Classic Drives New England Tour

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Classic Drives: New England Tour


Experience New England


New England's vibrant autumn colors, dramatic coastlines, majestic mountains, delicious seafood, and warm hospitality draw millions of visitors each year. This region, comprising six states in the scenic northeast of the U.S., is ideal for touring, especially from May to October. Winters can be harsh, so it's best to plan your drive during the warmer months when the roads are clear and the landscape is breathtaking.

Plan Your Route


This two-week driving tour covers around 800 miles, showcasing many of New England's highlights.

Boston


Start your journey with a day or two in Boston. Explore the historical sites on the Freedom Trail, enjoy a coffee at Quincy Market, and stroll through Boston Common. Shoppers will love Newbury Street's upscale stores, while others might enjoy a Duck Tour through the city. Consider staying at the welcoming Copley Square Hotel, conveniently located near top attractions.

Coastal New England


Begin your drive by heading north along the North Shore to Kennebunkport, Maine (85 miles). Stop in Kittery for bargain shopping at 120 outlet stores. Spend a night or two in Kennebunkport, where you can go whale watching, deep-sea fishing, canoeing, and kayaking, or take a lobster boat tour. The Nonantum Resort offers a fantastic riverfront location and a menu featuring steamed lobster, oysters, and clams.

The White Mountains


The next leg takes you to New Hampshire's White Mountains (116 miles). Pass through North Conway and enjoy an 11-mile trip on the Conway Scenic Railroad. For adventure, hike Mount Washington, the state's highest peak. Stay for a couple of nights at the Rivergreen Resort in Lincoln, which offers year-round family activities.

The Green Mountains


On day five, travel 145 miles to Vermont's Green Mountains. Consider a two-night stay in Stowe, where you can canoe on the Mad River or bike along the scenic Stowe Recreation Path. Visit Ben & Jerry's Ice Cream Plant in Waterbury for a tour and free samples. Fans of "The Sound of Music" should consider the Austria-themed Trapp Family Lodge in Stowe.

The Berkshires


Continue southward toward the Berkshire Hills, home to numerous art museums, galleries, and summer theater festivals. Stop in the classic New England village of Woodstock for coffee and explore Quechee Gorge, a stunning mile-long river gorge. Plan an overnight stay in Williamstown, Massachusetts, at the charming Williams Inn.

Newport


Head south through the Berkshires to Newport, Rhode Island (186 miles). Spend a couple of days browsing trendy boutiques, art, and antique galleries, and marveling at the luxurious yachts in the marina. The Best Western Mainstay offers comfortable and affordable accommodations right in the heart of Newport.

Cape Cod


Your final destination is beautiful Cape Cod, just 82 miles east of Newport. Enjoy cycling, walking, shopping, and relaxing on the stunning beaches. Excursions to Martha's Vineyard or Nantucket are highly recommended. Plan a couple of nights at the Cape Codder Resort and Spa, and en route back to Boston, indulge in a delicious seafood lunch to cap off a fantastic trip.

Enjoy the Journey


This self-drive tour through New England offers an unforgettable blend of natural beauty, cultural experiences, and culinary delights. Plan your journey between May and October for the best experience, and relish the vibrant scenery and rich history along the way.

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