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New England Road Trips

Exploring the Wonder of New England in Autumn

Fall Foliage Bliss

Driving through New England in Autumn is a magical experience, best enjoyed in late September and early October. Here we’ve pulled together some of our favourite places for to visit in New England, and the surrounding areas, for your self-drive holiday. 


1. Stowe, Vermont

From early September to late October, you can witness fall foliage transform the landscape of Stowe into a vibrant tapestry of reds, oranges, and gold, creating a breathtaking and picturesque autumn wonderland.

This town is as cute as a button, with cutting-edge ski resorts maintaining its intimate charm. Biking and hiking are the dominant activities during the summer months, whilst New Englands autumn leaves put on a show that’s appreciated by all. The famous Ben & Jerry’s factory sits on the edge of this small town, so pay your respects to the flavours of ice cream history.

Where is Stowe, Vermont? 3.5 hours drive from Boston, 3 hours from Montreal and 2.5 hours drive from Jackson, you will find Stowe at the foot of Mount Mansfield, Vermont’s highest peak.

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

Stowe, Vermont, New England in Fall

Stowe, Vermont, New England in Fall


2. Acadia National Park, Maine

Acadia National Park is among the top ten most visited National Parks in the U.S. With over 3.5 million visitors every year, it’s certainly clear to see why! Explore the rugged coastline and the alluring beauty of the rocky headlands in New England in Autumn on your road trip along the East Coast.

Where is Acadia National Park, Maine? You will find Acadia National Park in Maine, southwest of Bar Harbor. Set over 47,000 acres.

How much does it cost to enter Acadia National Park? It’ll cost $35 per vehicle to enter the Park, allowing entry for seven days. 

What to do in Acadia National Park? You will find over 158 miles of hiking trails and 45 miles of car-free carriage roads within this National Park. Listen to the ocean waves tumble beside you. At Thunder Hole, there is a cave in which the water crashes and causes an impressive thunder-like ROAR!

Wildlife in Acadia National Park? You might spot the occasional moose or even a bear! Along the coast, you’re also likely to spot whales or dolphins.

When is the best time to visit Acadia National Park? September and October is a great time to visit as the peak of summer usually quietens, and you will catch the spectacular season change on the tree tops.

Many roads throughout Arcadia close from December to mid-April/May. 

Standing at 1530 feet above the coastline, you certainly won’t be able to miss Cadillac Mountainthe tallest mountain on the East Coast. The views are super impressive all year, but if you’re visiting between October and March, you can view the earliest sunrise in the country. 

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

Acadia National Park in Autumn, New England in Autumn

Acadia National Park in Autumn


3. Boston, Massachusetts

No visit to New England in Autumn is complete without visiting Boston. Take in the big city on your Road Trip! Attractions in the city include Fenway Park, The ‘Cheers’ Bar, and the prestigious universities. There are loads of exciting things to pack into your visit to the city.

To catch the vibrant fall foliage in Boston, Massachusetts, head to the iconic Boston Common and Public Garden or explore the picturesque Arnold Arboretum for a stunning display of autumn colours.

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. 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 is also 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! Finish 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, New England in Autumn

Acorn Street, Beacon Hill, Boston, Massachusetts, New England in Autumn


4. Newport, Rhode Island

The city by the sea is a perfect getaway filled with classic Colonial architecture and the salty smell of the ocean on the wind. The ideal location for leaf peeping.

Where is Newport, Rhode Island? Rhode Island is on the East Coast, In the region of New England.

What is Rhode Island known for? Rhode Island is in fact not an island at all, but it is by the sea and has beautiful white sandy beaches. It is the smallest state in the whole of 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 amongst our favourites! 

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

Newport, Rhode Island - Historic Colourful Wooden House

Newport, Rhode Island, New England in Autumn


5. New Haven, Connecticut

New Haven, Connecticut, is a city brimming with cultural richness, home to the prestigious Yale University (pictured) and its architecturally stunning campus. There is also a vibrant arts scene, diverse culinary offerings, and the historic charm lies in neighbourhoods such as Wooster Square.

During the fall in New Haven, Connecticut, the city’s trees burst into a spectacular display of vibrant autumn hues, particularly around Yale University and the iconic New Haven Green, creating a picturesque and inviting atmosphere for leaf-peepers.

Yale university campus in downtown New Haven CT

Yale university campus, New Haven


If you’re ready to don your walking boots, fill up your coffee and get your Gilmore Girls fix, we think you’re ready to explore New England this Autumn, these small towns are perfect. All you need to do now is to Contact our team of experts and lets get you on the road!

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