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Massachusetts Road Trip Ideas: 11 Best Road Trips + Itinerary

Massachusetts Road Trip Ideas: 11 Best Road Trips + Itinerary

When most people imagine New England, they think of sandy beaches, seafood, fishing boats, and long roads to nowhere. Lighthouses and rocky coasts are certainly a part of the image, too. But, undoubtedly, of all the states in the region, there’s only one that offers every element of the quintessential...

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Latest Articles

The Short And Sweet Road Trip Through Massachusetts’ Cape Ann You Can Take On A Single Tank Of Gas

The Short And Sweet Road Trip Through Massachusetts’ Cape Ann You Can Take On A Single Tank Of Gas

By Melissa Mahoney

The 10 Best Stops On A Road Trip From Bourne To Provincetown, Massachusetts

The 10 Best Stops On A Road Trip From Bourne To Provincetown, Massachusetts

By Melissa Mahoney

The Hidden Beaches Road Trip That Will Show You Massachusetts Like Never Before

The Hidden Beaches Road Trip That Will Show You Massachusetts Like Never Before

The Most Affordable Massachusetts Road Trip Takes You To 4 Stunning Sites For Under $100

The Most Affordable Massachusetts Road Trip Takes You To 4 Stunning Sites For Under $100

By Melissa Mahoney

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The Ultimate Weekend Itinerary If You Love Spending Time Outdoors In Massachusetts

The Ultimate Weekend Itinerary If You Love Spending Time Outdoors In Massachusetts

By Melissa Mahoney

This Natural Wonders Road Trip Will Show You Massachusetts Like You’ve Never Seen It Before

This Natural Wonders Road Trip Will Show You Massachusetts Like You’ve Never Seen It Before

Here’s The Perfect Weekend Itinerary If You Love Exploring Massachusetts’ Waterfalls

Here’s The Perfect Weekend Itinerary If You Love Exploring Massachusetts’ Waterfalls

The Most Delicious Massachusetts Road Trip Takes You To 7 Hole-In-The-Wall BBQ Restaurants

The Most Delicious Massachusetts Road Trip Takes You To 7 Hole-In-The-Wall BBQ Restaurants

By Melissa Mahoney

This Epic One-Day Road Trip Across Massachusetts Is Full Of Adventures From Sunrise To Sunset

This Epic One-Day Road Trip Across Massachusetts Is Full Of Adventures From Sunrise To Sunset

By Melissa Mahoney

The Scenic Road Trip That Will Make You Fall In Love With The Beauty of Massachusetts All Over Again

The Scenic Road Trip That Will Make You Fall In Love With The Beauty of Massachusetts All Over Again

By Melissa Mahoney

The Sunday Buffet At Mad Hatter In Massachusetts Is A Delicious Road Trip Destination

The Sunday Buffet At Mad Hatter In Massachusetts Is A Delicious Road Trip Destination

By Melissa Mahoney

Take An Exciting Massachusetts Waterfalls Road Trip To The Most Beautiful Places In The State

Take An Exciting Massachusetts Waterfalls Road Trip To The Most Beautiful Places In The State

Take A Thrilling Road Trip To The 8 Most Abandoned Places In Massachusetts

Take A Thrilling Road Trip To The 8 Most Abandoned Places In Massachusetts

Take In The Beauty Of Massachusetts Year-Round With These 12 Scenic Drives

Take In The Beauty Of Massachusetts Year-Round With These 12 Scenic Drives

By Melissa Mahoney

The Fairytale Road Trip That’ll Lead You To Some Of Massachusetts’ Most Magical Places

The Fairytale Road Trip That’ll Lead You To Some Of Massachusetts’ Most Magical Places

Take This Road Trip To The 5 Most Eye-Popping Flower Fields In Massachusetts

Take This Road Trip To The 5 Most Eye-Popping Flower Fields In Massachusetts

See The Very Best Of Cape Cod In One Day On This Epic Road Trip

See The Very Best Of Cape Cod In One Day On This Epic Road Trip

Take This Hidden Gems Road Trip When You Want To See Some Little-Known Places In Massachusetts

Take This Hidden Gems Road Trip When You Want To See Some Little-Known Places In Massachusetts

By Melissa Mahoney

The Christmas Lights Road Trip Through Massachusetts That Will Take You To 10 Magical Displays

The Christmas Lights Road Trip Through Massachusetts That Will Take You To 10 Magical Displays

Go Apple Picking, Then Sleep In A Cabin Surrounded By Fall Foliage On This Weekend Getaway In Massachusetts

Go Apple Picking, Then Sleep In A Cabin Surrounded By Fall Foliage On This Weekend Getaway In Massachusetts

By Melissa Mahoney

It’s Worth It To Drive Across Massachusetts Just For The Donuts At Basic Batch Donuts

It’s Worth It To Drive Across Massachusetts Just For The Donuts At Basic Batch Donuts

By Melissa Mahoney

Hop In The Car And Visit 6 Of Massachusetts’ Covered Bridges In One Day

Hop In The Car And Visit 6 Of Massachusetts’ Covered Bridges In One Day

By Melissa Mahoney

Beer in Massachusetts

Explore The Best Chowder And Craft Beer In Massachusetts On This Multi-Day Road Trip

Explore The Best Chowder And Craft Beer In Massachusetts On This Multi-Day Road Trip

This Rural Road Trip Will Lead You To Some Of The Best Countryside Hidden Gems In Massachusetts

This Rural Road Trip Will Lead You To Some Of The Best Countryside Hidden Gems In Massachusetts

By Melissa Mahoney

Follow The Coast Along This Scenic Drive Through Massachusetts

Follow The Coast Along This Scenic Drive Through Massachusetts

By Melissa Mahoney

The Quirky And Delicious Restaurant That’s Worthy Of A Road Trip From Any Corner Of Massachusetts

