Green Circle Trail

Winchester, VA
Length: 4.00 mi.
Type: Loop

About This Trail

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The Green Circle is a paved trail that loops through the city of Winchester. It’s stroller accessible and there are multiple opportunities throughout the city of Winchester for parking. The paths are often clear with a level grade. Note that it often runs alongside roads with a speed limit of about 25-40mph. Might not be suitable to allow very young children to walk it if they do not understand street safety yet. These are paved walk ways and allow access to many parts of the city, on foot or bike.


Submitted by: Claire Baker

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Trail Features

Seasons Fall, Spring, Summer, and Winter
Surface type Paved
Stroller friendly Yes
ADA accessible Yes
Water fountains No
Bathrooms No
Cell reception Excellent
Pet friendly Yes
Nearby convenience store Yes
Camping Nearby No
Emergency support
within 5 miles

Trail highlights

Visitor Center

The circle connects areas of historic, recreational, educational and natural interest. Some of those attractions include Glen Burnie Historic House & Gardens/Museum of the Shenandoah Valley, Jim Barnett Park, Shenandoah University, Old Town Winchester, and the Abrams Creek Wetlands Preserve. Once the Shenandoah Valley Museum’s finishes their own project, called “The Trails”, it will also be connected to the Green Circle and offer additional parking.

Fee & Parking Details

Fee : $0.00

There is plenty of free parking along portions of the trail, but if you park off of W Boscawen Street you will have metered parking.

Trail Contributor

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Hike it Baby Trail Guide is managed by the Family Trail Guide team. If a trail has been “abandoned” by the initial owner, it gets adopted by the team. Also, if there are no trails in the area, the Family Trail Guide team researches trails that are family friendly in the area to insure that hikes cover all areas where Hike it Baby hikes.


Trail Map

Getting There

You can reach the Green Circle Trail at multiple points in Winchester. The major roads that the trail runs aside include Jubal Early Drive, Meadow Branch Drive, and Amherst Street.