Take In Massachusetts, for more day-trip ideas.
What are some unique things to do in Massachusetts?
Have you ever thought about visiting a wolf sanctuary? Well, you can have your chance with a trip to the incredibly unique Wolf Hollow in Ipswich. Book a public or private tour of the sanctuary or attend one of the wolf presentations. It’s an incredible place where visitors can learn more about the gray wolf. There are also many unique things to do around the Bay State where you don’t even have to open your wallet. You can read about just a few of those places in this post.
