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Bike touring routes & trails
United States
Massachusetts
Middlesex County

Upper Charles Trail – Louisa Lake loop from Weston Pond Recreation Area

Routes
Bike touring routes & trails
United States
Massachusetts
Middlesex County

Upper Charles Trail – Louisa Lake loop from Weston Pond Recreation Area

Easy

4.5

(2597)

16,118

riders

Upper Charles Trail – Louisa Lake loop from Weston Pond Recreation Area

01:22

23.3km

90m

Cycling

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: April 7, 2026

Tips

Includes a segment in which cycling is not permitted

After 5.61 km for 149 m

Waypoints

A

Start point

Parking

Get Directions

1

6.38 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 …

Tip by

2

7.88 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 …

Tip by

3

11.7 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

4

14.6 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 …

Tip by

B

23.3 km

End point

Parking

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Way Types & Surfaces

Way Types

19.1 km

2.82 km

1.15 km

132 m

123 m

< 100 m

Surfaces

19.5 km

2.62 km

1.04 km

123 m

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Elevation

Elevation

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Weather

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Saturday 4 July

33°C

22°C

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Description

If you are looking for an accessible and scenic touring cycling route that delivers on tranquil waterscapes and easy riding, the Upper Charles Trail – Louisa Lake loop from Weston Pond Recreation Area is an excellent choice. This easy 14.5-mile (23.3 km) route, with a gentle 306 feet (93 metres) of elevation gain, can be completed in about 1 hour and 21 minutes, making it perfect for all fitness levels and a great option for beginner cyclists or a relaxed outing.

What to expect on Upper Charles Trail – Louisa Lake loop from Weston Pond Recreation Area

This route largely follows the multi-use Upper Charles Trail, offering a journey through diverse scenery. You will cycle past extensive conservation lands and wooded areas, with tranquil waterscapes like Louisa Lake and Milford Pond providing pleasant views and opportunities for wildlife spotting. The terrain is generally smooth, featuring mostly paved sections, along with some hard-packed crushed stone and occasional unpaved segments. While the route is mostly flat, you might encounter some gentle hills. The Milford portion, which includes Louisa Lake, is entirely paved, ensuring a smooth ride through this particularly scenic area. This easy cycling trail is suitable for all skill levels, making it a rewarding experience without demanding too much effort.

Planning your visit

Starting your cycling adventure from the Weston Pond Recreation Area provides convenient access to this loop. For those seeking additional amenities, Fino Field in Milford also offers parking and restrooms. While a gravel bike is recommended for the mixed surfaces, road bikes with 25mm tires can also navigate the trail comfortably. The trail is a "no traffic" route, ensuring an enjoyable experience away from vehicular traffic. Consider visiting during the cycling season when the weather is mild to best enjoy the outdoor scenery.

Trail details

  • Distance: 14.5 miles (23.3 km)
  • Elevation gain: 306 feet (93 metres)
  • Difficulty: easy
  • Estimated time: 1 hours and 21 minutes

Nearby routes

Moderate

4.7

346

Charles River Greenway Loop

02:16h

37.6km

70m

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