Callahan State Park (entrance) – Assabet River Rail Trail loop from Southborough

Callahan State Park (entrance) – Assabet River Rail Trail loop from Southborough

Moderate

2.7

(11)

riders

Callahan State Park (entrance) – Assabet River Rail Trail loop from Southborough

02:18

54.5km

360m

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: October 1, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Pod Meadow Conservation Area

Sudbury Dam Historic District

Weston Aqueduct Linear District

Waypoints

Start point

Bus stop

Get Directions

1.55 km

Sudbury Reservoir

Highlight • Lake

The Sudbury Reservoir is about 5,000 acres in size and is the emergency backup water supply for Boston. It has numerous large brooks running into it, numerous islands, and is …

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7.30 km

Callahan State Park (entrance)

Highlight • Rest Area

The Red Tail Trail in front of you is one of the entrances to Callahan State Park. This Park offers you magnificent paths and the nature of New England in all its magnificence.

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8.19 km

Overly Conservation Restriction

Nature Reserve

21.5 km

Mass Central Rail Trail: Weston–Wayland Section

Highlight • Cycleway

The former rail line once ran between downtown Boston to Union Station in Northampton. After the tracks were largely destroyed by a hurricane in 1938, the 104-mile rail line is …

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23.5 km

Heard Farm

Highlight • Natural

Heard Farm is a small (87-acre) nature preserve between the Sudbury River and Heard Pond. There a few miles of trails that wind through the meadows and orchards on the property.

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24.6 km

Heard Pond, in Wayland, Massachusetts, is an 85-acre pond that is almost entirely surrounded by the Great Meadows National Wildlife Refuge. The area is a popular spot for walkers and birdwatchers and the pond itself is great for fishing.

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33.2 km

Central Massachusetts Branch

Highlight (Segment) • Cycleway

Kind of bumpy along the old tracks, so make sure that you have a gravel or mountain bike.

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45.8 km

Assabet River Rail Trail

Highlight (Segment) • Cycleway

This is a nice paved, two-lane multi-use path with some benches set up so you can stop and enjoy the views over Fort Meadow Reservoir.

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48.9 km

Marlborough

Highlight (Segment) • Settlement

Main Street in Marlborough has a diverse range of local businesses and cultural attractions. Its historic buildings house a variety of shops, cafes, and restaurants, offering something for everyone. Recent …

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53.2 km