The Best Walking Trails in Oakland, Pennsylvania (United States)

4 trails

(3)

Photo of Oakland, Greenfield and Squirrel Hill

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Oakland, Greenfield and Squirrel Hill

Walking

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Sherwin P. Cedeno
with

Distance

6.54mi

Elevation +

709f

TrailRank

86| 5.0

I started this slightly longer walking or jogging trek at the Mary Schenley Memorial Fountain in Central Oakland at 40.44201°N and -79.95205°W. I walked along Schenley Drive crossing the Schenley Bridge at 40.44134°N and...

This is a very good walk and quite easily done. I enjoyed the small sections with some gradient through Squirrel Hill. T...
Trini Hiker

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Oakland Short Loop

Walking

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Sherwin P. Cedeno
with

Distance

5.04mi

Elevation +

364f

TrailRank

85| 5.0

I started this easy walk on a chilly winter evening in early January from the Forbes Field Outfield Wall along Roberto Clemente Drive at 40.44145°N and -79.95286°W. Turn right at the traffic lights at Schenley Drive and ...

Great walking trail in the late Spring or early Summer months. Lots to see and do along the way.
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Exploring Schenley Park

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Sherwin P. Cedeno
with

Distance

6.39mi

Elevation +

627f

TrailRank

83| 5.0

Schenley Park is a 456 acre park in the city of Pittsburgh. The park borders Oakland, Squirrel Hill and Greenfield. It contains many trails as well as natural and man-made attractions. Because of the physical size of the...

It is indeed a very nice area for walking. There's ample wildlife sightings along the trails. The deer appear un-phased ...
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Oakland Ramble 10 22 2014

Walking

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JLR44

Distance

3.65mi

Elevation +

702f

TrailRank

8

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