When autumn arrives in New England, the landscape seems to change almost overnight. Maple forests glow crimson and gold, white-steepled villages sit beneath flame-coloured hills, and winding roads lead from Boston’s historic streets to Vermont farms, New Hampshire’s mountains and Maine’s rugged Atlantic coast. Over nine days, this journey follows some of the region’s most scenic routes—including the legendary Kancamagus Highway—while making time for farmhouse lunches, forest walks, lobster dinners and the postcard-perfect coastal towns that define fall in America’s northeast.
Day 1 | Arrive in Historic Boston
Begin in Boston, a compact city where Revolutionary-era landmarks stand alongside lively neighbourhoods and a handsome waterfront.
Spend the afternoon exploring at leisure, perhaps walking through Beacon Hill, browsing the shops around Newbury Street or following the harbour promenade. In the evening, meet your Travel Director and fellow travellers over a welcome dinner.
Meals: Dinner
Hotel: The Westin Copley Place, Boston
Day 2 | Boston, Lexington and Concord
Step into the story of the American Revolution with a walk along sections of Boston’s Freedom Trail.
Highlights include:
- Boston Common and the Massachusetts State House
- Granary Burying Ground, resting place of several notable American figures
- The Old State House, associated with the Boston Massacre
- Faneuil Hall, once a centre of public debate and revolutionary politics
- The red-brick trail connecting some of the city’s most important historic sites
Continue to Lexington and Concord, where the first battles of the American Revolutionary War took place. Later, leave the city behind and journey through rural Massachusetts towards Vermont, passing farmland, wooded hills and quietly picturesque towns.
Meals: Breakfast
Hotel: DoubleTree by Hilton Burlington\
Day 3 | Farms, Flavours and Lake Champlain
Discover Vermont through its landscapes and food traditions.
Travel to Northfield for a farmhouse lunch at Green Mountain Girls Farm, where regenerative agriculture, free-range animals and seasonal produce are central to everyday life.
Later, return to Burlington, a youthful lakeside city with mountain views, independent boutiques, craft breweries and inviting cafés. Wander along the waterfront or explore the pedestrian-friendly Church Street Marketplace.
An optional narrated cruise on Lake Champlain offers another perspective, combining expansive views with stories of the region’s history—and perhaps a mention of Champ, the lake’s legendary creature.
Meals: Breakfast and lunch
Hotel: DoubleTree by Hilton Burlington
Day 4 | Stowe and the Kancamagus Highway
Travel to Stowe, one of Vermont’s most celebrated autumn destinations, framed by church steeples, wooded hills and forests glowing in shades of scarlet, amber and orange.
Continue into New Hampshire along the Kancamagus Highway, known locally as “The Kanc”. This spectacular scenic road winds through the White Mountain National Forest, passing river valleys, mountain viewpoints and some of New England’s most photogenic fall scenery.
Pause at the overlooks to take in the changing colours before continuing to North Conway.
Meals: Breakfast
Hotel: Cambria Hotel North Conway
Day 5 | Wildlife and Waterfalls in North Conway
Spend the morning learning about the natural world of the White Mountains with specialists from Raven Wildlife Programs.
Discover the region’s ecology, its native wildlife and the science behind New England’s dramatic autumn display.
Later, enjoy a gentle guided walk to Diana’s Baths, a series of small waterfalls, rocky ledges and clear pools hidden within the White Mountain National Forest. Surrounded by woodland, it is one of the area’s most peaceful natural retreats.
Meals: Breakfast and lunch
Hotel: Cambria Hotel North Conway
Day 6 | From the Mountains to Bar Harbor
Leave New Hampshire’s mountain landscapes behind and travel through Maine’s pine forests, highlands and river valleys towards the Atlantic.
Arrive in Bar Harbor on Mount Desert Island, the gateway to Acadia National Park. Join a local naturalist to learn about Maine’s marine ecology, coastal ecosystems and enduring lobster-fishing traditions.
In the evening, sit down to a classic Maine lobster dinner served with traditional accompaniments.
Meals: Breakfast and dinner
Hotel: Bar Harbor Regency
Day 7 | Acadia National Park
Spend the day exploring the granite peaks, forested trails and dramatic shoreline of Acadia National Park.
Journey towards Cadillac Mountain, the highest point on the eastern seaboard of the United States and a celebrated place to watch the early morning light. From the summit, take in panoramic views across the park, surrounding islands and Atlantic coastline.
Elsewhere, pink-granite cliffs rise above the sea while maple forests burn red, orange and yellow against the crisp autumn sky.
Return to Bar Harbor for time at leisure. You may also choose an optional nature cruise across Frenchman Bay, sailing past islands, lighthouses, historic summer estates and the glacier-shaped coastline of Mount Desert Island.
Later, visit the Bar Harbor Historical Society and meet a Wabanaki storyteller for an introduction to Indigenous oral traditions and music.
Meals: Breakfast
Hotel: Bar Harbor Regency
Day 8 | Lighthouses and the Maine Coast
Follow Maine’s rocky coastline south, passing fishing communities, forested inlets and weathered seaside homes.
Stop at Nubble Lighthouse, built in 1879 and perched on a small rocky island just offshore. It remains one of the most photographed lighthouses in New England.
Continue past working harbours and coastal settlements shaped by generations of fishermen, shipbuilders and summer visitors.
This evening, gather for a farewell dinner and reflect on a journey filled with mountain roads, autumn forests and Atlantic views.
Meals: Breakfast and dinner
Hotel: Rockport Inn & Suites
Day 9 | Return to Boston
After breakfast, return to Boston for your onward journey.
Transfers are available to Boston Logan International Airport or to a Boston hotel for travellers extending their stay.
Meals: Breakfast
These are not holidays you scroll past. TFN journeys are crafted for travellers who value taste over trends and depth over display—where every route, stay, and experience is chosen with intention. You travel unhurried, discover what most never see, and return with more than memories. You return with stories worth the brag, told quietly, and remembered long after.
WHY TRAVEL WITH US?
- Enjoy your stay at cherry picked hotels and lodges, all tried and trusted.
- Travel comfortably in air-conditioned coaches.
- Our Travel Directors play a crucial role in curating unforgettable experiences for the guests. These seasoned explorers, and culture enthusiasts share local insights from the start, offering a personalized, insider’s perspective of each destination.
- Airport transfers are provided on the first and last travel day. Conditions apply.
- Many meals and daily breakfasts included.
- Extensive variety of Choice Experiences.
COST: $4,575 Onwards*
*Actual price may vary depending on dates of travel.
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