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Autumn in New England

Plymouth, Cape Cod, Providence, Stowe, Acadia NP & Boston

Autumn’s golden leaves combined with the winding roads around New England makes for a classic American road trip experience.

This tour is designed to give you the best possible chance of seeing the leaves at there most glorious point due to its destinations, directions and the altitude variations along the route. Happy leaf peaking!


Autumn in New England 14 days

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!


Autumnal 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 and early November. 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’s Provincetown.

  • 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. Packed in the summer months, however 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.

  • Key location: Cape Cod, MA
  • Cape Cod, MA

Nantucket Sound

Day 4

Spend a day in pleasant Providence

Leaving Cape Cod you’ll soon arrive in the pleasant Providence, Capital of Rhode Island. On the way here you’ll be able to take a day ferry to the gorgeous Nantucket or Martha’s Vineyard, details will be in your Itinerary 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, RI and check out the mansions and boats that line the coastline here. 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
  • 75 Miles

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 of 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
  • Stockbridge, MA
  • 107 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

Check out some of the other tours that explore this region

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