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Great Rail Journeys · Escorted tour
Ten-day New England autumn loop from Boston through White Mountains to Portland

Great Rail Journeys operates this 10-day escorted tour to New England in autumn, departing London Heathrow and spending days in Boston, the White Mountains, and Portland, Maine. A UK Tour Manager accompanies the group throughout. The itinerary balances guided city exploration with scenic rail journeys: Day 1 arrives in Boston; Day 2 covers a guided walking tour of the Freedom Trail and historic landmarks. Day 3 combines a cruise to Salem with a coach journey to North Conway. Days 4 and 5 feature two heritage railways: the Mount Washington Cog Railway (the world's first, opened 1869) climbing to the summit, and the North Conway Scenic Railroad's Mountaineer train running through Crawford Notch. Days 6 through 8 move to Portland, Maine, with a lake cruise, trolley museum visit, and lighthouse tour. Day 9 returns to Boston by Amtrak Downeaster before an overnight flight home. The tour is suited to first-time rail travellers and history enthusiasts seeking guided comfort and dramatic autumn scenery.
Across 5 checks, this price has risen £100 since 4 Jul, to £3,699.
Each point is a day we checked this operator's own page, not a weekly average, and the line holds flat between checks rather than guessing at movement we did not see. 3 of 5 points are a live read of the operator's page. Hollow points are values shown when the trip was first listed here and never confirmed with the operator.
Meet the Tour Manager at London Heathrow for the flight to Boston, transferring to a downtown hotel in the theatre district for the first group dinner.
Guided tour of Boston including the Freedom Trail, Harvard University, Faneuil Hall, the Paul Revere House and a drive past the USS Constitution to Copley Square and Beacon Hill, with free time to explore independently.
A cruise across Massachusetts Bay to historic Salem with free time, then a coach journey into New Hampshire's White Mountains to the village of North Conway for a three-night stay.
Board the Mount Washington Cog Railway to the summit for panoramic views, then a scenic drive back via Woodstock and the Kancamagus Scenic Highway's waterfalls and covered bridges.
Ride the Mountaineer train on the Crawford Notch route of the North Conway Scenic Railroad through the Saco River Valley to Bartlett, with a free afternoon back in North Conway.
Coach to Weirs Beach to board the historic MS Mount Washington for a narrated cruise, with free time in Wolfeboro before continuing to Portland, Maine.
Visit the Seashore Trolley Museum near Kennebunkport for a vintage tram ride, then Fort Williams Park to see the historic Portland Head lighthouse.
A free day to explore Portland's Old Port district, museums, galleries and craft breweries, with a final group dinner in the evening.
Travel by rail on the Amtrak Downeaster back to Boston (luggage carried by coach) with free time before transferring to the airport for the overnight flight home.
Arrive back in the UK and make your own way home.
The same itinerary is listed on more than one site. Prices and inclusions can differ; compare before booking.

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