BOSTON, PORTLAND, NORTH CONWAY, STOWE & THE BERKSHIRES
You’ll definitely fall in love with New England as you journey from Boston to Maine, New Hampshire, Vermont, and Massachusetts. You’ll embrace centuries of history as you walk the Freedom Trail in Boston and visit the Salem Witch Museum further north. You’ll enjoy breathtaking mountain views and awe-inspiring beaches and seascapes. Enjoy a Maple Syrup tour and tasting at a local farm near Vermont’s capital and a stop at the Billings Farm and Museum in Woodstock, Vermont. And the vibrant colors and majesty of the fall foliage make this a trip of a lifetime.
Did you know that you can make this tour private? Find out about pricing and options for groups of 10 or more travelers.
- 2 nights in Boston
- 1 night in Portland
- 2 nights in North Conway
- 1 night in Stowe
- 1 night in the Berkshires
Your Tour Includes
- Ground transportation in air-conditioned motor coach
- Accommodations at first-class hotels
- Porterage (1 bag per person)
- 10 meals: 7 breakfasts, 1 lunch, 2 dinners
- Comprehensive sightseeing tours including admission fees as indicated in the itinerary
- Professional Tour Director
Day 1: Arrive in Boston
Welcome to Boston, the largest city in New England and one of the oldest in the United States, founded by Puritan colonists in 1630. Boston is also filled with history from the American Revolution. Tonight you'll enjoy a welcome dinner with the other smarTours travelers.Accommodations: AC Hotel
Day 2: Boston
Start your day with a 90-minute guided Freedom Trail walking and bus tour steeped in history from the American Revolution. The tour starts at Boston Common and passes many of the city’s historic landmarks including Massachusetts State House, Park Street Church, Granary Burying Ground, King’s Chapel, Benjamin Franklin Statue, Old Corner Bookstore, Old South Meeting House, Old State House, Boston Massacre Site and Faneuil Hall. You'll then have the afternoon to explore Boston at your leisure or consider an optional whale watching tour!Meals: Breakfast
Day 3: Boston/Salem/Kennebunkport/Portland
Enjoy your journey north along some of the coast’s finest beaches and seascapes. Your first stop is Salem, the location of the infamous witch trials, where you'll visit the Salem Witch Museum & The House of the Seven Gables. Next, you'll continue to the charming harbor town of Portsmouth, NH, and enjoy the old-time seaport atmosphere and its wealth of historic buildings before crossing into Maine. During your journey, you'll drive through the popular resort of Kennebunkport - a haven for writers and artists - as you head to your final destination of Portland, ME.Accommodations: Best Western Merry Manor South Portland
Day 4: Portland/North Conway
Embrace some of New England’s most beautiful scenery as you traverse the White Mountains that divide the New England states of New Hampshire and Vermont. You'll drive along the famous and scenic Kancamagus Highway which offers not only beautiful vistas but also one of the best fall foliage viewing areas in the world. You'll also visit the picturesque Albany Covered Bridge, witness the beauty of the Lower Falls and Rocky Gorge scenic areas as well as Sabbady Falls & Upper Lady’s Bath as you head to North Conway. Upon arrival at the hotel, enjoy a lecture and presentation about "The ecology of the North Woods - a closer look at Autumn."Accommodations: North Conway Grand Hotel
Day 5: North Conway
Today begins with a 10-minute ride to the summit of Loon Peak in a Gondola Skyride. At the end, you'll enter a high alpine world of refreshing breezes and stunning mountain views. You'll then continue to Montpelier, Vermont's capital, a small town known for its historic sites, maple syrup farms, and fantastic food where you'll enjoy a special lunch followed by a maple syrup tour and tasting at a local farm. You'll continue your drive back to North Conway via Franconia Notch State Park.Meals: Breakfast, Lunch
Day 6: North Conway/Stowe
Journey to Stowe, VT where you are free to enjoy this idyllic New England town at your leisure. We recommend a hike on the ‘Bingham Falls Trail’ – a 0.5 miles out and back trail located near Stowe, that features a waterfall. The trail is good for all skill levels and is primarily used for hiking, walking & nature trips. You might also wish to visit the Von Trapp Family Lodge, established by the family made famous in the Sound of Music.Accommodations: Best Western Plus Stowe or Stowe Inn
Day 7: Stowe/The Berkshires
Continue south, where you will take in some of the most spectacular scenery in Vermont’s Green Mountains. With their dense forests, the mountains are home to bears, moose, wild turkey, and deer. You’ll see picture-perfect villages and some of Vermont’s famous covered bridges before crossing into Massachusetts’ Berkshires, known for their rural beauty and cultural assets. Your first stop is Woodstock for a visit to the Billings Farm and Museum. Then, you will have the opportunity to taste the best of Woodstock from one of the many surrounding restaurants, diners, cafes, and breweries —many of which use ingredients grown organically or locally. Continue on to the Berkshires. This evening, enjoy a farewell dinner.Accommodations: Hampton Inn & Suites Berkshires or Black Swan Inn Lee Lenox
Meals: Breakfast, Dinner
Day 8: The Berkshires/Depart Boston
Begin your day in Stockbridge and visit the Norman Rockwell Museum on your journey back to Boston. The Museum houses the world’s largest and most significant collection of Rockwell’s work, including 998 original paintings and drawings. Rockwell lived in Stockbridge for the last 25 years of his life and the museum is the most popular year-round cultural attraction in the Berkshires. You'll then head to Boston where we say farewell at the Boston Airport.Meals: Breakfast
We are working diligently to secure future tour dates and pricing for this itinerary. Please fill out the "Request a Future Date" form linked below and we will notify you once dates are available.
