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Pittsburgh, Pennsylvania

Looking for the best chillin in Pittsburgh? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Pittsburgh. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near Pittsburgh

  • Pittsburgh, Pennsylvania

    Catch a Sunset at Point State Park

    Great place to finish your day and it's right next to downtown. I would recommend getting food at PPG Place a couple blocks away and bringing it to eat and watch the sunset for dinner. You can watch and listen to the concerts happening during the summer at the Steelers Stadium on the other side o...
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  • Carnegie, Pennsylvania

    Hike the Rainbow Loop in Settlers Cabin

    3.3
    5.5 mi
    There are three main trails in the park. The Green Loop (2 miles), Blue Loop (2 miles), and Purple Loop (1.5 miles). These all connect at some point so if you are looking for a little longer walk you can do all three at once. This totals a 5.5 mile loop. You can park at the tennis courts and do a...
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  • Bridgeville, Pennsylvania

    Horseback Ride at Rolling Hills Ranch

    5.0
    / 300 ft gain
    Enjoy an hour of horseback riding on Rolling Hills Ranch in Bridgeville, PA, 20 minutes outside of Pittsburgh. The ranch accommodates large groups and provides a guide for trips, who will leave the group for some time as the horses know the route so that you can enjoy the trip alone with family a...
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  • Clinton, Pennsylvania

    Hike the Mineral Springs Loop

    4.7
    1.2 mi
    Starting at the Frankfort Mineral Springs parking lot, this 1.2 mile loop winds along the creek and leads you up into the waterfall and old resort area.After you reach this picture perfect spot, you can continue on the rest of the loop. This will take you through a patch of pines and down a nice ...
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  • Ellwood City, Pennsylvania

    Hike to Slippery Rock Creek from Hell's Hollow

    5.0
    4.6 mi
    This nicely groomed trail starts at Hell's Hollow and branches off to the left. The trails total length is 24 miles long, but we chose to start off slow and go with an out and back just to the creek. This is a 2.3 mile hike one way which also has some steep inclines and a few switch backs.The sta...
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  • Portersville, Pennsylvania

    Hike the Alpha Pass Trail

    0.2 mi
    Park in the lot at McConnell's Mill Rd but instead of going down the steps from the lot, walk up to the intersection of Johnson Rd and McConnell's Mill Rd. Walk toward the house that is a little down the road on McConnell's Mill Rd. You will see a trail head to your left and thats where you want ...
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  • Dunbar, Pennsylvania

    Hike the Sugar Run Trail

    1.6 mi
    This trail connects Old Mitchell Trail to Johnathan Run Trail. It is a short but fun hike down to the falls. We parked by the helicopter landing field and the trail head was right by the entrance to the parking lot.The hike down to the falls was nice and easy, but coming back up was tough. The tr...
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  • Mill Run, Pennsylvania

    Explore Fallingwater

    4.8
    "Fallingwater is the name of a house built over a waterfall in southwest Pennsylvania. Frank Lloyd Wright, America’s most famous architect, designed the house for his clients, the Kaufmann family. Fallingwater was built between 1936 and 1939. It instantly became famous, and today it is a Natio...
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  • Ohiopyle, Pennsylvania

    Explore Cucumber Falls

    4.3
    0.25 mi / 30 ft gain
    Just off Kentuck Road, at the southern end of Ohiopyle State Park, you arrive at Cucumber Falls' marked parking lot. Access to this lot is limited (about 20 cars). Most of the time you will be able to find a spot, but when not, parking on the side of the road is perfectly acceptable.Walking down ...
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  • Ohiopyle, Pennsylvania

    Meadow Run Natural Water Slide

    Ohiopyle State Park, located in Fayette County, Pennsylvania, is full of adventure along the Youghiogheny River. During your visit, make sure you stop by the Meadow Run natural waterslide for some serious fun.  You can park for free at the Meadow Run parking lot, and then take a short walk down ...
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  • Somerset, Pennsylvania

    Hike to Wolf Rocks

    3.3
    5 mi
    You'll find the trailhead for Wolf Rocks at top of Linn Run Rd off Laurel Summit Rd. Off the left-hand side you will find what is referred to as parking lot D - the route to Wolf Rocks begins there.The hike is nothing to write home about, though with only a 5 mile total for the out-and-back it's ...
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