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Starting in Boston, the birthplace of Independence, you’ll be driving a classic New England route, taking in the coast of Connecticut, which could not be more different from the Massachusetts coast on Cape Cod and the Maine Coast at Kennebunkport. Combine this with the quintessential New England mountain scenery in New Hampshire and Vermont and you've got yourself a tour of true contrasts.
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Start in style and put the finishing touches to a memorable holiday with our Chauffeur Drive Service. Your smart, uniformed driver will meet you at your door and whisk you to and from the airport terminal so you are guaranteed a stress-free and relaxing journey. You’ll travel in a showroom condition Mercedes E Class for two people or a sumptuous Viano for families or groups up to six.
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In 1629, a dozen shareholders from Boston, Lincolnshire signed a contract to inhabit and develop New England assuming that they would be allowed to govern the colony themselves. They set sail for America, ultimately to join with William Blackstone and other survivors of the first Plymouth Colony. Today of course, as they say, the rest is history. Boston became a thriving settlement, more new settlers arrived, the roots of American independence began to take root and for a time the city even hosted the emerging government of the United States.
The events surrounding the American Revolution in Boston are commemorated in The Freedom Trail, a 2.5 mile walking trail through downtown Boston, the North End and Charlestown. The trail starts at the Boston Common, originally owned by William Blackstone. It is hard to imagine that the 50 acres in the very heart of Boston were once used as a common pasture for cattle owned by the townspeople. Next stop, the Boston State House, completed in 1798. It is the oldest building on Beacon Hill and still the seat of the Massachusetts government. Fifteen additional locations on the Freedom Trail include the USS Constitution and the Paul Revere House. It takes about 4 hours to walk the trail comfortably.
Hyannis, of Kennedy fame, is located Mid-Cape. The narrow portion of land where it bends sharply north is considered the Lower Cape. The Outer Cape includes the Cape Cod National Seashore, forty miles of pristine sandy beach, marshes, ponds and uplands. Lighthouses, cultural landscapes and wild cranberry bogs offer a glimpse of Cape Cod's past.
Stephen Leatherman, aka Dr. Beach, recently named Coast Guard Beach the 5th best beach in the US. Provincetown, at the very end of the Cape and long known as an art town, berths several whale watching fleets that patrol Stellwagen Bank National Marine Sanctuary. Several guarantee a whale sighting at the right time of year.
If land is more to your liking, browse the many boutique shops, art galleries and museums or sign up for a tour of the island. Right next door, Edgartown, the most famous town on Martha’s Vineyard, could not be more different from Nantucket. Martha’s Vineyard actually has six different towns that are as different as night and day. Once a thriving whaling port, the island is now home to writers, artists, architects and designers who come here to get away from the hustle and bustle of Boston. There are no chain restaurants, no shopping malls and no speed over 45 miles an hour on Martha’s Vineyard.
Begun as an independent colony known as the Saybrook Plantation, the colony was started when a company of English Puritans headed by led by John Wintrhop, Jr. erected a fort to guard the river entrance. The Pequot War engulfed the area in 1636. Yale University was founded in Old Saybrook as the Collegiate School for the education of ministers in 1700.
Just two miles away, settlers from Saybrook founded Lyme on the banks of the Connecticut River in the 1640s. By the 1650s the town was exporting barrel staves to the West Indies. Lyme prospered in the 1700s and 1800s, during which many of its fine old churches, houses and public buildings were constructed. During the late 1800s and early 1900s it became a summer art colony favoured by painters. The less wealthy boarded in the fine old (1817) mansion of Miss Florence Griswold on Lyme Street, now Old Lyme's most noted art museum.
American Impressionists whom Miss Griswold admired, including Charles Ebert, Childe Hassam, Willard Metcalfe, Henry Ward Ranger, and Guy and Carleston Wiggins, decorated many of the mansion's walls and doors with their work— sometimes in lieu of rent.
The new MASS MOCA (the Massachusetts Museum of Contemporary Art) displays cutting edge and state of the art creations. The Clark Art Institute features the masterworks collected by the Clark family. The Norman Rockwell Museum holds not only the work of Norman Rockwell, but also other classic and modern art.
The historic Mohawk Trail National Scenic Byway traverses the northern portion of the Berkshires. The fascinating Hancock Shaker Village is located in Pittsfield. You can spend the afternoon exploring the charming small towns of Williamstown, Lee and Lenox, Massachusetts. Be sure to stop in the many quaint New England antique shops and one-of-a-kind Berkshires art galleries.
