Concord Monument Square – Lexington Battle Green loop from Winchester Center

Concord Monument Square – Lexington Battle Green loop from Winchester Center

Moderate

4.7

(2726)

12,857

riders

Concord Monument Square – Lexington Battle Green loop from Winchester Center

02:56

63.7km

520m

Road cycling

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: August 13, 2026

Tips

Cycling is not permitted along parts of this route

After 0 m for 214 m

After 17.0 km for 247 m

After 63.6 km for 214 m

Waypoints

Start point

Train Station

Get Directions

511 m

Judkins Pond

Lake

1.17 km

Horn Pond Brooke Bikeway

Highlight (Segment) • Cycleway

Horn Pond Brook Bikeway is a short, paved path that connects Woburn Center to Horn Pond. It’s a flat route, suitable for road bikes, and provides access to nearby trails and scenic views of Horn Pond.

Tip by

18.0 km

Cambridge Reservoir

Highlight • Lake

Winter Street is a road open to cars, but it's a pretty popular spot for biking, too. There is a long stretch next to Cambridge Reservoir, and you can easily see the water and the beachy shore from the roadside.

Tip by

22.4 km

Coburn Meadow

Highlight • Natural

A newly transformed wet meadow, Coburn Meadow, was rebuilt with the hopes to regenerate dwindling wildlife in the area.

Tip by

29.6 km

Browning Fields

Nature Reserve

36.6 km

Mill Brook Meadow

Nature Reserve

37.9 km

Concord Monument Square

Highlight • Historical Site

Take a break in the safety of this central mini-park. There's also a water fountain there to fill your bottles.

Tip by

39.2 km

Louisa May Alcott's Orchard House

Highlight • Historical Site

The "Little Women" house, officially known as Orchard House, is a historic home in Concord, Massachusetts, where Louisa May Alcott wrote her famous novel Little Women in 1868. The Alcott …

Tip by

45.8 km

William Smith House

Highlight • Historical Site

Captain William Smith, commander of the Lincoln Minute Men, and his wife Catherine once called this place home. Their farm, the second largest in Lincoln at the time, remains remarkably well-preserved to this day.

Tip by

51.3 km

Old Massachusetts Avenue Hill

Highlight (Segment) • Climb

This hill climbs up from just outside Lexington Center past Hastings Park and the Hayden Rec Center.

Tip by

54.8 km

Lexington Battle Green

Highlight • Historical Site

Lexington's Battle Green is the exact location of the the Battle that took place on the morning of April 19, 1775.

It was at this site that the opening shots …

Tip by