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Access is from Springside Street, High Street, or from the TAM trailhead off of Seminary Street Extension, just east of the Co-operative Insurance building.


Chipman Hill, the most prominent geographic feature in the town of Middlebury, has an elevation that is approximately 360 feet above that of the town center and affords the hiker wonderful views. In the 1940s and 50s, Chipman Hill was the site of Middlebury College's downhill ski area, and even featured a ski jump, the remains of which can still be found. Since then, the forest has regenerated and the area is a favorite of walkers, hikers, and mountain bikers.

The Trail Around Middlebury (TAM) follows alongsome of the Chipman Hill trails.

Trail Manager

Visit Middlebury Area Land Trust or Middlebury Bike Club online for more information or contact:

Executive Director

Middlebury Area Land Trust
Executive Director
PO Box 804
Middlebury, VT 05753
Phone: (802) 388-1007

Addison County Bike Club
Middlebury, VT 05753


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KML File

Click here to download Trails (lines)

Click here to download Points Of Interest (points)

GPX File

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Click here to download Points Of Interest (points)

Nearby Geocaches


Check for nearby geocaches to Chipman Hill.

Leave No Trace Principle

Plan Ahead and Prepare

Be prepared for extreme weather. Bring rain/wind gear, warm clothing, and matches/fire starters.