Those who want to get out in the outdoors can take the Berkshire Scenic Railroad from the historic station in Lenox to either Lee or Stockbridge. Western Gateway Heritage State Park features a model railroad display and a re-enactment of the building of the Hoosac Tunnel.
Hiking is popular along the Shaker footpaths of Shaker Village, on the wooded trails of Pittsfield State Forest, in the Pleasant Valley Wildlife Sanctuary and in Kennedy Park in Lenox. Take a tamer stroll at the Berkshire Botanical Gardens.
You’ll find Bennington County, Vermont as quintessential New England as there is. There are two historic walking tours in Bennington. One includes the original structures remaining from settlement and the Old First Church behind which poet Robert Frost is buried. Another driving tour takes you under five covered bridges and to the Vermont Covered Bridge Museum. Be sure not to miss the Apple Barn and Country Bake Shop, as well as Bennington Potters, world famous for their stoneware pottery.
Between Bennington and Brattleboro, take the Molly Stark Trail National Scenic Byway through the southern Green Mountains. It is named after the wife of New Hampshire General John Stark who was the victor in the 1777 Battle of Bennington. The road is the route that the General and his troops marched home after their triumph over the forces of King George III.
Enjoy the three state overlook from the top of Hog Mountain. Brattleboro is a college town and completely different than Bennington. The downtown is filled with art galleries, craftspeople, artists, boutiques, shops and restaurants. From there it’s a short drive back to your accommodations in Manchester.
The countryside hasn’t changed much here in the 230 years since the Green Mountain Boys declared Vermont an independent republic. A mountain pass in Vermont is called a notch and mountains here have interesting names like Camels Hump and Crouching Lion. New England at its finest. Enjoy your drive.
Since you have the opportunity to spend the day in the Burlington area today, plan to enjoy a cruise on Lake Champlain on crystal blue water surrounded by lush greenery. For a change of pace, visit Shelburne Farm, a 1,400 acre working farm that is also a National Historic Landmark. The Shelburne Museum has 150,000 works of art, Americana and design. The collection includes everything from French Impressionists to American folk art. After enjoying the visual treat, stroll on the 45 acres of gardens and landscape that surround the Museum.
Locals will assure you that you can have a vacation away from the citied world in a place that has not changed much in centuries. Many of the charming villages still look as they did when writer Nathaniel Hawthorne and painter Thomas Cole lived here in the 18th century. And that’s the way they like it, slow, easy and simple, leaving time to appreciate the astounding scenic beauty all around.
There’s a great scenic loop to be explored today that includes the beautiful Kancamagus Highway, Mt. Washington, the highest peak in the Northeast and scenic Route 16, which gets progressively more scenic as it heads north. Jackson is one of the most attractive towns in all of New Hampshire.
If you’re up for a short walk at this point, the Kennebunk National Register Historic District Village walk begins at the Brick Store Museum and continues on Main Street. If there’s time, the Kennebunkport History Center is located at 125 North Street. Five buildings, including a shipwright’s office, comprise the history center campus and present a good perspective of seafaring life in the Massachusetts colony.
Some folks call the Kennebunk Beach the Kennebunk Workout. The string of beaches, some sandy, some rocky, that stretch along Beach Avenue from Gooch's Beach past Lord’s Point are all connected by sidewalks — a feature that makes this great stretch of seaside a favorite with walkers, joggers and roller-bladers anytime of day or evening. Take an early morning stroll past long stretches of beach, seafront homes and inns before the sun worshippers spread their towels on the sand.
Enjoy the warmth of midday or the romance of an orange and purple sky reflecting off the water at sunset. Kennebunk Beach is readily accessible. You can drive to the beach and park, or you can take the trolley and leave your car behind.
You may want to consider purchasing a Boston Go Card which offers discounted admissions to over 75 attractions in and around Boston. Boston’s most famous attractions include the New England Aquarium, the John F. Kennedy Library and Museum, the USS Constitution and the Harvard Museum of Natural History.
Tours on the water include the Seaport Express Water Taxi, Charles River Boat Tours, the Mass Bay Lines Whale Watch and the famous Boston Duck Tours.
The Boston Museum of Fine Arts, the Isabella Stewart Gardner Museum and the Peabody Essex Museum in Salem are all considered world class. The Peabody Museum is one of the oldest museums in the world devoted to anthropology. The Paul Revere House introduces you to life before the Revolution and the Harrison Otis House museum lets you step into the elegant world of Boston’s governing class after the American Revolution.
Perhaps you may want to extend your tour and take a train down to New York City for some sightseeing and shopping or maybe head to the capital, Washington DC for some exploring.
Call the travel experts at Bon Voyage to discuss your perfect Historic Inns of New England Tour.
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