Rail journey · Insight Vacations · 7 nights

New England's Fall Foliage

Expert Travel Director and professional driver throughout the journey
Air-conditioned 40-seat coach with double standard legroom
Audio headsets for flexible sightseeing and all hotel tips included

$6,295 pp twin share

7 nights

Enquire

New England's Spectacular Fall Foliage Guided Tour

Map New Englands Fall Foliage Guided Tour 2026

Departs 19 September 2027 Returns 22 October 2028

Duration7 nights

OperatorInsight Vacations

StyleRail journey

HighlightA guided eight-day autumn tour through New England, from historic Boston to the foliage-covered mountains of Vermont, New Hampshire and Maine

Walk part of Boston's red-brick Freedom Trail through revolutionary history. Stay at the Von Trapp Family Lodge in Stowe, Vermont. Ride a gondola at Loon Mountain Resort into the White Mountains

Embrace the beauty of New England during this 8-Day guided tour. Behold Boston, one of the oldest cities in the U.S. and where much of the country was formed; here, you will traverse part of the red-brick Freedom Trail, where you will see the hall that housed the country’s first-ever town meeting and many more historic sites. Admire the bronzing leaves of Vermont’s lush trees as you travel to Stowe, where the real Von Trapp family of ‘The Sound of Music’ chose to live — and where you will stay. In Montpelier, visit a maple syrup farm where you can taste the sweet golden liquid tapped straight from the trees. Ride a gondola at Loon Mountain Resort into New Hampshire’s White Mountains and see as far as Canada. See Maine’s oldest lighthouse in Portland, then celebrate your trip with a decadent fresh lobster dinner.

$6,295

pp twin share

Enquire

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When & how much

Departures & Pricing

Departs

19 September 2027

Returns

22 October 2028

Duration

7 nights

From pp twin share

$6,295 pp

19 Sep 2027 - 26 Sep 2027
from $7,575 pp twin share *
24 Sep 2027 - 01 Oct 2027
from $7,550 pp twin share *
25 Sep 2027 - 02 Oct 2027
from $7,575 pp twin share *
26 Sep 2027 - 03 Oct 2027
from $7,575 pp twin share *
02 Oct 2027 - 09 Oct 2027
from $7,475 pp twin share *
03 Oct 2027 - 10 Oct 2027
from $7,450 pp twin share *
08 Oct 2027 - 15 Oct 2027
from $7,575 pp twin share *
09 Oct 2027 - 16 Oct 2027
from $7,850 pp twin share *
15 Oct 2027 - 22 Oct 2027
from $7,475 pp twin share *
16 Oct 2027 - 23 Oct 2027
from $7,475 pp twin share *
16 Sep 2028 - 23 Sep 2028
from $7,095 pp twin share *
17 Sep 2028 - 24 Sep 2028
from $7,095 pp twin share *
22 Sep 2028 - 29 Sep 2028
from $7,075 pp twin share *
23 Sep 2028 - 30 Sep 2028
from $7,095 pp twin share *
24 Sep 2028 - 01 Oct 2028
from $7,095 pp twin share *
29 Sep 2028 - 06 Oct 2028
from $7,075 pp twin share *
30 Sep 2028 - 07 Oct 2028
from $6,775 pp twin share *
01 Oct 2028 - 08 Oct 2028
from $6,995 pp twin share *
06 Oct 2028 - 13 Oct 2028
from $6,975 pp twin share *
07 Oct 2028 - 14 Oct 2028
from $6,495 pp twin share *
08 Oct 2028 - 15 Oct 2028
from $7,095 pp twin share *
13 Oct 2028 - 20 Oct 2028
from $7,075 pp twin share *
14 Oct 2028 - 21 Oct 2028
from $6,295 pp twin share *
15 Oct 2028 - 22 Oct 2028
from $6,995 pp twin share *

* Prices and category availability are subject to change without notice.

Upgrades, transfers, accommodation and more can be quoted on enquiry — call 1300 414 198.

