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There’s no better way to explore New England than on a road trip – the Fall foliage drapes over head, the rickety bridges of Vermont creek under your tires, and the mountain peaks rise up in front of your windscreen.
Can you picture a better scene?
From the White Mountains in Acadia National Park to the windswept coastal towns of Maine, New England has much to explore. It’s a region known for its quaint and laid-back vibes, revolutionary war history, and historic inns.
If a New England road trip has been on your mind lately, and you’re not sure where to go, what there is to see, or how to make it happen, then this guide is for you.
Below is our suggested New England road trip itinerary, plus recommendations for places to stay, things to do, and more.
About This New England Road Trip Itinerary
We road tripped through Vermont and New Hampshire in the Fall, but New England consists of six states; Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island, and Vermont.
Despite covering six states, it’s entirely possible to road trip across the entirety, if you have at least two weeks at your disposal.
The New England region covers 71,988 square miles (186,447 sq km) in size, slightly smaller than England, but you would not be expected to drive all of it.
In the following itinerary, we start in Maine, and head south into New Hampshire, across to Vermont, and then head south through Massachusetts and into Connecticut, onto Rhode Island, and finishing in Western Massachusetts.
The reason for this, as I explain in more detail towards the end of this guide, is because during the Fall, the leaves change color from the North first. So if you drive your itinerary North to South, you can follow the season.
You can extend this into New York if you want to, though as it’s not part of New England, we’ve left this out.
Feel free to start from the bottom and work your way north, if this better suits your travel plans.
We have also included recommendations for places to stay and how long to stay in each place. The accommodation options we suggest all have parking, great guest reviews, affordable prices, and the best location for that destination.
Map of this New England Road Trip Itinerary
Maine
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