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Massachusetts

Middlesex County

Routes
Places to see
North America
United States
Massachusetts

Middlesex County

The Top 20 Attractions in Middlesex County

There are plenty of places to see and visit in Middlesex County. Whether you love hiking or cycling, Middlesex County is a region where 20

hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.

Last updated: November 6, 2025

Minuteman Bikeway

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The Minuteman Bikeway is a 10-mile paved rail-trail in Greater Boston, which follows the historic path of the 1775 American Revolution's beginnings. Stretching from Bedford to the Alewife Station in …

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Walden Pond

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Walden Pond in Concord, Massachusetts is a historic and natural landmark famously associated with author and philosopher Henry David Thoreau. In 1845, Thoreau lived in a small cabin by the …

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Lexington Battle Green

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The Lexington Battle Green, also known as Lexington Common, is a historic site in Lexington, Massachusetts. On April 19, 1775, this green was the site of the first armed conflict …

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Battle Road Trail

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The Minuteman Trail, also known as the Battle Road Trail, is a historic pathway in the Minute Man National Historical Park, spanning Concord, Lincoln, and Lexington, Massachusetts. This 5-mile trail …

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Cambridge Common Monuments

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Cambridge Common is a historic public park near Harvard Square. Covering about 16 acres, the park features wide walking paths, a playground, open green spaces, and shaded areas, making it …

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John W. Weeks Footbridge

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The John W. Weeks Memorial Bridge, commonly known as the Weeks Footbridge, is a pedestrian bridge over the Charles River in Boston, Massachusetts. Completed in June 1927, it connects Harvard …

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Spy Pond

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Spy Pond is a 103-acre freshwater kettle pond located in Arlington, Massachusetts. It formed thousands of years ago during the last Ice Age and is part of the Mystic River …

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Reformatory Branch Trail

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The Reformatory Branch Trail stretches 3.9 miles through Middlesex County, connecting the historic towns of Bedford and Concord along a dirt path. This rail trail, built in 1873 by the …

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Charles River Greenway

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The Charles River Bike Path, also known as the Charles River Greenway, offers a 22-mile paved route connecting Boston to its western suburbs. Following both shores of the Charles River …

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Uncle Sam Plaza and Samuel Wilson Monument

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Uncle Sam Plaza, located in Arlington, Massachusetts, near the Minuteman Bikeway, honors Samuel Wilson, believed to be the inspiration for the national symbol "Uncle Sam." Born on September 13, 1766, …

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Other adventures in Middlesex County

Bay Circuit Trail and Greenway — Walking the Emerald Necklace

Hiking Collection by

mtm05005

Bay Circuit Trail & Greenway — Pedal Boston’s Greenbelt

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mtm05005

Most popular routes in Middlesex County

Road Cycling Routes in Middlesex County

Cycling in Middlesex County

Running Trails in Middlesex County

Hiking in Middlesex County

MTB Trails in Middlesex County

Easy hikes in Middlesex County

Gravel biking in Middlesex County

Waterfall hikes in Middlesex County

Most popular attractions in Middlesex County

Lakes

Natural Monuments

Mountain Peaks

Bike Parks

Waterfalls

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Didn’t find what you were looking for?

Are you keen on exploring more awesome places nearby? Browse our guides:

Great Meadows National Wildlife RefugeCochituateHanscom AfbPinehurstCallahan State ParkMaldenCambridgeNewtonReadingWakefieldAyerEverettEast PepperellFraminghamHopkintonWest ConcordMarlboroughBelmontMelroseLexingtonHudsonWatertownWalthamWilmingtonWinchesterWoburnArlingtonLowellTownsendStonehamPepperellBurlingtonLittleton CommonSomervilleMaynardMedfordGrotonShirleyGreat Brook Farm State Park

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Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:

Suffolk CountyNorfolk CountyEssex CountyBarnstable CountyBerkshire CountyWorcester CountyPlymouth CountyHampshire CountyBristol CountyDukes CountyFranklin CountyHampden CountyNantucket County

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