Itinerary Highlights

  • Stay in some of New England's finest luxury hotels, including the 19th-century mansion, Wheatleigh, and the exclusive boutique retreat, Twin Farms
  • Take a fun and exciting tour of Harvard, led by one of its students, to learn about the history, architecture and culture of one of the world's most famous universities
  • Located right on the ocean, enjoy a private guided tour of The Breakers — one of New England's most famous mansions from the Gilded Age
  • Take a private tour through the impressive interiors of 'Building 6' at the Massachusetts Museum of Contemporary Art
  • Best time to travel May - October

What's Included

  • Accommodation Throughout
  • Breakfast
  • Car Hire
  • International Flights
10 nights from £11,650 per person


Travel Specialist

I'm here to tailor-make your perfect North America holiday. Give me a call and I'll use my expertise to create your personalised experience.

Discover New England’s quaint villages, charming seaside towns and lush forests on this classic self-drive itinerary, staying in some of the regions finest luxury hotels and unique properties. Enjoy private guided tours and experiences, including a fun student-led tour of Harvard University, a private tour of Old State House and an after-hours tour of the Old North Church in Boston.

In Newport, visit one of the palatial, Gilded Age mansions and take a private cruise on an antique motor yacht around Narragansett Bay. Discover rural New England in Connecticut, taking in the charming country towns of Litchfield County. Explore the stunning region of The Berkshires with a stay at the magnificent country house hotel, Wheatleigh, and embark on a private tour at the Massachusetts Museum of Contemporary Art.

Complete your luxurious New England experience with two nights at the exclusive Twin Farms in Vermont. Here, you can choose to participate in an array of included indoor and outdoor activities or simply enjoy the property's beautiful surrounds, spa and exquisite dining. 


Upon your arrival at Boston's Logan International Airport, you will be met by your greeter in the arrivals lounge. Your greeter will take you to your car and driver who will whisk you away to your hotel.
Learn about the history, architecture, and student life at one of the world's most famous universities, Harvard, on a fun and exciting private tour with a student as your guide. After lunch, take a historical tour with an expert guide of the Freedom Trail, including a private tour of the Old State House plus a private after-hours tour of the Old North Church, where the revolution began with Paul Revere's historic ride.
Pick up your rental car and begin your drive to Rhode Island, America's smallest state. Stop along the way to visit Brown University in Providence; continue your drive to Westerly located on the Atlantic coast. Here you can enjoy leisurely walks on one of the most beautiful beaches in New England. In the evening we suggest dining at your iconic Relais & Chateaux resort.
This morning, drive to nearby Newport, famed for its mansions from the gilded age. Start with a private tour of one of New England's most famous mansions located right on the ocean. Cruise Narragansett Bay on an antique motor yacht to see the mansions and amazing scenery from another vantage point, while enjoying a snack of fresh seafood and champagne.
Take a scenic two-hour drive on country roads to the state of Connecticut, one of the region’s most picturesque drives, taking you over tiny country bridges and through quaint country towns. Spend the rest of the day enjoying the peaceful and relaxing surrounds of your unique Relais & Chateaux country resort, set on 113-acres and bordering extensive woods and lakes. We suggest reserving a table for dinner at Winvian Farm this evening. Overnight at Winvian Farm
Spend the day exploring the charming towns of Litchfield County, browsing at local antique shops. Miles of biking, hiking and horseback trails are right on your doorstep, so there are plenty of opportunities to discover the beauty of this area. Other activities include canoeing, kayaking, white-water rafting or enjoying panoramic views from a hot air balloon. This evening perhaps enjoy dinner at one of Litchfield County’s top restaurants. Overnight at Winvian Farm
Lenox, Berkshires
This morning drive north to Lenox, Massachusetts. Lenox is in the heart of the Berkshires - a beautiful rural area of rolling farmland, forests and mountains and known for its famous arts programs which move from Boston every summer. Upon arrival at your magnificent country house hotel, relax and enjoy its amenities and expansive grounds. We suggest reserving a table for a gourmet dinner at the award-winning Portico Restaurant.
Lenox, Berkshires
In the morning, you will meet your guide at MASS MoCA and engage in a private tour of Building 6. MASS MoCA is one of the largest centres for contemporary visual art and performing arts in the United States. Your hour-long tour will be tailored to your interest and provide a highlight of the collection. Then visit the highly regarded Norman Rockwell Museum in historic Stockbridge for a self-guided tour of the museum and grounds.
Staying at   Wheatleigh
Woodstock, Vermont
Drive through the beautiful rolling scenery and forests of Vermont’s Green Mountains, stopping for a leisurely lunch in Woodstock along the way. Arrive at the luxurious Twin Farms resort ensconced in 300-acres where you can pursue outdoor adventures, retreat to the spa and enjoy delicious gourmet meals.
Woodstock, Vermont
Today, enjoy some of the many activities (all included) at Twin Farms such as biking around the property, canoeing on the nearby lake, hiking or visiting the unique on-site Japanese baths.
Staying at   Twin Farms
After you check out of your hotel, make your way back to Boston in time for your departure home.


Travel Specialist

Not sure where to stay in North America? I'm here to help. Give me a call and I'll share my first-hand insights to find your perfect spot.

Would you like to speak to an North America expert?

Contact our Travel Specialists for a bespoke quote or some first-hand knowledge.

Call our North America team on

Monday - Friday: 9am - 7:30pm

Saturday: 9am - 5pm

Sunday: 10am - 4pm 

10 nights from £11,650 per person

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