Day by day

Itinerary

1
Welcome to Boston
Affectionately known as Beantown, this revolutionary city is one of the oldest in the United States. After settling in, perhaps take a stroll to Downtown Crossing or historic Faneuil Hall. For those looking to shop, Quincy Market offers big brands and local products, set indoors and surrounding the columns of a regal 19th-century building. Join your Travel Director for dinner and an opportunity to mingle with fellow guests at your hotel.
2
Beantown to Saratoga Springs
Today you’ll discover some of Boston’s most famous sights as you delve into the city’s transformative past. You’ll follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. See Boston Common, Boston Public Garden, Trinity Church and Copley Square. This afternoon, explore Stockbridge with Insight Choice. Choose to visit the Norman Rockwell Museum, home to the largest and most significant collection of original Rockwell art. Alternatively, choose to take a guided tour of Chesterwood, the former summer home and studio of renowned 20th-century sculptor Daniel Chester French, famous for his work on the Lincoln Memorial. Travel on through the rolling hills of the Berkshires and onto your upstate New York hotel, situated within the Saratoga Spa State Park.
3
The Legends of the Fall and Stowe
Trace the roots of Vermont’s rural traditions as you travel from Saratoga Springs into the heart of New England. In Weston, step inside the Vermont Country Store, a family-run emporium preserving generations of heritage brands and household curiosities. Browse shelves filled with locally made maple syrup, nostalgic sweets and artisanal Vermont cheeses, each reflecting the state’s rich tradition of craftsmanship. Continue to Woodstock, a village renowned for its Federal-style architecture and artisanal spirit. At Billings Farm Museum, gain insight into sustainable dairy farming practices and how 19th-century life shaped the region’s agricultural legacy. Later, at Morse Farm Maple Sugarworks, learn how maple sap is turned into syrup and taste the seasonal delicacy ‘sugar on snow’.Your day concludes at the Von Trapp Family Lodge, home to the famed musical family who made Vermont their refuge after fleeing Austria. Enjoy a hearty three‑course dinner featuring Alpine flavours, thoughtfully paired with German‑style lagers brewed onsite at the Von Trapp Brewery.
4
A Taste of Vermont
Enjoy a Relaxed Start at the iconic Von Trapp Family Lodge, where Austrian heritage meets Vermont’s Green Mountains. Later, connect with the land at Bread Butter Farm during a guided tour, followed by a nourishing lunch by Blossom Whole Food Kitchen. This afternoon, take time to explore the picturesque town of Stowe, filled with artisan boutiques and local charm.
5
North Conway and the White Mountains
Journey to New Hampshire’s White Mountains and enter striking Franconia Notch. Take a scenic ride on the Gondola SkyRide at Loon Mountain Resort (seasonal). On a clear day, you'll have superb panoramic views of New Hampshire, Maine, Vermont, New York and Canada. Later, journey through the dazzling crimson and orange hues of the famed Kancamagus Scenic Byway to North Conway. This spectacular section of Route 112 is unspoiled by industry and boasts 34.5 miles of untouched natural beauty.
6
Sightseeing in the White Mountains
This morning's MAKE TRAVEL MATTER® Experience with naturalist guide Chris Lewey provides an up-close and personal insight into New England's wildlife and ecology. Then, more spectacular fall foliage awaits as you journey through Crawford Notch, an arresting pass through the White Mountains. Stop for pictures at the Silver Cascade Waterfall and Bretton Woods, which offers stunning views of Mount Washington, the tallest peak in the northeast at 6,288 feet (1,917 metres). Your Travel Director will guide you on a scenic hike to Diana's Baths, which features a series of small cascading waterfalls. Return to your hotel where you can enjoy an evening at leisure.
7
North Conway - Kennebunkport - Portland
Cross from New Hampshire into Maine this morning and travel to Kennebunkport, a year‑round coastal destination that is home to the rich and famous, and has even served as the summer retreat of former President George H. W. Bush. Travel along Ocean Drive, enjoying more stunning views of the Maine coastline, before arriving in Portland for an afternoon at leisure. In the evening, enjoy a delicious dinner featuring Maine lobster with your fellow travellers.
8
Portland - Boston
Head to Fort Williams Park, which is home to the iconic Portland Head Lighthouse that has been in operation since 1791 before driving along the jagged coast back to Boston. Guests departing Boston will arrive at Boston Logan International Airport. Those extending their stay will return to the Hyatt Regency Boston hotel.

What you get for the price

Inclusions & exclusions

What’s included

Air-conditioned, 40-seat coach with double the standard legroom and onboard washroom.
From time to time, your Travel Director will delight you with a local specialty representing the destination.
All hotel tips, charges and local taxes.
We carry your bags for you and promptly deliver them to your hotel door.
An expert Travel Director and professional Driver.
Audio headsets for flexible sightseeing.

Where you’ll stay