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Routes
Bike touring routes & trails
United States
Massachusetts
Worcester County
Milford

Upper Charles Trail – Upper Charles Trail loop from Milford

Routes
Bike touring routes & trails
United States
Massachusetts
Worcester County
Milford

Upper Charles Trail – Upper Charles Trail loop from Milford

Easy

4.7

(1259)

7,074

riders

Upper Charles Trail – Upper Charles Trail loop from Milford

01:03

17.3km

100m

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 14.4 km for 149 m

Waypoints

A

Start point

Parking

Get Directions

1

8.51 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 …

Tip by

2

15.1 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

B

17.3 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

9.88 km

4.24 km

1.81 km

1.36 km

< 100 m

Surfaces

11.4 km

4.04 km

1.46 km

230 m

193 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 (130 m)

Lowest point (70 m)

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Weather

Powered by Foreca

Today

Thursday 25 June

28°C

13°C

0 %

Additional weather tips

Max wind speed: 9.0 km/h

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Description

If you're looking for an easy, scenic touring cycling route near Milford, the Upper Charles Trail – Upper Charles Trail loop from Milford is a fantastic choice. This 10.7-mile (17.3 km) route, rated easy, offers a gentle 339 feet (103 metres) of elevation gain, making it a perfect ride that takes about 1 hour and 3 minutes. It's ideal for families or anyone seeking a relaxed outing without a big time commitment, offering a high-payoff win for minimal effort.

What to expect on Upper Charles Trail – Upper Charles Trail loop from Milford

The Milford section of the Upper Charles Trail is predominantly paved, providing a smooth ride as it winds through woodlands and past tranquil waters like Louisa Lake and Milford Pond. While largely flat, you'll encounter some gently winding sections and localized grades, keeping the ride engaging without being strenuous. As the trail extends beyond Milford, the surface can transition to crushed stone or hard-packed dirt, which is still manageable for touring bikes. Keep an eye out for wildlife, as rabbits, deer, and various birds are often spotted along the route.

Planning your visit

The Upper Charles Trail is a multi-use path, making it accessible for various activities. Parking is generally available at various access points in Milford, though specific details can vary. Since the trail is suitable for all skill levels and offers diverse scenery, it's a great option for a morning or afternoon ride any time of year, though spring and fall offer particularly pleasant temperatures and vibrant foliage. Always carry water, especially on warmer days, and be mindful of other trail users.

Trail details

  • Distance: 10.7 miles (17.3 km)
  • Elevation gain: 339 feet (103 metres)
  • Difficulty: easy
  • Estimated time: 1 hours and 3 minutes

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