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Routes
Hiking trails & Routes
United States
Massachusetts
Middlesex County
Winchester

Tri-Community Greenway

Hard

4.8

(1698)

16,949

hikers

Tri-Community Greenway

07:46

30.0km

180m

Hiking

Hike the difficult 18.6-mile Tri-Community Greenway, gaining 582 feet in elevation through varied landscapes and community connections.

Last updated: February 26, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Waypoints

A

Start point

Parking

Get Directions

7.22 km

All Saints Episcopal Church

Place Of Worship

25.4 km

Horn Pond Brook

Lake

29.0 km

Judkins Pond

Lake

B

30.0 km

End point

Parking

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Way Types & Surfaces

Way Types

15.6 km

5.16 km

4.90 km

4.27 km

< 100 m

Surfaces

16.9 km

8.34 km

2.48 km

1.57 km

610 m

135 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 (70 m)

Lowest point (0 m)

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Weather

Powered by Foreca

Today

Monday 6 July

23°C

17°C

52 %

Additional weather tips

Max wind speed: 16.0 km/h

to get more detailed weather forecasts along your route

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Frequently Asked Questions

Is the Tri-Community Greenway suitable for beginners or families?

Yes, the Tri-Community Greenway is largely considered an easy and accessible trail. Its predominantly flat, paved surface makes it suitable for a wide range of users, including beginners, families with strollers, joggers, and cyclists. Some sections include crushed stone shoulders, offering varied surfaces.

What is the terrain like on the Tri-Community Greenway?

The trail primarily features a flat, paved surface, typical of a rail trail. However, some sections include on-road residential areas. You'll also find parts with wide, multi-use paths that have 10 feet of pavement and additional 6 feet of crushed stone shoulders. There is one notable 'long uphill grade but not too steep' section from the I-93 tunnel to Route 28.

Where can I park to access the Tri-Community Greenway?

While specific parking lots aren't detailed, you can generally find access points and parking within the towns it connects: Winchester, Woburn, and Stoneham. Look for parking near community parks like Ginn Field in Winchester or around Horn Pond in Woburn, which has a significant spur connection.

Is the Tri-Community Greenway dog-friendly?

Yes, the Tri-Community Greenway is generally dog-friendly. As a multi-use path, dogs are typically welcome, but they should always be kept on a leash and owners are expected to clean up after their pets. Please be mindful of other trail users.

What is the best time of year to visit the Tri-Community Greenway?

The Tri-Community Greenway is accessible year-round due to its paved nature. Spring and fall offer pleasant temperatures and scenic views of changing foliage or blooming nature. Summer is also great, though it can be busy. Winter can be enjoyed, but be prepared for colder temperatures and potential snow or ice on the path.

Do I need a permit or pay an entrance fee for the Tri-Community Greenway?

No, there are no permits or entrance fees required to access or use the Tri-Community Greenway. It is a public multi-use path designed for community recreation.

What kind of scenery can I expect along the route?

The trail offers varied scenery. You'll parallel an active MBTA rail line and the Aberjona River, pass through several community parks like Ginn Field, and enjoy views of Judkins Pond. There's a significant spur to Horn Pond in Woburn for additional scenic walking. The route also goes through forested areas, a tunnel under I-93, and past stores in Winchester Center.

Does the Tri-Community Greenway connect to other trails?

Yes, the Tri-Community Greenway offers connections to other recreational paths. From its southern end in Winchester, it provides access to the Mystic River Paths. Additionally, you can connect to the Minuteman Commuter Bikeway via a short on-road ride. The route also passes through sections of the Tri-Community Greenway and the Mystic Link Trail.

What is the historical significance of this greenway?

A substantial portion of the Tri-Community Greenway follows the historic route of the old 1863 Stoneham Branch of the Boston & Lowell Railroad. This railway was originally built to serve Stoneham's shoe factories and provide passenger service, making the greenway a path rich in local history.

Are there any specific sections of the trail that are more challenging or offer unique experiences?

While generally easy, the section from the I-93 tunnel to Route 28 features a 'long uphill grade but not too steep'. For a unique experience, take the significant spur that connects to Horn Pond in Woburn, which offers additional walking opportunities around the pond and might include trails more suitable for mountain bikes in some areas.

What makes the Tri-Community Greenway a 'multi-use' path?

The Tri-Community Greenway was intentionally designed as a multi-use path to accommodate a wide range of activities. It features 10 feet of pavement for walkers, joggers, and cyclists, often with additional 6 feet of crushed stone shoulders. This design allows for diverse recreational use, distinguishing it from a simple bikeway.

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