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Road cycling routes
United States
Massachusetts
Middlesex County
Lexington

Spy Pond – Concord Monument Square loop from Lexington High School

Routes
Road cycling routes
United States
Massachusetts
Middlesex County
Lexington

Spy Pond – Concord Monument Square loop from Lexington High School

Moderate

2.7

(5)

82

riders

Spy Pond – Concord Monument Square loop from Lexington High School

01:42

41.7km

230m

Road cycling

Moderate road ride. Great for any fitness level. 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: June 8, 2026

Tips

The surface for a segment of your route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 37.3 km for 241 m

Waypoints

A

Start point

Bus stop

Get Directions

1

9.54 km

Spy Pond

Highlight • Lake

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 …

Tip by

2

9.87 km

Minuteman Bikeway Mural, Arlington Center

Highlight (Segment) • Structure

The Minuteman Commuter Bikeway is a 10-mile paved trail connecting Cambridge, Arlington, Lexington, and Bedford in Massachusetts. It’s a flat, well-maintained route, ideal for a smooth riding through historic sites and colorful graffitis.

Tip by

3

11.4 km

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, …

Tip by

4

32.0 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

5

33.3 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

35.4 km

Hardys Hill

Peak

7

37.4 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

8

38.9 km

At Minute Man National Historical Park, visitors explore the battlefields and structures associated with the opening battle of the American Revolution on April 19, 1775. The park spans 970 acres …

Tip by

B

41.7 km

End point

Bus stop

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Way Types & Surfaces

Way Types

25.0 km

13.3 km

2.49 km

599 m

278 m

< 100 m

Surfaces

41.3 km

145 m

110 m

< 100 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (80 m)

Lowest point (0 m)

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Weather

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Today

Wednesday 15 July

33°C

21°C

0 %

Additional weather tips

Max wind speed: 26.0 km/h

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Description

If you're looking for a road cycling route that blends Revolutionary War history with diverse New England landscapes, the Spy Pond – Concord Monument Square loop from Lexington High School is a solid choice. This moderate 26.0-mile (41.8 km) ride, with 791 feet (241 metres) of elevation gain, typically takes around 1 hour and 41 minutes. It's perfect for cyclists who appreciate a varied experience, from smooth paved paths to historic unpaved sections, and want to explore popular routes steeped in American heritage.

What to expect on Spy Pond – Concord Monument Square loop from Lexington High School

This loop offers a dynamic journey through charming wooded corridors, quiet neighborhoods, and vibrant village centers. You'll start on well-maintained paved surfaces, particularly along the Minuteman Bikeway, which provides a smooth ride. As you progress, the route immerses you in history along the Battle Road Trail, winding through scenic woods and wetlands with views of the Great Meadows National Wildlife Refuge. Expect to encounter historic landmarks like the Lexington Battle Green and Monument Square in Concord. While much of the route is easy, be prepared for sections of "pressed dirt" or gravel on the Battle Road Trail; these unpaved segments elevate the difficulty and might require careful navigation or even dismounting if you're on a road bike.

Planning your visit

The route begins from Lexington High School, and while specific parking details aren't provided, the Minuteman Bikeway offers convenient access points with amenities. Concord's downtown area also provides numerous cafes and shops for refreshments. This loop is generally accessible, but be mindful that the unpaved sections of the Battle Road Trail are better suited for cross-terrain or mountain bikes, so road cyclists should factor this into their planning. There are no specific permits or fees mentioned for this route.

Trail details

  • Distance: 26.0 miles (41.8 km)
  • Elevation gain: 791 feet (241 metres)
  • Difficulty: moderate
  • Estimated time: 1 hours and 41 minutes

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02:01h

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190m

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