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Massachusetts, Connecticut & Rhode Island

A Tailor-Made Fly-Drive Holiday to New England

This New England fly drive starts in Boston. Explore the City’s cultural heart. Head north via the ‘Freedom Trail’ between the picturesque and historic villages of Lexington and Concord and then west to Northfield. Discover the ‘Mohawk Trail’ where Mohawk Indians once trod this route across the rugged Berkshire Hills. Learn about the ‘Shakers’ at Hancock Shaker Village in Pittsfield.

The route turns south into the state of Connecticut to New Haven – home to Yale University. Follow Long Island Sound through Mystic into Rhode Island and Bristol known as ‘the most patriotic town in America.’ Explore Newport, one of the great maritime cities of the world. Stroll along Benefit Street in Providence lined with an impressive collection of well-restored buildings that were home to merchants and sea captains. Continue to Cape Cod and explore the lovely harbour and beach town of Falmouth before heading back to Boston for your flight home.

Your Holiday Includes

Flights, accommodation and car rental.

Suggested Itinerary/Excursions

Boston, 2 nights

Northfield, 3 nights

New Haven, 3 nights

Bristol, 2 nights

Falmouth, 3 nights

Accommodation Details

A selection of hotels, country inns and B&Bs. Flexible to suit your preference.

We recommend the Inn on the Sound in Falmouth - see our Accommodation section for details.


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CT, Mystic Seaport Sea Music Festival, Mystic - Credit Mystic Seaport Mystic Seaport Sea Music Festival, Mystic - Credit Mystic Seaport
MA, Falmouth main street. Image courtesy of Massachusetts Office of Travel & Tourism. Falmouth main street. Image courtesy of Massachusetts Office of Travel & Tourism.

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All the flights and flight-inclusive holidays on this website are financially protected by the ATOL scheme. When you pay you will be supplied with an ATOL Certificate. Please ask for it and check to ensure that everything you booked (flights, hotels and other services) is listed on it. Please see our booking conditions for further information or for more information about financial protection and the ATOL Certificate go to: www.atol.org.uk/ATOLCertificate. We are licenced by the Civil Aviation Authority, ATOL 3670. North American Highways is a trading name of Brewood Travel Limited.

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