Travel

Best Things to Do in Winchester

By travelguylife.com

Winchester Center

Winchester has a beautiful downtown area woven with a network of ponds, where a roundabout connects several important thoroughfares.

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Middlesex Fells Reservation

With more than 100 miles of trails crisscrossing it, this 2,200-acre expanse of wild wooded hills and lakes may be reached on foot from Winchester Center by ascending the slope to the east.

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Griffin Museum of Photography

Arthur Griffin, a famous photographer, established the Griffin Museum of Photography in 1992 in a charming Colonial-style building next to Judkins Pond.

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Wright-Locke Farm

This historic farm was bought by the Town of Winchester in 2007 to halt a large-scale housing development and afterwards sold to the Wright-Locke Land Trust in 2015.

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Tri-Community Greenway

The Tri-Community Greenway connects Winchester Center and Stoneham's Central Square and has been a resounding success since its formal launch in 2019.

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Shannon Beach

A short distance from Winchester's Wedgemere station, on a tiny peninsula at Upper Mystic Lake, is a freshwater beach.

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Mystic Lakes State Park

A pair of lakes at the head of the Mystic River, south of Winchester, including Shannon Beach as one of their components.

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Sanborn House

A rare surviving country house constructed in the Beaux-Arts style in 1906 is one of Winchester's finest examples of residential architecture.

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Horn Pond Recreation Area

The 102-acre pond that the Tri-Community Greenway offshoot leads to is bordered on the south and west sides by parkland with trees.

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Horn Pond Mountain

A tall hill that is still in Woburn but looms over the southern portion of Horn Pond is surrounded on three sides by Winchester property.

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