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Upper Charles Trail – Upper Charles Trail loop from Framingham

Upper Charles Trail – Upper Charles Trail loop from Framingham

Moderate

2.9

(17)

riders

Upper Charles Trail – Upper Charles Trail loop from Framingham

02:18

47.6km

320m

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: April 3, 2026

Tips

The surface along some of this route may not be suitable

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

After 7.63 km for 1.33 km

After 11.1 km for 5.47 km

After 16.6 km for 503 m

Waypoints

Start point

Train Station

Get Directions

12.2 km

Upper Charles Rail Trail

Highlight (Segment) • Structure

The Upper Charles Rail Trail is a 13.5-mile rail trail that consists of a packed dirt and cinder path the entire time. This section of the trail passes through the Wenakeening Woods and offers access to their singletrack hiking trail network.

Tip by

14.8 km

Upper Charles Trail

Highlight (Segment) • Trail

Former railroad track the Upper Charles Trail is currently over 13 miles long. It eventually plans to connect the communities of Milford, Ashland, Sherborne, Holliston, Framingham and Hopkinton. It will then do more than 24 miles in total when fully completed.

Tip by

21.4 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

22.9 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

23.7 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

26.7 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

36.2 km

Ashland Reservoir

Highlight • Lake

The views of the reservoir from this road are lovely, and particularly so in the warmer months with the green leaves of the trees.

Ashland State Park, located in Ashland, Massachusetts, encompasses the Ashland Reservoir, spanning 157 acres (64 hectares). This public recreation area offers a scenic and inviting environment for outdoor activities.

Tip by

47.6 km

End point

Train Station

Way Types & Surfaces

Way Types

21.0 km

12.5 km

7.84 km

6.05 km

264 m

< 100 m

Surfaces

38.6 km

5.90 km

2.68 km

343 m

132 m

Elevation

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

Highest point (130 m)

Lowest point (50 m)

Weather

Today

Friday 8 May

16°C

4°C

31 %

Additional weather tips

Max wind speed: 21.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Upper Charles Trail – Upper Charles Trail loop from Framingham

Upper Charles Rail Trail

Upper Charles Trail

Upper Charles Trail

Louisa Lake

Town Forest Recreation Area

Upper Charles Trail

Ashland Reservoir

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