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New England in the Fall

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202520262027
9 days From $3,295 per person
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Experience the glorious hues of New England’s golden season as we tour Massachusetts and New Hampshire, continuing to the idyllic coastal city of Portland, Maine

Travel among a group of like-minded travelers led by a professional tour manager

Mobility Rating 2

2026 Tour code: ESC26

About the tour

On this new itinerary for 2026, experience scenic railways on an unforgettable tour of New England in the Fall.

Travel through spectacular mountain scenery lit up with vivid colors on this autumn tour along America's scenic East Coast. Stay in Boston with time to explore its history and culture, then journey by boat to fascinating Salem.

Continue to the charming village of North Conway in the beautiful White Mountains - one of the most stunning locations to experience Fall in New England - and the cozy coastal city of Portland.

Unforgettable Experiences

Experience the radiant fall colors of the White Mountains
Experience the radiant fall colors of the White Mountains
Enjoy a sensational journey by coach through the magnificent White Mountains National Forest, encountering the vibrant orange, red and gold hues of the brilliant fall foliage.
Take nostalgic journeys on two iconic heritage railways
Take nostalgic journeys on two iconic heritage railways
Travel back in time on the Mount Washington Cog Railway, the world's first, to the summit of Mount Washington, and journey on the North Conway Scenic Railroad on a route aglow with the burnished colors of fall.
Explore historic Boston on a guided tour
Explore historic Boston on a guided tour
Discover Boston’s important landmarks on a tour which includes the Freedom Trail, the USS Constitution – the US Navy’s oldest commissioned ship –Copley Square, Beacon Hill, Boston Common and Quincy market.

What’s included

Itinerary

Day 1 - Arrival in Massachusetts’ capital, Boston

Making your way to Boston independently, you can check in to our downtown hotel in the theater district.

Boston is not only the capital of Massachusetts and New England's largest city, it's also one of the oldest European settlements in the United States, and played a key role in American Independence. The city was founded in the early 17th century by English Puritans, and previously inhabited by Native Americans. After American independence from Great Britain, Boston continued to develop as an important port, metropolis and leading centre for education. Today, Boston is the cultural and financial centre of New England - a mix of wonderful parklands and fascinating historic buildings such as the Public Library, Harvard and the Romanesque Trinity Church.

The remainder of the day is yours to explore and to dine independently. In the nearby theatre district restaurants range from traditional American venues serving burgers and local dishes such as clam chowder to those offering international cuisine.

Overnight Boston

Day 2 - Uncovering historic Boston

A guided sightseeing tour of Boston this morning reveals a city famed for its leading part in America's history as we explore the Freedom Trail and visit Harvard University. The Freedom Trail reveals the city's significant sights including beautiful Faneuil Hall and the Paul Revere House. Owned by the famed American patriot in the late 18th century, it is Boston's oldest remaining structure. We also drive past the USS Constitution, the oldest commissioned US Navy ship, to Copley Square and Beacon Hill.

This morning's explorations have provided a great insight into Boston's history and, with the rest of the day free, you might want to delve further into this city, known colloquially as Beantown. Near the scenic Back Bay Fens, you can visit the Museum of Fine Arts or the historic Fenway Park baseball ground, home of the Boston Red Sox.

With an evening at leisure, you could dine on fresh seafood or stop off at a tavern. Across Boston Common from our hotel is Cheers, the exterior of which was used in the sitcom of the same name.

Overnight Boston

Includes
  • Breakfast
Day 3 - Sailing to Salem and the White Mountains

Leaving Boston after breakfast, we head to the harbor to board an hour-long cruise across Massachusetts Bay. En route, we can admire picturesque islands before our arrival in the historic town of Salem.

Renowned for the witch trials of 1692, its ignominious past is remembered in memorials and museums. However, Salem is now a charming and vibrant town which can be explored with a few hours of free time over lunch. The supernatural is a big draw here, and you can uncover quirky stores along Essex Street. However, there are many significant seafaring sites and colonial mansions along the waterfront, including the birthplace of author, Nathaniel Hawthorne.

Later, we board a coach to travel into the glorious White Mountains, one of North America's most beautiful landscapes. Our journey takes us through the incredible scenery of New Hampshire during its celebrated 'golden season', when the trees are burnished shades of red and orange*. We reach the mountain village of North Conway, New Hampshire, our scenic base for three nights. Near the hotel, there is a range of dining options to enjoy.

Overnight North Conway

*Please note: Outside of the main fall season (mid-September to mid-October), the fall foliage is unlikely to be as visible, but the attractions of the area are delightful at any time.

Includes
  • Breakfast
Day 4 - Mount Washington Cog Railroad and Kancamagus Highway

After an early breakfast, we transfer to Marshfield station by coach to board the 10am Mount Washington Cog Railroad. This bio-diesel service runs on the world's first cog railway, which opened in 1869. Our journey is fully narrated as the train climbs up to the summit of Mount Washington, an hour-long trip among glorious scenery. We then have an hour at the summit to enjoy panoramic views of the White Mountain Range and beyond, if the weather is clear.

We make our return journey by coach through the White Mountains, stopping for free time over lunch in Woodstock, famed for its maple syrup. Our journey continues along the famous Kancamagus Scenic Highway, one of the best routes to admire the fall foliage, with stops along the way at waterfalls and covered bridges. Here, a breathtaking tapestry of color - from rich burgundy and russet to pale yellow - brightens up the picture around us.

