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Colorful Indian Summer

New England lures leaf peepers with Colonial-era towns and sun-dappled country roads. Discover the historic city of Boston and the delightful town of Kennebunkport which represent all the nostalgia of Old World New England. Take a scenic trail in the White Mountains, and be perched dramatically above leafy hardwood trees shimmering yellow, gold, orange and red against the mountain backdrop.



Trip Infos

  • Enjoy a Peaceful and beautiful nature trip


  • Follow the Boston Freedom Trial with your private guide 

  • Embark on a delicious Lobster fishing cruise

  • Learn the art of Maple Sirup Making during a private workshop

  • Learn about Falconry with a Master Falconer

  • Enjoy beautiful scenery and amazing falls color

Duration:  12 Days / 11 Nights 


  • Day 1-3: Boston - The Newbury

  • Day 3-6: Kennebunkport - White Barn Inn

  • Day 6-8: White Mountains - Omni Bretton Arms

  • Day 8-10: Woodstock - The Woodstock inn

  • Day 10-12: Lenox - 33 Main Inn 

Estimated Price:  $ per person

(Based on 2 Adults / Private Activities)

Image by jacob Licht


Welcome to Boston ! Upon arrival, pick-up tour car rental and drive to your hotel. 

Explore architecture and works of art at the renowned Museum of Fine Arts, where tours in multiple languages are offered, or discover avant-garde art at the Institute of Contemporary Art on Boston’s waterfront. The Boston Public Library houses more than 6 million volumes and equally enthralling are its murals, frescoes, paintings and sculptures. Another gem is H.H. Richardson’s masterpiece, Trinity Church, consistently ranked among the USA's most significant architectural landmarks.

Night at: The Newbury - Park View King



Today meet your guide and follow the famous Freedom Trail.

The Freedom Trail is a unique collection of museums, churches, meeting houses, burying grounds, parks, a ship, and historic markers that tell the story of the American Revolution and beyond.

Night at: The Newbury - Park View King



Today, take the road to the charming village of Kennebunkport. Kennebunk and its close neighbor, Kennebunkport, are two of Maine’s favorite destinations. With numerous beaches to chose from, charming shopping along historic streets and some of Maine’s best dining, it’s a perennial favorite. These two villages have been a popular summer destination for more than a century. The Kennebunk River divides the villages, providing a quaint riverside town esthetic along with the gorgeous Atlantic coastline.

Night at: White Barn Inn - Garden Deluxe King 



Today, meet the most famous inhabitant of Maine; The Lobster !

Come aboard the Rugosa, a classic New England wooden lobster boat, for a memorable Maine experience. In a fun filled trip, you'll take a tour of the Kennebunk River, enjoy a scenic tour of the beautiful coastline, and watch us haul our lobster traps. Sit back and relax or roll up your sleeves and join in the fun!

Night at: White Barn Inn - Garden Deluxe King 



An other epic day around the corner. Today learn the art of Maple Sirup making.

Tour of Maple Moon Farm, a 1790s era Maine Farm. Learn the process of making syrup as well as the history surrounding this New England tradition. During the hour-long demonstration, take a tour of the sugarbush to experience the sap collection process and then head to the sugarhouse to enjoy the sights and smells of the syrup making process. 

Night at: White Barn Inn - Garden Deluxe King 



Today, take the road to the beautiful White Mountains. 

The beauty of the rolling mountain peaks and lush evergreen trees in White Mountain National Forest, New Hampshire, will strike you as soon as you arrive.

When you can find yourself driving atop a quaint, covered bridge above a rambling river only to spot a herd of moose off in the distance, you know that you are somewhere truly special.

Night at: Omni Bretons Arms - Deluxe King



Enjoy a day at leisure, Biking, biking or simply relaxing admiring the beautiful scenery of the mountains. In autumn, the forest changes from a sea of lush green into a kaleidoscope of striking reds, oranges and yellows. The forest also has eight nordic and alpine ski areas to enjoy during the wintertime. As Jana Johnson, the park’s recreation and wilderness manager, explains, White Mountain National Forest is truly a wonderful place to visit year-round.

Night at: Omni Bretons Arms - Deluxe King



Today you'll drive to the beautiful state of Vermont, for more discoveries, more colors and more relaxing experience. 

Welcome to the special and invigorating world that is Vermont, a place that encompasses independent thinking, friendliness, a passion for sports and a penchant for resourcefulness. The people, landscape, heritage, distinct seasons, famed fall foliage, renowned maple syrup, acclaimed breweries and the most snow on the East Coast make the Green Mountain State a delightfully experiential destination.

Night at: Woodstock Inn - Tavern King 



Enjoy a unique encounter experience with Cris, Master Falconer. Experience handling and flying a trained Harris' Hawk while learning about their special adaptations, falconry, and need for their conservation. Chris is a Master Falconer, breeder, and the founder and director of New England Falconry with centers located in Amherst, MA and Woodstock, VT.  He has been a licensed falconer since 1979, and has been educating about falconry and raptors since 1985. Chris is the first Master Falconer permitted in this country to offer hands on falconry education. He received a Masters Degree in Resource Management and conducts research on threatened species for Federal and State wildlife agencies.

Night at: Woodstock Inn - Tavern King 


DAY 10

Take the road again toward the long awaited Berkshires. Serene mountain vistas, lush forests, and clear blue lakes define the Berkshire landscape, an idyllic setting for your next family vacation, romantic escape, or weekend with friends. Boasting more than 100 world class cultural attractions, superior outdoor recreation, and a famous farm-to-table food scene, the Berkshires promises an unforgettable experience.

Night at: 33 Main Inn - King

DAY 11

Enjoy the day at leisure exploring the Berkshires and the charming town of Lenox

Lenox was shaped by the Gilded Age and still feels its influence. The ‘Cottages’ still exist, estates of wealthy families in the late 1800s and early 1900s, often from New York, who would come up for a stretch of clear air.

They have evolved now into concerts on the lawn at Tanglewood, the summer home of the Boston Symphony Orchestra, and into museums and gardens — the home of Edith Wharton at The Mount, the Morgan family at Ventfort Hall, or Modern artists and art collectors at the Frelinghuysen Morris House Museum.

Look closer, and the roots of the community show around them. Restaurants partner with local farms. An independent bookstore has been ‘serving the community since last Tuesday’ for more than 40 years. You’ll find families who came to work the marble quarries and glass factories, volunteers reviving the historic railway and birders walking through Pleasant Valley.

Night at: 33 Main Inn - King 


DAY 12

Today drive back to Boston, drop-off your car rental before flying to your next destination or stay with us a little longer. New York City and Cape Cod are just a short drive away... 

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