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Jessup, Maryland

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

Top Chillin Spots in and near Jessup

  • Smithsburg, Maryland

    Hike to Cunningham Falls

    4.2
    2.8 mi
    This 78-foot waterfall, among the largest in the state, is easily accessible by two short trails. Lower Trail (0.5 miles) leads directly to the falls, whereas Cliff Trail (0.75 miles) has slightly more difficult terrain and takes you to a viewing platform. To lengthen the adventure, Hunting Creek...
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