Book With Confidence - Our Covid-19 60-Day Flexibility Promise

Quick Enquiry

Autumn in New England

Plymouth, Cape Cod, Providence, Stowe, Jackson, Acadia NP, Kennebunkport, Boston & more

Discover Autumn in New England. Golden leaves combined with the winding roads around New England makes for a classic American road trip experience. This tour will give you the best possible chance of seeing the leaves at their most glorious point. Visit gorgeous destinations including Cape Cod, Stowe and Acadia National Park along the route. So, Happy leaf peeping!


Autumn in New England 14 nights

Remember, any and all of our pre packaged road trips can be altered to meet your exact needs and wants. Do you have more or less than 14 days for your road trip? No problem, we can bolt on extra nights to allow more time to explore or shorten the number of destinations as required. Just let us know when requesting your quote.

The colours of the trees will amaze you!


Autumn in New England

Day 1

Arrive in New England

If catching the leaves at they’re best is your priority then you should aim to take this trip during October. Catching the leaves turning every shade of gold and red can be a tricky business. This route is designed to pass through the best areas and on a north/south direction giving you the best chance of catching the leaves at their best. After flying into Boston, you’ll collect your car rental and take a short drive south to historic Plymouth.

  • Key location: Boston, MA
  • Plymouth, MA
  • 40 Miles

Pilgrim huts of NE

Day 2

Historic Plymouth to charming Cape Cod

When the pilgrims got lost when searching for New York, they happened across this patch of land and named it after the port they had departed on the over side of the pond. Today you walk in the footsteps of the Native Americans and the Pilgrims, or visit a stunning replica of the Mayflower boat that carried them. Afterwards, take the scenic Highway 6 out to Cape Cod.

  • Key location: Plymouth, MA
  • Cape Cod, MA
  • 76 Miles

Cape Cod Lighthouse

Day 3

Explore the Cape Cod peninsula

Summer home for the Kennedy's, this 65 mile long peninsula offers historic towns, fantastic sea food and wild sand dunes. Super busy in the summer months, spring and autumn also offer enjoyable weather and migrating birds. From your Hotel or B&B you’ll be able to relax among the natural surroundings and charming Cape Cod villages.

  • Key location: Cape Cod Lighthouse
  • Cape Cod Lighthouse

Nantucket Sound

Day 4

Spend a day in pleasant Providence

Leaving Cape Cod you’ll soon arrive in pleasant Providence, capital of Rhode Island. On the way here you’ll be able to take a day ferry to Martha’s Vineyard, or perhaps visit here or nearby Nantucket whilst staying on Cape Cod, further details will be in your Road Trip Pack.

  • Key location: Providence, RI
  • Providence, RI
  • 121 Miles

Small town America

Day 5

Pretty Newport and Essex await

From your Providence base you’ll be able to swing by Newport and check out the incredible summer homes such as The Breakers, the Vanderbilt mansion. Another day trip option is Essex, Connecticut - Small town old America is preserved in time here, with white picket fences surrounding perfect examples of federal and colonial architecture. Essex also boasts one of the oldest Inn’s in America, trading continuously since 1776. The towns origins go back to 1635, and most of the buildings here were built with money made trading Rum and Tobacco in the 19th century.

  • Key location: Rhode Island
  • Providence, RI

Golden New England

Day 6

North now, in search of golden leaves

Heading north gives you the best chance of catching the Fall leaves at there best, as the leaf changing creeps north to south over the Autumn months. The Berkshires are positioned in the western hills of Massachusetts, and comprise tree covered hills and picture perfect towns such as Stockbridge. Your Itinerary Pack will help you find the most scenic roads, explaining why so many Bostonians drive out here for a break from the city.

  • Key location: Berkshires, MA
  • tockbridge, MA
  • 124 Miles

Scenic Vermont driving

Day 7

On to pretty Stowe in Vermont

Cruising due north along Vermont’s scenic roads covered in golden leaves, including Vermont’s very best road which lies to the west of Green Mountain National Forest you’ll eventually come to a pretty town called Stowe.

