Classic New England

Experience one of America’s endlessly energetic cities, Blue-Blooded Boston, and the history of the American Revolution in Lexington and Concord. Savor the artistic delights of the Berkshires that inspired Norman Rockwell then head to the Green Mountains of Vermont. Try ice cream at Ben and Jerry’s and marvel at Mother Nature’s dazzling display on a scenic train ride through the White Mountains of New Hampshire.

Why you’ll enjoy this trip:

♦ Follow the Freedom Trail in Boston and discover where America began.

♦ Visit the turning point of the American Revolution in Lexington & Concord.

♦ Get lost in the Berkshires bohemia and discover the rolling hills and laid back landscapes.

♦ All Aboard! Journey through Vermont’s Green Mountains on the Green Mountain Flyer.

♦ Sample freshly tapped maple syrup at a Maple Farm in New Hampshire.


Day 1 - Arrive Boston

Welcome to Boston! The gateway to New England. Your journey begins in this historical, vibrant and energetic city. Transfer from the airport to your hotel in the heart of the city for a 2-night stay. Later, we get together for a welcome dinner at a local restaurant. (D)

Day 2 - Boston

Your day begins with an orientation tour of Boston: Boston Commons, Beacon Hill, the Old South Meeting House and more. Your tour will end at Fenway Park where legends of America’s ‘national pastime’ come alive. Here, you learn about the famous stadium and its residents – the Boston Red Sox. After, we head to Faneuil Hall with its colorful markets, local food vendors and artisans. The remainder of the day is at leisure to take in all Boston has to offer; wander Faneuil Hall or follow history along the Freedom Trail. (B)

Day 3 - Boston - The Berkshires

This morning, you start the journey into the quintessential Berkshires and the town of Williamstown. En-route, you will visit the towns of Lexington & Concord – the turning point in the American Revolution – where you witness these historic sites. Then, travel on to the town of Stockbridge where you visit the Norman Rockwell Museum and have dinner at the historic (and famous) Red Lion Inn. After, you arrive at you the hotel for check-in. (B,D)

Day 4 - The Berkshires

The Berkshires have drawn artists, poets, writers for years and there is good reason why. The serenity and beauty of the landscapes are the natural draw. Today, we head to Hancock Shaker Village for a deep, inside look at the Shaker lifestyle and heritage. Here, we enjoy lunch which is served in traditional Shaker fashion. After, the choice is yours. You can have the remainder of the day to unwind at your hotel and explore the area on your own or visit the Clark Art Institute for a private tour. This evening, gather with your fellow travelers for dinner. (B,L,D)

Day 5 - The Berkshires - Vermont

All aboard! The Green Mountains National Forest is a sight to behold. Travel on the Green Mountain Flyer and be awed by the beauty of red, orange and yellow leaves glistening in the sun. Then, travel on to Woodstock where we check into our hotel for the evening. (B,L,D)

Day 6 - Vermont - New Hampshire

This morning, you visit Billings Farm and museum to meet their Jersey cows and get a deep, inside look at farming methods that made New England famous. No trip to Vermont would be complete with out a visit to Ben & Jerry’s Ice Cream Factory. What a treat! Then, you continue to New Hampshire where the remainder of the day is at leisure. Feel free to tour this historic hotel and dinner on your own. (B)

Day 7 - White Mountains

Today, you head to new ‘heights’ on the Mount Washington Cog Railway and climb through 3 climatic zones as you reach the top of New England! After, indulge in yourself in a maple syrup experience and tasting. Then, the remainder of the afternoon is at leisure before we get together for our farewell dinner. (B,L,D)

Day 8 - Depart Boston

Today, after a morning of leisure, travel out of the White Mountains to Boston Logan International Airport for the journey home. (B)

Tour Details

Hotel / Lodging
(or similar)

7-Nights Superior Accommodation

AC Hotel Boston Downtown

Connect to the city in a new way at AC Hotel Boston Downtown; located at the intersection of past and present, revolution and academia, rich culture and sports-fueled pride. Thoughtful service & modern mindset define this hotel.

The Williams Inn

Embrace the beauty of the Northern Berkshires as you discover The Williams Inn, an upscale lodging experience located in the heart of Williamstown. The hotel is surrounded by the art and culture of the Berkshires region and centrally connects visitors to the wide variety of local area attractions.

Woodstock Inn & Resort

Set in the heart of Woodstock, Vermont, this hotel invites you to wander along welcoming Main Street, browse restaurants and charming boutiques, and relish in an area rich in recreation and abundant in adventure in the surrounding Green Mountains.

Omni Mount Washington Resort

As grand as the history behind it, Omni Mount Washington Resort is gracious in ambiance and generous in amenities. A favorite New England retreat of presidents, poets and celebrities, this hotel delights every sense with award-winning dining, splendid décor and endless recreational pursuits




17 Meals: 6 Breakfasts | 3 Lunches | 6 Dinners

Trip Highlights

Panoramic Tour of Boston
Private Tour of Fenway Park
National Historic Site of Lexington & Concord
Private Tour of Norman Rockwell Museum
The Clark Institute Private Tour
Hancock Shaker Village
Billings Farm
Green Mountain Flyer
Ben & Jerry's Ice Cream Experience
Mt. Washington Cog Railway
Maple Syrup Experience

Upcoming Departures

Tour DatesAvailabilityDeparture Points Subject to Change
Tue May 21, 2024 - Tue May 28, 2024
5/21/2024 - 5/28/2024
  • Ask Us About Airfare!
Sun September 29, 2024 - Sun October 6, 2024
9/29/2024 - 10/6/2024
  • Ask Us About Airfare!

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  • Belinda, S.
    “We had an amazing time! Loved the trip. It was relaxing knowing that all the details were taken care of. My husband drives professionally so to take a trip where he could relax was awesome!! I would like to do it again!! Thank you!”

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