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Salem, MA. The Witch House. Historic Cities in New England

Top 6 Historic Cities in New England 

Your guide to our favourite Top Historic Cities in New England, each telling tales of a bygone era.

A history-loving-road-trippers guide to our favourite Top 5 Historic Cities in New England. Wandering through New England is like stepping back in time, with its historic cities telling tales of a bygone era. In Boston, history comes alive on the Freedom Trail, weaving through revolutionary landmarks that shaped the nation.

1. Boston, Massachusetts

The birthplace of the American Revolution. Boston played a crucial role in the American Revolution, being the site of key events such as the Boston Tea Party, and continues to embody a rich cultural and historical legacy, which you can visit at iconic landmarks including the Freedom Trail.

“Why should a tiny island across the sea regulate the price of tea?” 

Where is Boston, MA? A 4-hour drive from NYC and just over an hour from Providence, Rhode Island,  Boston fits nicely into our East Coast Road Trips

What to do in Boston, Massachusetts? Firstly, every local will tell you that the Freedom Trail is a must! Journey through American history on a 2.5-mile road which takes you through Boston Common along 16 significant sights. With walking tours available, this route is best taken with a guide who can answer any question as you stroll but can, of course, be explored without.

Acorn Street is a pretty little cobbled street which must be seen if passing. Afterwards, you could visit one of the country’s top universities. Harvard, in nearby Cambridge,  offers tours of the campus, which is guided by students, and best of all- it’s completely free!

Beer lovers will enjoy the Samuel Adams Brewery, which too is free of charge.

Did you know…  Boston is named after a town in England! When voyagers settled there in the early days, the Englishmen decided to keep the name of their home town.

What to eat in Boston, MA? Of course, your Road Trip to Boston wouldn’t be complete without some seafood. So, a Lobster Roll should be top of your list! Take it all in before finishing it all off with a tasty Boston cream pie!

Click here to view our Road Trip Itineraries that explore Boston…

Acorn Street, Beacon Hill, Boston, Massachusetts, USA

Acorn Street, Beacon Hill, Boston, Massachusetts, USA

2. Plymouth, Massachusetts

When the pilgrims got lost in their search for New York they stumbled across this patch of land, naming it after the port they had departed from on other side of the pond. The remains of their adventures are well preserved for the public to experience, giving justice to the title of being America’s Hometown. Walk in the footsteps of the Native Americans and the Pilgrims, and witness a stunning replica of the Mayflower that carried them.

Pilgrims first settled here in 1620, so Plymouth, Massachusetts, is fondly named America’s home town. The Falmouth Plymouth Rock marks where settlers are thought to have first stepped ashore.

Where is Plymouth, Massachusetts? Plymouth is a coastal town in Massachusetts, just south of Boston. Plymouth is less than an hour’s drive from Boston, 2 hours drive to Martha’s Vineyard, including a ferry, and just over four hours drive to New York City.

What to do in Plymouth, Massachusetts? Full of fascinating history, The Plimoth Patuxet Museums, formerly known as the Plimouth Plantation is a great place to start your visit to Plymouth. This living history museum shows just how it all began. Visit the Mayflower II, a full-size reproduction of the original ship that brought the pilgrims to Massachusetts. 

Click here to view our Road Trip Itineraries that explore Plymouth…

Plymouth, Massachusetts, USA - Plymouth Plantation. Historic Cities in New England.

Plimoth Patuxet Museums. Plymouth, Massachusetts

3. Newport, Rhode Island

The city by the sea is a perfect summer getaway filled with classic Colonial architecture and the salty smell of the ocean on the wind. Rhode Island is one of the many historic cities in New England

Where is Newport, Rhode Island? Rhode Island is on the East Coast, in New England.
Rhode Island is not an island at all, but it is by the sea and has beautiful white sandy beaches. It is the smallest state in the USA but is full of big fun!

What to do in Newport, Rhode Island? Newport is one of our favourite destinations in Rhode Island. It is one of the top sailing destinations in the world, and the boats here are phenomenal. There will be ample opportunity for you to get out on the water. Visit the impressive Newport Mansions. Breakers Mansion, Rose Cliff and the Marble House are among our favourites!

The city’s historic district, including The Breakers and other opulent mansions, stands as a testament to Newport’s social and economic prominence during pivotal periods in American history.

Click here to view our Road Trip Itineraries that explore Newport…

Newport RI. The Breakers Mansion. Historic Cities in New England

Newport Rhode Island,  The Breakers Mansion

4. Salem, Massachusetts

Salem, Massachusetts, is historically significant for its infamous Witch Trials in 1692, a sinister chapter that unfolded in the city and left a mark on American history. Today, Salem embraces its haunting past, drawing visitors to explore its witchcraft history, colonial architecture, and maritime heritage.
Click here to view our Road Trip Itineraries that explore Salem…
Salem, MA - Witch House

Salem, MA – The Witch House

5. Acadia National Park, Maine

Step into the time capsule of Acadia National Park, where the historic carriage roads, bridges, and buildings crafted by the visionary John D. Rockefeller Jr. in the early 20th century weave a narrative of a bygone era, adding layers of historical charm to the park’s natural allure.

What to do in Acadia National Park? Wander around, and you’ll find the leftovers of old homesteads and other historic spots, giving you a front-row seat to the region’s backstory. So, when you’re exploring Acadia, it’s like taking a stroll through a postcard with a side of fascinating tales from way back when.

Click here to view our Road Trip Itineraries that explore Acadia National Park…

Acadia National Park, Maine - The Bass Harbor Head Lighthouse

Acadia National Park, Maine – The Bass Harbor Head Lighthouse

So, grab your curiosity and step into the stories woven into the streets of New England’s historic cities, where every corner feels like a page turned in a living history book, inviting you to stroll through the charm of yesteryear.

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