Winter New England Day Trips – Tiffany Chien (Harvard ’19, District One Communications Committee Member)

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Manchester-by-the-Sea
With easy access by the MBTA, Manchester by the Sea is within 50 miles of Boston and is known for scenic beaches, harbors, and vista points. Walk past the harbor to arrive at Singing beach, where the sand “sings” (squeaks) as you walk on it.


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Walden Pond
915 Walden St.
Concord, MA 01742In 1856, transcendentalist Henry David Thoreau lived on the northern shore of the pond for two years. There, he recorded his experiences in his book, Walden. The shores and nearby woodlands are open to anyone who wishes to enjoy the water, woods, or nature through swimming, boating, fishing, and picnicking.



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Rockport, MA
Drive 40 miles north of Boston and find yourself in Rockport, a small town with beautiful beaches, delicious eateries, and idyllic shops. Celebrate a month-long Christmas holiday in Rockport by joining the tree lighting, festivals, concerts, and music.


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Old Sturbridge Village, Massachusetts 
1 Old Sturbridge Village Rd,
Sturbridge, MA 01566Visit this New England gem, taking you through life in an early 19th century rural village, showcasing costumed historians, antique buildings, working farms, Vermont-covered bridges, farm animals, water-powered mills, and more. Three hours recommended to tour the whole Village. Each year there are Thanksgiving tradition events all through November!



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​Plymouth Plantation, Massachusetts 

137 Warren Avenue
Plymouth, MA 02360

Travel to the historic Plymouth Harbor and Waterfront to experience a bounty of authentic America. History is brought to life with authentic Thanksgiving traditions from Pilgrims, Pioneers, Native Americans, and Soldiers. Don’t miss the annual New England Food festival on November 18, featuring chowder, soups, and entrees. Swing by the waterfront to see the Plymouth Rock and the Mayflower II.



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Ogunquit, Maine
The Marginal Way is one of New England’s most beloved scenic coastal walks. Grab some coffee for a leisurely stroll, and rest on benches along the way for scenic ocean watching.


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Portland, Maine and Casco Bay and Peaks Island 
Explore the parks and the sandy beaches of Casco Bay and enjoy boutiques and art galleries along the waterfront in the Old Port district. Visiting The Holy Donut is a must! These donuts are made with potatoes and are a local treat! Take a ferry to Peaks Island and ride a bike along the coast.


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Portland Head Light and Fort Williams Park
Portland Head Light is Maine’s oldest lighthouse, and it marks the entrance to Casco Bay. One of the most photographed lighthouses in the world. Visit nearby Two Lights State Park on Cape Elizabeth. Stop by The Lobster shack for some lobster rolls!


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Killington, Vermont 
Some spectacular hiking and biking trails through the Northern sections of the Appalachian Trail. Take a scenic gondola ride up and see the summit of Killington Peak. Over the winter, Killington is the largest ski resort in the Northeast, providing skiers and riders of all abilities and levels the chance to rip through their white trails.


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Newport, RI 
Traditionally known as one of America’s best beach towns, Newport offers a unique, magical experience over the holidays. Join music, tours, and spectacular decorations at the Newport Mansions: The Breakers, The Elms and Marble House. Participate in 5k events or take part in the food scene from restaurant weeks to culinary classes. Whether you are a walker, a hiker, a dog walker, or photographer, experience the Cliff Walk, a 3.5-mile path that follows the edge of the sea.

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