We head back to our hotel, arriving mid-afternoon, with the remainder of the day and evening at leisure to enjoy as you wish. 

Overnight North Conway

Includes
  • Breakfast
Day 5 - A superb journey on the Conway Scenic Railroad

Another great heritage railroad awaits after a leisurely hotel breakfast as we travel aboard the iconic Mountaineer train on the Crawford Notch route of the Conway Scenic Railroad.

Traveling in 1950s-era streamlined passenger cars, we relive a legendary journey as we travel a route first taken in the late 19th century. Our relaxing trip takes us over the rugged terrain of the Crawford Notch and alongside the picturesque Saco River Valley to Bartlett. Our route is illuminated with New Hampshire's glowing color scheme of reds, golds and browns.

We are transferred back to our hotel by coach in the afternoon and are free to enjoy a relaxing afternoon and evening in the enchanting village of North Conway. New Hampshire's state fruit is the pumpkin, a popular ingredient during fall when local, hearty cuisine comes into its own. Those with sweet teeth might like to find the seasonal specialty of apple cider doughnuts!

Overnight North Conway

Includes
  • Breakfast
Day 6 - Cruising Lake Winnipesaukee to Wolfeboro

Checking out of our North Conway hotel after breakfast, we travel by motorcoach to Weirs Beach on the shore of Lake Winnipesaukee.

Here, we board the historic MS Mount Washington for a narrated cruise across New Hampshire's largest lake. Surrounded by views of hazy mountains, beautiful lakefront houses and sandy beaches, we hear about the region's history and folklore. Disembarking in Wolfeboro, there's free time over lunch to explore the 'oldest summer resort in America'. With buildings dating back to the late 18th-century and New England-style architecture along its main streets, Wolfeboro exudes authentic charm.

Returning to our coach, we journey eastward to Portland. On the picturesque northeastern coast, this small but vibrant Maine city boasts a great maritime past and has also embraced modern creativity, now being renowned as a center for arts and brewing. After checking in to our hotel near the waterfront, there's a free evening to dine independently.

Includes
  • Breakfast
Day 7 - Seashore Trolley Museum and Kennebunkport

A charming journey into the past awaits today as we head to the Seashore Trolley Museum* near Kennebunkport after breakfast. Established in 1939, this is the oldest and largest electric tram museum in the world and includes vintage vehicles from the US, Europe and beyond.

As well as learning about the influence and importance of this nostalgic mode of transport, we enjoy a ride on one of the exhibits, taking us back to a time when city streets rang with the sounds of these endearing trams.

Later, we continue to the picturesque coastal town of Kennebunkport, where you can soak up the historic New England charm along its quaint streets or visit the boutiques and art galleries. Returning to Portland, you can dine independently this evening.

Overnight Portland

*Please note: For departures on 15 Sep, 29 Sep & 13 Oct 2026, the Seashore Trolley Museum is closed, so you will have a free morning in Portland.

Includes
  • Breakfast
Day 8 - Free day in Portland

Today is yours to explore beautiful Portland as you wish. Maine's largest city is compact but filled with history and culture.

Inspired by the mountain railways of Wales, Maine developed a network of railroads in the late 19th century that were unique to the US. Operating on a narrower gauge than other tracks, these railroads were able to conquer rocky and curvy terrain. Founded in 1992, the Maine Narrow Gauge Railroad and Museum offers 40-minute round-trips on these charming trains, providing great views from the East End of Portland's peninsula.

In and around the Old Port district where redbrick buildings line the streets, you can discover numerous museums and art galleries, including the IM Pei-designed Museum of Art. Lauded for its lobster, Portland is known for great restaurants and a thriving gastronomy scene. It's also famous for its craft beers and has taprooms from many celebrated brewers, including Allagash, Shipyard and Bissell Brothers. With lunch and dinner at leisure, you won't be short of appetizing options.

Includes
  • Breakfast
Day 9 - Homeward bound

From the burnished hues of the White Mountains and its heritage railroads in the north to the serene coasts in the south, New England has revealed its enchanting nature and captivating history in breathtaking style. Our journey has taken us from the bustling metropolis of Boston to North Conway and Portland. En route, we have uncovered iconic scenery on the Kancamagus Highway, delved into Salem's past, and basked in some exquisite coastal communities.

Stepping aboard the Amtrak, we return to Boston by rail while our luggage is carried by coach. Back in this lively city, you can make your way home or continue your explorations independently.

Includes
  • Breakfast

Additional information

Please note

Please note that while every departure of this tour will feature the same excursions, the order may differ from that shown above.

Departure times

Departure times vary based on selected rail vacation. This information will be provided in your final documents. For more information please speak with your rail specialist.

Mobility information

Due to the nature of our tours, they are generally unsuitable for those with restricted mobility. Please reference our Mobility Ratings Information, and if you’d like to discuss any particular vacation with us in this respect, then please don’t hesitate to call us at 1-877-929-7245.

Hotels

Revere Hotel

Revere Hotel, Boston

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North Conway Grand Hotel, North Conway

North Conway Grand Hotel, North Conway

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Aloft Portland Downtown Waterfront, Portland

Aloft Portland Downtown Waterfront, Portland

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Trains

Conway Scenic Railroad
The Mount Washington Cog Railway

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