Optional Tours Customize your trip with these optional tours.
Enhance your trip with our recommended optional tours. Indicated optional tours are available to pre-book when you reserve your trip and can be added to your reservation up to final payment. This is the best option to guarantee your spot on your preferred optional tour! Optional tours require a minimum number of participants. Optional tours are non-refundable unless they do not operate.
Some optional tours can be purchased in-destination and may cost extra. The payment methods and currency information to purchase tours in-destination will be provided on final documentation.
Whale Watching Tour in Provincetown
- $55 per person
Our destination is Stellwagen Bank Marine Sanctuary, a rich feeding ground for whales, dolphins, sea birds, and other marine creatures. Stellwagen is home to many species of large whales, including humpbacks, finbacks, minkes, and the critically endangered right whales. The custom whale watch catamarans are among the largest and fastest in the country. Up to 400 passengers can zoom to the whales at speeds approaching 35
AVAILABLE TO PRE-BOOK!
Trapp Family Lodge
- $21 per person
A little of Austria - Trapp Family Lodge is a unique, four-season resort specializing in European-style accommodations and cuisine, spectacular mountain vistas, upscale amenities, and outdoor activities. Situated on 2,500 acres overlooking the classic New England village of Stowe, Vermont, the Trapp Family Lodge is the perfect setting for activities during any season.
AVAILABLE TO PRE-BOOK!
Conveniently located just minutes from the heart of the city, this hotel is defined by thoughtful service & a modern mindset. Amenities include European-inspired breakfast, free WiFi, 50-inch TVs, mini-fridges and a 24-hour fitness center.
225 Albany St, Boston, MA 02118
Best Western Merry Manor South Portland
The Best Western Merry Manor Inn features friendly service and comfortable and affordable accommodations and is conveniently located near many local attractions in and around Portland. Guests enjoy charming guest rooms with free high-speed internet access.
700 Main Street
South Portland, ME 04106
North Conway Grand Hotel
Located in the heart of the White Mountains, New Hampshire, the North Conway Grand Hotel is the finest resort in North Conway. Wake up to mountain views in our renovated rooms and suites, with charming New England inspired décor, custom-designed furniture, and marble baths.
72 Common Ct. North Conway, New Hampshire 03860
Home2 Suites North Conway
1439 White Mountain HighwayNorth Conway, New Hampshire, 03860
Hampton Inn & Suites Berkshires
445 Pittsfield RdLenox, Massachusetts, 01240
Black Swan Inn Lee Lenox
435 Laurel StreetLee, Massachusetts, 001238
Traveling with smarTours: For the safety of everyone in the group, smarTours has implemented COVID-19 travel requirements which apply to all tours regardless of destination. To learn more, click here.
TRANSPORTATION & ACCOMMODATIONS
Airfare is not included on this tour. Upon independent arrival in the destination, please make your own way to the hotel.
REAL ID ACT
Beginning May 3, 2023, every air traveler 18 years of age and older will need a REAL ID-compliant driver’s license, state-issued enhanced driver’s license, or another acceptable form of ID to fly within the United States. Click here for more information.
Final instructions, documents, and travel tips will be emailed to you 10–14 days before the scheduled start of your tour. If you have not received your final documents, please check your spam folder or contact smarTours.
Please make sure you arrive in Boston by the afternoon in order to attend the orientation meeting and Welcome Dinner at approximately 7pm. The smarTours Tour Director will be available in the hotel lobby during the afternoon of Day 1 to assist with local sightseeing or answer any questions. Further details will be provided on the final travel documents.