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Kennedyville, Maryland

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

Top Hiking Spots in and near Kennedyville

  • Street, Maryland

    Hike the White Trail

    5.0
    3.4 mi / 643 ft gain
    Park in the lot off of  St. Clair Bridge Rd to access the trail.  Be aware that some parts of the trail are rocky and/or steep. This trail is dog friendly and is accessible from October through November. 
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  • Newark, Delaware

    Hike White Clay Creek Preserve Loop Trail

    11.5 mi / 856 ft gain
    This trail runs through a wooded area and is great for all skill levels. It is mostly used for walking, hiking, running, and mountain biking. Though the entire loop itself is quite lengthy, there are connecting trails that you can embark on to add to or shorten your trip. The trails are well main...
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  • Felton, Delaware

    Hike the Pondside Trail, Killens Pond SP

    2.79 mi / 318 ft gain
    Located in the heart of Kent County, Delaware, Killens Pond State Park features a 66 acre millpond, established in the late 1700s. Today, the park is a favorite destination for fishing, camping, hiking, and more. The Pondside Trail follows the circumference of the pond, and meanders through hard...
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  • Harrington, Delaware

    Camp at Killens Pond State Park

    The Killens Pond Campground is tucked in a section of forest overlooking the 66-acre millpond. During your stay, you can explore the woodland trails, grassy fields, disc golf course, game courts, ball fields, picnic areas, water park and the nature center. Be sure to take a kayak out to explore t...
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  • Pylesville, Maryland

    Hike to Kilgore Falls

    3.8
    1.2 mi
    This 1.2 mile roundtrip hike leads to the second tallest waterfall in the state of Maryland. It is a short hike that's great for families and bringing the dog. In the warmer months, you can swim in the pool at the base of the waterfall. People have cliff jumped here, but exercise caution and do s...
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  • Airville, Pennsylvania

    Hike the Mason-Dixon Trail to Peavine Island

    2 mi
    The Mason-Dixon Trail is a 200-mile trail that begins and ends in Pennsylvania, passing through Maryland and Delaware along the way. The trail connects the AT to the Brandywine Trail and spends considerable time adjacent to the wide and wondrous Susquehanna River. One of the Mason-Dixon trail's m...
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  • Wilmington, Delaware

    Hike Brandywine Park Loop

    5.0
    2.2 mi / 65 ft gain
    It’s a great spot for a quick run or hike. If you want to extend your time outdoors after you’ve completed the loop, there are other trails to choose from as well. The park is dog friendly, but all dogs must be leashed.  Many enjoy this park for its scenic river and bridge views. The well-tended...
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  • Wilmington, Delaware

    Hike the Northern Delaware Greenway Trail

    12.35 mi / 1096 ft gain
    If you are going to tour Northern Delaware, look no further than the Northern Delaware Greenway Trail. This ~12 mile route links some of the best sites and attractions in the region including Bellevue State Park, Wilmington State Park, Brandywine Creek State Park, Brandywine Zoo, and Rockford Par...
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  • Cockeysville, Maryland

    Hike the Oregon Ridge Park Trail

    4.0
    4.02 mi / 475 ft gain
    Park in the lot as indicated on the map (see below). This trail is accessible year round, dog-friendly, and is great for families. 
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  • Elkridge, Maryland

    Cascade Falls Loop

    3.0
    2.31 mi / 381 ft gain
    This hike is a great place to escape the city feel of Baltimore and disappear into the wilderness. Enter through the Avalon Area entrance. There is a cash fee to enter the park. Once you pass the front gate continue past the initial picnic area. Continue through the park to the Orange Grove Area...
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  • New Castle County, Delaware

    Hike the Indian Springs Trail

    5.0
    1.8 mi
    The Indian Springs trailhead is located to the right of the Brandywine Creek State Park Nature Center. The address for your GPS is 41 Adams Dam Road, Wilmington, DE, 19807.The trail starts out following along a crafted stone wall built in the 1800's and leads you through the 190 year-old tulip po...
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  • Wilmington, Delaware

    Hike the Hidden Pond Trail

    4.0
    2.15 mi / 282 ft gain
    Brandywine Creek State Park, a 933-acre park located in Northern Delaware, offers 14 miles of hiking trails, expanses of open fields, and the beautiful Brandywine Creek. The Hidden Pond trail is an excellent hike through the hardwood forests and down to the banks of the creek.  The trail begins ...
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  • Elkridge, Maryland

    Hike the Cascade Falls and Rootball Loop Trail

    4.7
    2.4 mi / 285 ft gain
    Park on the shoulder of Landing Drive (see map) to access the trailhead. This trail is open April-September. Dogs allowed on leash. 
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  • Parkton, Maryland

    Hike the Gunpowder Falls North and South Loop Trail

    5.0
    13.3 mi / 1180 ft gain
    Park in the lot on Bunker Hill Road and then continue a short ways to the trailhead (see map). There are no bridges for crossing the water so be prepared to pick your way across. 
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  • Wilmington, Delaware

    Rocky Run Loop Trail at Brandywine Creek State Park

    3.2 mi / 272 ft gain
    The Rocky Run Trail is a 3.2-mile loop through Brandywine Creek State Park in Wilmington, Delaware. The trail has some nice views of the Brandywine River and the surrounding forest. There are some rocky areas of mild elevation, so be prepared.  The trail is not well marked, and there are many of...
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  • Wilmington, Delaware

    Creekside and Brandywine Valley Trail Loop

    4.5
    5.5 mi / 20 ft gain
    This loops starts out from the Rockland Road Trail head.  There is a pay station here that is self-regulated.  Creekside Trail starts here and runs the entire length of Brandywine Creek State Park along the Brandywine River. The trail is an easy 2.6 miles long and continues into First State Natio...
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