1, 2 & 3: Arrive Boston — To Cape Cod (75 mi / 120 km)
Welcome to New England! Collect your rental car, and drive to Cape Cod for a three night stay. Separated from the Massachusetts mainland by the world’s widest sea-level canal, the Cape is always likened in shape to an outstretched human arm bent at the elbow. Happily, much of the Cape’s land is protected from development. Nature preserves encompassing pine forests, marshes, swamps, cranberry bogs, and other topographical features are patterned with well-marked walking and cycling trails. At the Cape Cod National Seashore, you can walk for almost 30 miles along the Atlantic beach and rarely see a trace of human habitation, other than the lighthouses that stand watch over the Cape’s dangerous shoals and a few old shacks in the dunes of Provincetown. You may want to take a ferry to explore Nantucket or Martha’s Vineyard while you’re here.
3 nights Cape Cod

1, 2 & 3: Boston, MA
Famous for everything from the Red Sox and Paul Revere to Cheers and clam “chowdah,” Boston is a popular destination for so many reasons. Part history lesson, part modern metropolis, the Hub offers attractions to suit every taste and interest. Hop on the Freedom Trail, a well-preserved pedestrian path that weaves in and out of historic neighborhoods. Between landmarks, you can shop the fabulous stores on Newbury Street, have a delicious authentic Italian meal in the North End or browse the antique shops and distinctive red-brick buildings of Beacon Hill. The more culturally inclined will not want to miss the city’s world-class museums, theater and music venues.
3 nights Boston at the Nine Zero Hotel, a beautiful Boston boutique hotel that brings together everything the discerning traveler seeks - an ideal location in downtown Boston, luxurious accommodations, personalized service and thoughtful amenities. Recently named to Travel + Leisure’s “Best 500 Hotels in the World” list, the Nine Zero is a welcome haven for Boston vacationers. Elegant, sumptuous and intimate, the Nine Zero promises a welcome sanctuary from the hustle and bustle of the city.

4, 5, & 6: To Maine Coast (140 mi / 233 km)
Travel via Portland to the beautiful Midcoast region of Maine. Explore Portland’s Old Port; shop at L.L. Bean in Freeport, and visit Brunswick’s Bowdoin College Art Museum. While here visit nearby Popham Beach and Fort Popham, the Maine Maritime Museum, and relax at your seaside resort.
3 nights Sebasco Estates at the Sebasco Harbor Resort. Nestled among whispering pines on the rugged coast lies a retreat of quiet comfort and rejuvenation where beauty and tradition abound. Tucked away on 575 acres the Sebasco Harbor Resort is an authentic Maine destination resort with breathtaking views and a wealth of activities including a Championship Golf Course, Olympic Sized Saltwater Pool, Sailing Excursions, World-Class Fishing, Kayak, Canoe and Boat Rentals. Pamper yourself in the full service waterfront Fairwinds Spa and in the evening enjoy a classic lobster bake.

7, 8 & 9: To New Hampshire (126 mi / 202 km)
Travel to New Hampshire today for a 3-day exploration through the gorgeous scenery of the White Mountains and the sparkling lakes and rivers of the Lakes Region. In the White Mountains, drive to the summit of Mt. Washington, ride the Conway Scenic Railroad, shop at North Conway’s factory outlets and in the Lakes Region perhaps a cruise on beautiful Lake Winnipesaukee.
3 nights White Mountains/Lakes Region at the Manor on Golden Pond. The Manor began as a love story at the turn of the 20th Century when a wealthy Englishman captured the heart of a beautiful debutante. On Shepherd’s Hill, in the Lakes Region of New Hampshire, amid the tall sentinel pines, they built a magnificent country estate with sweeping vistas overlooking Squam Lake, of Golden Pond fame. Now, at the turn of another century, the elegance and comfort of this English manor has been artfully restored, is a proud member of Small Luxury Hotels of the World and offers the perfect idyll for those seeking a romantic getaway. Beautifully appointed accommodations offer all the amenities of a luxury hotel while retaining the charm and tranquility of a New England Country Inn.

10, 11, 12, 13: The Berkshires MA (221 mi / 354 km)
Manchester Village is a lovely stop on your way to the Berkshire Hills of Massachusetts. Visit the Francine Clarke Art Institute or the Hancock Shaker Village, a restored 19th century settlement. Continue to Stockbridge, once home to Norman Rockwell, one of America’s greatest artists. The Norman Rockwell Museum houses many of his works. Then to Lenox, summer home of the Boston Symphony and nearby Cranwell Resort, Spa and Golf Club.
4 nights Lenox at the Cranwell Resort, Spa and Golf Club, a premier all-season resort snuggled in the heart of the Berkshires region of Western Massachusetts. Here you’ll enjoy one of the largest spas in the Northeast, luxury accommodations, fine dining, outstanding amenities and exceptional service. The Cranwell Resort is the proud recipient of the Four Diamond Award for Excellence from the American Automobile Association and a member of Historic Hotels of America.

14: To Boston (131mi / 219 km)
En-route to Boston’s Logan Airport travel the lovely Mohawk Trail, first scenic road in New England that officially opened on October 22, 1914. Don’t miss the Bridge of Flowers, the only one of its kind in the world. Built in 1908 as a trolley bridge across the Deerfield River between the towns of Shelburne and Buckland, the 400-foot, five arch concrete span was abandoned with the demise of the trolley line in 1928. Antoinette and Walter Burnham’s vision of transforming the structure into a flower bridge became a reality in 1929. Over 500 varieties of annuals and perennials are planted and tended by local volunteers who work with the head gardener to ensure continuous blooming throughout the season. Later, return to Boston to drop your car and catch your flight home.