The Best Trails in Pennsylvania (United States)

7,180 trails

(48)

Photo of Oakland, Greenfield and Squirrel Hill

Photo of Point State To Emerald View Trail

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Oakland, Greenfield and Squirrel Hill

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Walking

near Oakland, Pennsylvania (United States)

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

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Walking

near Oakland, Pennsylvania (United States)

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.
Trini Hiker

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Point State To Emerald View Trail

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Hiking

near North Shore, Pennsylvania (United States)

Sherwin P. Cedeno
with

Distance

12.45mi

Elevation +

1765f

TrailRank

83| 5.0

I started this very interesting trek from “The Point” at Point State Park in downtown Pittsburgh. The western terminus of the Great Allegheny Passage sits at 40.44190°N and -80.01323°W and is clearly labelled. This park ...

This trail is one of the challenging trails in the Pittsburgh area but well worth doing.
Trini Hiker

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To McKees Point and Beyond

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Hiking

near Squirrel Hill, Pennsylvania (United States)

Sherwin P. Cedeno
with

Distance

24.43mi

Elevation +

699f

TrailRank

83| 5.0

I started this moderate length walking trek at the corner of Forbes & Murray Avenues in Squirrel Hill at 40.43803°N and -79.92303°W. I walked along Murray Avenue and turned onto Hazelwood Avenue at 40.41972°N and -79.928...

It's a good trail to get out and do. The only real issues I found were the long sections in direct sunlight exposure and...
Trini Hiker

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Greenfield To Schenley Park

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Walking

near Greenfield, Pennsylvania (United States)

Sherwin P. Cedeno
with

Distance

8.39mi

Elevation +

968f

TrailRank

83| 5.0

This short walk explores Schenley Park but starts in Greenfield. I started this trek at the traffic lights at the Alger Street, Ronald Street, Beechwood Boulevard, and Greenfield Road intersections at 40.42719°N and -79....

I was lucky enough to have seen a couple of white tail deer along this trek. It is relatively easy to do but, depending ...
Trini Hiker

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Squirrel Hill to McKeesport

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Hiking

near Squirrel Hill, Pennsylvania (United States)

Sherwin P. Cedeno
with

Distance

22.08mi

Elevation +

719f

TrailRank

83| 5.0

I started this moderate trek at the corner of Forbes & Murray Avenues in Squirrel Hill at 40.43803°N and -79.92303°W. From here a couple options exist. For the adventurous you can start walking along Murray Avenue. You c...

It's worth doing. The most interesting part of the trail was the leg between the Waterfront in Homestead right to the cr...
Trini Hiker

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Exploring Schenley Park

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Walking

near Oakland, Pennsylvania (United States)

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 ...
Trini Hiker

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Four Rivers and Five Trails

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Hiking

near Squirrel Hill, Pennsylvania (United States)

Sherwin P. Cedeno
with

Distance

39.17mi

Elevation +

883f

TrailRank

80| 5.0

This trail is one of the most entertaining that I have done in some time. It has a little of everything for everyone. It was marked as a hiking trail but it can be biked. I prefer to hike it to experience all that the tr...

This is a very nice adventure, for a cyclist! Long sections of the trail has nothing to see. I didn't enjoy the section ...
Trini Hiker

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Three Trails, a River, and a Park

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Hiking

near Squirrel Hill, Pennsylvania (United States)

Sherwin P. Cedeno
with

Distance

17.61mi

Elevation +

906f

TrailRank

80| 5.0

I started this interesting yet moderate length walking trek at the corner of Forbes & Murray Avenues in Squirrel Hill at 40.43803°N and -79.92303°W. I walked along Murray Avenue and turned onto Hazelwood Avenue at 40.419...

I was fortunate enough that on the day I did this trail there were few cyclists and many more walkers along the Three Ri...
Trini Hiker

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Monongahela River Walk

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Multisport

near Homestead, Pennsylvania (United States)

Sherwin P. Cedeno
with

Distance

3.23mi

Elevation +

36f

TrailRank

78| 5.0

I started this very easy trek along the banks of the Monongahela River at 40.408549°N and -79.91799°W in Homestead Pennsylvania. This trail is heavily used and well-marked with lots of very good views of the river. There...

It's a very picturesque trail but this section is short. I'd recommend doing the trail is good weather out to McKeesport...
Trini Hiker

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Belfast Junction

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Hiking

near Belfast Junction, Pennsylvania (United States)

Petitephotography

Distance

10.04mi

Elevation +

148f

TrailRank

52

An easy and peaceful trail. Paved, pet friendly and beautiful scenery. #pavedtrail #PATrails #PlainfieldTownship
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Emerald View Trail Short Loop

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Hiking

near West End, Pennsylvania (United States)

Sherwin P. Cedeno
with

Distance

2.31mi

Elevation +

344f

TrailRank

52| 5.0

The Emerald View Trail is just about the most enticing trail that I have encountered in Pittsburgh. It's an actual hiking trail that's full of everything you need and so much more. You can start the trek at the "Points o...

