Hancock Hill – Wolcott Path loop from Eustis Estate Museum and Study Center

02:15

7.62km

210m

Hiking

Moderate hike. Good fitness required. Easily walkable paths. The starting point of the route is accessible with public transport.

Last updated: August 19, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Blue Hills Reservation

Waypoints

Start point

Bus stop

Get Directions

944 m

Blue Hill Observatory and View of Boston Skyline

Highlight • Viewpoint

Take a hike to the summit of Great Blue Hill and the observation tower close by that offers a stunning 270° view of Boston, its harbour and to the South …

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Wolcott Path

Highlight (Segment) • Trail

This path is well-maintained and easy to navigate, surrounded by the most beautiful pine and hemlock trees. If you enjoy running on flat and wide-open spaces instead of challenging rocky terrain, this trail is perfect for you.

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Hancock Hill

Highlight • Summit

Hancock Hill may not be the tallest or most popular summit in the reservation, but its tree-covered peak offers some of the most stunning views of Downtown Boston. Unlike other …

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5.36 km

Wolcott Path

Highlight (Segment) • Trail

This is a nice and easy trail on a wide open path through beautiful stands of pine and hemlocks. It's a good trail for those who prefer to walk on well-maintained forest roads rather than rocky and intricate footpaths.

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