  • Key location: Stowe, VT
  • Stowe, VT
  • 226 Miles

Pretty Stowe

Day 8

Enjoy Stowe’s old world charm

This ski resort town is as cute as a button, provided state of the art lifts with small town charm. In the summer months, biking and hiking take over. And come Autumn, the leaves put on a show for all to see. Like Ice Cream? Then visit the Ben & Jerry’s factory that sits on the edge of town for a tour and some sampling.

  • Key location: Stowe, VT
  • Stowe, VT

Drive to New Hampshire

Day 9

From the Green to the White Mountains

Heading east, you’ll leave the “Green” mountain forest area and head into the “White” mountain forest areas of New Hampshire. The changes in elevation here will also help you find golden leaves along your road trip. Mount Washington State Park is the highest state park in the East and Mount Washington dominates, why not take the Mt. Washington Auto Road for a view from the 6288 ft summit.

  • Key location: White Mountains
  • Jackson, NH
  • 116 Miles

Acadia NP

Day 10

The East coasts oldest National Park

Today you’ll leave New Hampshire and enter Maine on route to Acadia National Park. People have been drawn to the rugged coast of Maine throughout history. Awed by its beauty and diversity, early 20th-century visionaries donated the land that became Acadia National Park. The park is home to many plants and animals, and the tallest mountain on the U.S. Atlantic coast. Today visitors come to Acadia to hike granite peaks, bike historic carriage roads, or relax and enjoy the scenery.

  • Key location: Acadia, NP
  • Bar Harbor, ME
  • 220 Miles Miles

Autumn in Acadia NP

Day 11

Discover the beauty of Acadia National Park

A full day to explore every corner of Acadia National Park, in the autumn months the park becomes just as colourful as the roads throughout New England that have taken you here. Cadillac Mountain, the highest point on the North Atlantic seaboard is the place to go for impressive sunrise or sunset views.

  • Key location: Acadia, NP
  • Bar Harbor, ME


Day 12

Explore the coastal villages to Kennebunkport

Enjoy your breakfast in Acadia National Park before heading south along the classic Maine coast to Kennenbunkport. Here you'll be able to enjoy one of their famous crab meals. Bask in the sun of the wonderful beaches in this classic New England fishing town after a fun day exploring the New England towns dotting the Atlantic coast such as Camden, Boothbay and the state capital Portland.

  • Key location: Kennebunkport
  • Kennebunkport, ME
  • 197 Miles

Boston's parks in Fall

Day 13

Your final day in Boston and New England

A full day for to explore some of Boston’s must see places and charming cobbled streets. If you were a fan of the sit-com Cheers, then make sure you swing by the bar to say hello to the guys. Other highlights include walking the “Freedom Trail” and visiting the world famous Harvard University. Tomorrow you'll catch your short(ish) flight home. We'll usually try to get you a late flight home, which will allow you more time to explore and the chance to sleep during the flight home.

  • Key location: Boston, MA
  • Boston, MA

check out the other road trip tours that explore this region

Snow dusted trees on slope in Stowe, Vermont, Ski New England USA

Ski New England

Killington, Stowe, Mount Washington & Boston

Autumn Orange leaves falling from trees in New England

Autumn in New England

Plymouth, Cape Cod, Providence, Stowe, Jackson, Acadia NP, Kennebunkport, Boston & more

Light House against the sunset in Cape Cod, Massachusetts. New England, America.

Ultimate New England

New York, Catskills, Niagara Falls, Stowe, Acadia NP, Boston, Cape Cod & The Hamptons

Mount Rushmore Monument, South Dakota, Northern Crossover USA

Northern Crossover

Boston, Niagara Falls, Chicago, Mount Rushmore, Devil's Tower, Yellowstone NP, Grand Teton NP, Lake Tahoe, Yosemite NP, Napa, San Francisco & more

get all the latest news and offers by signing up to our newsletter