Upper Charles Trail – Upper Charles Trail loop from Hopkinton High School

Upper Charles Trail – Upper Charles Trail loop from Hopkinton High School

Easy

2.7

(12)

riders

Upper Charles Trail – Upper Charles Trail loop from Hopkinton High School

01:20

28.6km

200m

Road cycling

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: July 19, 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 3.63 km for 113 m

Waypoints

Start point

Bus stop

Get Directions

9.18 km

Upper Charles Trail

Highlight • Trail

The Upper Charles Trail in Massachusetts offers cyclists a scenic route through historic mill towns, verdant woodlands, and along the Charles River. This multi-use trail spans diverse landscapes, showcasing the region's industrial heritage.

Tip by

12.1 km

Town Forest Recreation Area

Highlight • Forest

Town Forest is a forested recreation area in the quaint town of Milford. It should not be mixed up with its nearby namesake Town Forest Nature Reserve. Town Forest recreation area is situated near to the two cemeteries of North Purchase Street Cemetery and Pine Grove Cemetery. You can hike and run here but as far as cycling is concerned you can cycle through it on the Upper Charles Trail.

Tip by

14.5 km

Upper Charles Trail

Highlight (Segment) • Trail

The Upper Charles Trail is a work in progress trail build. It will one day total 24 miles, linking the communities of Milford, Ashland, Sherborn, Holliston, Framingham, and Hopkinton. Simply another brilliant rails to trails project that to date (2018) has more than 13 miles of the trail completed. The surface is mainly asphalt and crushed stone so it is best done on a gravel bike.

Tip by

16.0 km

Louisa Lake

Highlight • Lake

There is a bit of everything here at Louisa Lake. It is very scenic area and along with nearby Milford Pond, it provides a great venue for a variety of recreational activities, especially bicycling. Nearby is the Upper Charles Trail, a super good cycling trail.

Tip by

28.6 km

End point

Bus stop

Way Types & Surfaces

Way Types