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
On this new itinerary for 2026, experience scenic railways on
an unforgettable tour of New England in the Fall. T
ravel 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
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
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.
Cruise across Lake Winnipesaukee
Surrounded by forested hills and picture-perfect towns, set sail on the largest lake in New Hampshire aboard the nostalgic MS Mount Washington on a scenic, narrated cruise.
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.
Uncover the idyllic charm of Portland
Brimming with maritime history and renowned for its food and drink scene, enjoy time in Maine’s largest city, with visits to the Seashore Trolley Museum and Portland Head lighthouse.
Spend time in the fascinating city of Salem
Arriving by boat, discover the many sights of this coastal Massachusetts town with free time to delve into its seafaring past or uncovering the eye-opening stories of its 17th-century Witch Trials.
What’s included on the tour?
Tour Manager
Expertise of a Tour Manager from start to finish
Accommodation
8 nights’ 3 & 4-Star hotel accommodation
Transportation
All rail and coach travel throughout your tour
Coach Seat Class rail travel
Food & Drink
Breakfast each day, 2 dinners
Excursions & Entertainment
All tour excursions
Not Included
Cancellation & Travel Insurance is not included in the price of the tour but can be arranged
Flights and Airport transfers not included
Itinerary
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 afternoon is yours to explore independently
before we enjoy dinner together this evening at a local
restaurant.
Overnight Boston
Includes
Dinner
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
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
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
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
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.
Please note: on the October 3 departure, the Lake
Winnipesaukee cruise will take place on Day 7, and the Trolley
Museum visit will take place on Day 6. On the October 15 departure,
the lake cruise will be a return journey from Weirs Dock on the MS
Winnipesaukee Spirit.
Includes
Breakfast
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 the Sep 15th & 29th and Oct 13th
departures, the Seashore Trolley Museum is closed, so you will have
a free morning in Portland. For the Sep 27th and Oct 5th & 11th
departures, you will embark on scenic cruise from
Kennebunkport.
**Please note: for the Oct 15th departure, the Seashore
Trolley Museum and free time in Kennebunkport will be replaced with
a Mailboat Run Cruise with Casco Bay Lines and a tour of Portland
Head Lighthouse.
Includes
Breakfast
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.
With lunch at leisure, discover Portland's thriving gastronomy
scene, lauded for its lobster and famous for its craft beers, with
taprooms from many celebrated brewers. In and around the Old Port
district where redbrick buildings line the streets, you can uncover
numerous museums and art galleries, including the IM Pei-designed
Museum of Art. This evening, we enjoy dinner together in a local
restaurant, with views overlooking the waterfront.
Includes
Breakfast, Dinner
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 in the
afternoon, you can make your way home or continue your explorations
independently.
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.
Services began running from North Conway in the early 1870s, but
passenger trains ceased in 1961. However, it re-opened as a tourist
railway in 1974, now offering two main routes from the imposing
station, a listed building. Passengers can enjoy the Mount
Washington Valley countryside and surrounding White Mountains on
journeys between Conway and North Conway. The other route takes
passengers through Crawford Notch, where more panoramic mountain
vistas can be seen. The Conway Scenic Railroad offers a range of
luxury rolling stock, such as the observation car, and a
Pullman.
Holding designations as both the world's first mountain-climbing
cog railway and one of the steepest rack railways in the world, the
Mt. Washington Cog Railway is in a class of its own. This
spectacular rail line has continued to impress guests with its
beautiful views and inventive course since its opening in 1869.
Steam engines made the journey exclusively until 2008, when
biodiesel engines were introduced. Now, guests may choose from
either for the hour-long trip to the summit. And the views from the
top - they are just as impressive as the rack railway itself.
Many of our guests choose to spend additional nights
before or after their trip. Great Rail Journeys
would be happy to make hotel arrangements for you.