The Quirky And Delicious Restaurant That’s Worthy Of A Road Trip From Any Corner Of Massachusetts

By Melissa Mahoney

Spend Three Days In Three State Parks On This Weekend Road Trip In Massachusetts

Spend Three Days In Three State Parks On This Weekend Road Trip In Massachusetts

By Melissa Mahoney

The Stunning Massachusetts Drive That Is One Of The Best Road Trips You Can Take In America

The Stunning Massachusetts Drive That Is One Of The Best Road Trips You Can Take In America

By Melissa Mahoney

Take This Unforgettable Road Trip To 7 Of Massachusetts’ Least-Visited State Parks

Take This Unforgettable Road Trip To 7 Of Massachusetts’ Least-Visited State Parks

By Melissa Mahoney

This Day Trip Will Take You To The Best Wine And Waterfalls In Massachusetts

This Day Trip Will Take You To The Best Wine And Waterfalls In Massachusetts

Enjoy A Scenic Drive Along Massachusetts’ 6 Most Beautiful Backroads

Enjoy A Scenic Drive Along Massachusetts’ 6 Most Beautiful Backroads

By Melissa Mahoney

The Ultimate Pizza Journey Through Massachusetts Makes For One Delicious Adventure

The Ultimate Pizza Journey Through Massachusetts Makes For One Delicious Adventure

By Melissa Mahoney

The Ultimate Massachusetts Nature Lovers Road Trip Leads To Pristine Beaches, A Waterfall, And More

The Ultimate Massachusetts Nature Lovers Road Trip Leads To Pristine Beaches, A Waterfall, And More

By Melissa Mahoney

This Massachusetts Road Trip Takes You From The Shores Of Cape Cod To Cape Ann

This Massachusetts Road Trip Takes You From The Shores Of Cape Cod To Cape Ann

By Melissa Mahoney

This Epic Road Trip Leads To 7 Iconic Landmarks In Massachusetts

This Epic Road Trip Leads To 7 Iconic Landmarks In Massachusetts

By Melissa Mahoney

This 231-Mile Road Trip Leads To Some Of The Most Scenic Parts Of Massachusetts, No Matter What Time Of Year It Is

This 231-Mile Road Trip Leads To Some Of The Most Scenic Parts Of Massachusetts, No Matter What Time Of Year It Is

By Melissa Mahoney

This Family Friendly Road Trip Through Massachusetts Leads To Whimsical Attractions, A Themed Restaurant, And More

This Family Friendly Road Trip Through Massachusetts Leads To Whimsical Attractions, A Themed Restaurant, And More

By Melissa Mahoney

This Haunted Road Trip Will Lead You To The Scariest Places In Massachusetts

This Haunted Road Trip Will Lead You To The Scariest Places In Massachusetts

Take This Gorgeous Fall Foliage Road Trip To See Massachusetts Like Never Before

Take This Gorgeous Fall Foliage Road Trip To See Massachusetts Like Never Before

Hop In Your Car And Take The Central Hills Loop For An Incredible 57-Mile Scenic Drive In Massachusetts

Hop In Your Car And Take The Central Hills Loop For An Incredible 57-Mile Scenic Drive In Massachusetts

6 Unforgettable Road Trips To Take In Massachusetts Before You Die

6 Unforgettable Road Trips To Take In Massachusetts Before You Die

These 10 Road Trips In Massachusetts Will Lead You To Places You’ll Never Forget

These 10 Road Trips In Massachusetts Will Lead You To Places You’ll Never Forget

This Road Trip Takes You To The Best Historical Sites In Massachusetts

This Road Trip Takes You To The Best Historical Sites In Massachusetts

The Sweetest Road Trip in Massachusetts Takes You To 9 Old School Chocolate Shops

The Sweetest Road Trip in Massachusetts Takes You To 9 Old School Chocolate Shops

Yankee Candle Village Is An Inexpensive Road Trip Destination In Massachusetts That’s Affordable

Yankee Candle Village Is An Inexpensive Road Trip Destination In Massachusetts That’s Affordable

Take A Terrifying Massachusetts Road Trip That Will Surely Haunt Your Dreams

Take A Terrifying Massachusetts Road Trip That Will Surely Haunt Your Dreams

This Road Trip To Massachusetts’ Most Majestic Castles Is Like Something From A Fairytale

This Road Trip To Massachusetts’ Most Majestic Castles Is Like Something From A Fairytale

This Bargain Hunters Road Trip Will Take You To Some Of The Best Thrift Stores In Massachusetts

This Bargain Hunters Road Trip Will Take You To Some Of The Best Thrift Stores In Massachusetts

Try An Ice Cream Flavor From All 50 States At Hodgie’s Ice Cream In Massachusetts

Try An Ice Cream Flavor From All 50 States At Hodgie’s Ice Cream In Massachusetts

The Lighthouse Road Trip On The Massachusetts Coast That’s Dreamily Beautiful

The Lighthouse Road Trip On The Massachusetts Coast That’s Dreamily Beautiful

Everyone Should Take This Spectacular Holiday Trail Of Lights In Massachusetts This Season

Everyone Should Take This Spectacular Holiday Trail Of Lights In Massachusetts This Season

Everyone In Massachusetts Should Take This Under-appreciated Scenic Drive

Everyone In Massachusetts Should Take This Under-appreciated Scenic Drive

Take This Quirky Road Trip To Visit Massachusetts’ Most Unique Roadside Attractions

Take This Quirky Road Trip To Visit Massachusetts’ Most Unique Roadside Attractions

The Magical Road Trip Will Take You Through Massachusetts’ Most Charming Christmas Towns

The Magical Road Trip Will Take You Through Massachusetts’ Most Charming Christmas Towns

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