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Routes
United States
Massachusetts
Suffolk County
Boston

Walking City Trail Section 1

Easy

3.4

(28)

77

riders

Walking City Trail Section 1

00:31

7.62km

30m

Gravel riding

Embark on the Walking City Trail Section 1, an easy 4.7-mile (7.6 km) gravel biking route that takes you through a dynamic urban landscape. You'll encounter a mix of sidewalks, dirt paths, gravel, and even rocky sections, with some stairs where you might need to dismount. The route offers a…

Last updated: April 23, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Stony Brook Reservation

Waypoints

A

Start point

Parking

Get Directions

1

1.16 km

Woodland Trail in Stony Brook Reservation

Highlight • Trail

Stony Brook Reservation, outside Dedham, is a natural oasis featuring lush woodlands, meandering trails, and a scenic reservoir. This urban retreat offers diverse recreational opportunities, from hiking or bike riding to birdwatching.

Tip by

2

4.17 km

Weider Park

Highlight • Rest Area

Weider Park is a small DCR-owned park on the border of Roslindale and Hyde Park. There’s 2 tennis courts which are reasonably well kept and a small playground but nothing …

Tip by

B

7.62 km

End point

Parking

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Way Types & Surfaces

Way Types

2.56 km

1.73 km

1.68 km

1.17 km

258 m

184 m

Surfaces

5.54 km

1.80 km

218 m

< 100 m

< 100 m

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Elevation

Elevation

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

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Weather

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Today

Saturday 6 June

31°C

16°C

15 %

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Max wind speed: 20.0 km/h

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Frequently Asked Questions

How long does it typically take to complete Walking City Trail Section 1 on a gravel bike?

While the official komoot tour data suggests a quicker pace for mountain biking, given the varied terrain including rocky sections and stairs, gravel cyclists should anticipate a longer duration. For an 8.3-mile route with mixed surfaces, plan for approximately 1.5 to 2.5 hours, depending on your pace and how often you stop to enjoy the scenery.

What kind of terrain can I expect on this section of the trail?

This section offers a highly diverse terrain. You'll encounter a mix of sidewalks, dirt paths, gravel paths, and some rocky and rooty sections. There are also stairs, boardwalk segments, and bridges. Gravel cyclists should be prepared for frequent surface transitions and potential dismounts, especially at stairs or rougher spots.

What are the scenic highlights along the route?

The route is rich in scenic beauty. It follows the Neponset River through dense woodlands, leads into a vast urban forest with a significant pond, and culminates in an epic view of the Downtown Boston skyline from the city's tallest hill. You'll also pass through the Woodland Trail in Stony Brook Reservation and near Weider Park, with a charming 'fairy village' at its end.

Is this trail suitable for beginner gravel cyclists?

Due to the varied terrain, including rocky and rooty paths, and the presence of stairs, this section is generally considered intermediate to challenging for gravel biking. While some parts are smooth, beginners might find certain sections require careful navigation or even walking their bike. It's best suited for those with some experience on mixed surfaces.

When is the best time of year to ride this trail?

The trail offers unique experiences throughout the year. Spring and fall provide pleasant temperatures and beautiful foliage. Summer is also enjoyable, especially with the shade from the dense woodlands. Winter riding is possible, but be prepared for potentially icy or snowy conditions on some surfaces, which could increase the difficulty.

Is Walking City Trail Section 1 dog-friendly?

Yes, dogs are generally allowed on the Walking City Trail. However, as parts of the trail pass through various parks and reservations, including Stony Brook Reservation, it's essential to keep your dog on a leash and adhere to all local regulations regarding pet waste and behavior.

Do I need a permit or is there an entrance fee for this trail?

No, there are no specific permits or entrance fees required to access Walking City Trail Section 1 or the areas it traverses, such as Stony Brook Reservation. It is publicly accessible for recreational use.

What are the parking options for accessing this trail section?

While specific parking details for this exact section are not provided, as it's part of a larger urban trail, you would typically look for parking near its start or end points, or at adjacent parks like Stony Brook Reservation. Public transport access is also a viable option in Boston.

Does this trail intersect with other well-known paths?

Yes, the route incorporates sections of other trails. Approximately 73% of this route follows the Walking City Trail Section 1 itself, and about 23% overlaps with the Claire Saltonstall Bikeway.

What makes this section unique compared to other parts of the Walking City Trail?

Section 1 is notable as the longest segment of the entire 27-mile Walking City Trail. It uniquely blends natural green spaces like the Neponset River Reservation, Edgewater Greenway, Sherrin Woods, and Stony Brook Reservation with urban elements, culminating in a panoramic view of the Downtown Boston skyline and the charming 'fairy village'.

Are there any facilities or amenities like restrooms or water along the route?

As an urban trail, amenities can be found intermittently. While there might not be dedicated facilities directly on every part of the trail, you'll pass through areas like Weider Park and other urban green spaces where restrooms or water fountains might be available. It's always advisable to carry your own water and snacks, especially for longer rides.

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