This trail is challenging. I did this one after rainfall and it was very slippery. I think that it should be started wit...
Trini Hiker

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Pennypack Loop-Pine to Krewstown

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Hiking

near Walnut Hill, Pennsylvania (United States)

David J T

Distance

7.49mi

Elevation +

351f

TrailRank

40

A nice hike to enjoy Pennypack Park “off the beaten track”-following the dirt trails and avoiding the bike path.
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White Rocks Trail - Boiling Springs

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Hiking

near White Rock Acres, Pennsylvania (United States)

minmans

Distance

3.27mi

Elevation +

554f

TrailRank

39

And extremely rocky trail! Many areas of scrambling. Beautiful hike! A few scenic outlooks, lots of amazing rock formations!
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St. Peters Village - blue and yellow

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Hiking

near Saint Peters, Pennsylvania (United States)

wordplay

Distance

2.28mi

Elevation +

259f

TrailRank

39

State Game Land No. 43, across French Creek from St. Peters Village. This was hiked and recorded with iPhone. Using this recording, I updated data on openstreetmap.org Trails are very rocky. Did this counterclockwise....
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Dans pulpit and Hawk mountain via the Appalachiantrail

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Hiking

near Eckville, Pennsylvania (United States)

ela114

Distance

13.33mi

Elevation +

2316f

TrailRank

37

Lots of rocks and boulders.Cant take dogs to Hawk mountain. A challenging hike.Loved every bit of it.
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AT from Swatara State park to Rte 325

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Hiking

near Green Point, Pennsylvania (United States)

Veselina

Distance

18.03mi

Elevation +

2126f

TrailRank

37

we went through the beaver dam, didn't take the alternate route, it was challenging, made 1 mile+ detour to visit the General
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PA AT: Chimney Rock Loop

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Hiking

near Old Forge, Pennsylvania (United States)

Mountain Stream Flood

Distance

5.66mi

Elevation +

1588f

TrailRank

36

This is pleasant ~6mi hike on South Mountain in the Michaux State Forest in Pa, just north of the Mason-Dixon Line. The hike starts out with a steep assent (~1000ft in 1.5mi) to Chimney Rock and its views of the South M...
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Ricketts Glen State Park... Waterfalls Trail.

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Hiking

near Red Rock, Pennsylvania (United States)

mirekpl

Distance

6.34mi

Elevation +

1053f

TrailRank

36| 5.0

in winter, do not go without crampons the trail is covered with ice Falls Trail is a 6.3 mile loop trail located near Fairmount Township, PA that features a waterfall and is rated as difficult. The trail is primarily...

One of the best trails I have ever done. Wasn't as bad as I thought it would be
chomok2000Tw230007

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Thousand Steps

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Hiking

near Mapleton, Pennsylvania (United States)

alevanni19

Distance

4.63mi

Elevation +

1257f

TrailRank

36

This trail was the everyday commute for the men working on the mines up the mountain. The climb is composed almost exclusively by stone steps, while on the top the path becomes quite flat and divides in two opposite dire...
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Painter Rock 8 2 14

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Hiking

near Myersbrook, Pennsylvania (United States)

JLR44

Distance

8.44mi

Elevation +

1486f

TrailRank

35

This hike starts at the parking area next to the Nedrow Cemetery on Painter Rock Rd, at first following the road north to the connector trail that goes over to the McKenna Trail. Go left on McKenna and follow to Painter ...
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Cycling - Valley Forge, PA

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Road Bike

near Valley Forge Trailer Park, Pennsylvania (United States)

ant1606

Distance

12.54mi

Elevation +

502f

TrailRank

35

Cycling - Cloudy and windy day but no rain at least. Valley Forge National Historical Park has nice paved trails going up and down the hilly terrain. Located about 20 miles NW of the city of Philadelphia, traffic isn't ...
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White Rocks 9 29 2013

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Hiking

near Hutchinson, Pennsylvania (United States)

JLR44

Distance

9.45mi

Elevation +

1890f

TrailRank

34

This hike begins at the gate to Lick Hollow Picnic Area on US 40 east of Uniontown, PA and ends at the Hi-To Bar in Fairchance, PA. From the gate, you go down the paved road and cross the bridge over Lick Run at the bott...
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Enola Low Grade Rail Trail, Providence Township, PA

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Hiking

near Quarryville, Pennsylvania (United States)

pjwetzel

Distance

16.01mi

Elevation +

220f

TrailRank

34| 4.33

I was hiking from the trailhead of the Enola trail near Quarryville at exactly sunrise, 6:52AM. I had 4.6 miles to hike west and didn’t want to carry an extra jacket thinking it would become a warm day. Stupid mistake. F...

Good gravel running and biking trail. Could be sun exposed during middle of the day. Very flat.
Brian P Schwind

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Spring Mount

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Hiking

near Spring Mount, Pennsylvania (United States)

Richard Colonna

Distance

5.23mi

Elevation +

538f

TrailRank

33

Beautiful trail with a few good hills. Quiet, peaceful, great for dogs , can walk for miles and miles.
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