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Williamsport, Maryland

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

Top Hiking Spots in and near Williamsport

  • Sharpsburg, Maryland

    Antietam National Battlefield Trail

    3 mi / 358 ft gain
    Antietam National Battlefield Trail is a loop trail that takes you by a river located near Sharpsburg, Maryland.
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  • Myersville, Maryland

    Hike to Annapolis Rock and Black Rock Cliff

    4.4
    8 mi / 840 ft gain
    Hike along the Appalachian Trail as it passes through South Mountain State Park, taking you to a number of very scenic lookout spots.From the parking area, take the connector trail a short distance until you see blue blazes on the left – these will lead you to the Appalachian Trail (white blazes)...
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  • 7, Smithsburg, Maryland

    Hike to Devil's Racecourse on the Appalachian Trail

    4.5
    3 mi / 1500 ft gain
    Start your hike where the AT crosses Raven Rock Road (Maryland Route 491). This crossing is well-marked from both sides by large, yellow signs and blazed stakes. You will need to park on the side of the road, but the shoulder is wide and can accommodate a crowd.  The first half mile or so of this...
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  • Sabillasville, Maryland

    Hike to High Rock on the Appalachian Trail

    4.0
    6 mi / 2000 ft gain
    Start your hike where the AT crosses Raven Rock Road (Maryland Route 491). This crossing is well-marked from both sides by large, yellow signs and blazed stakes. You will need to park on the side of the road, but the shoulder is wide and can accommodate a crowd.  The first half mile or so of this...
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  • Sabillasville, Maryland

    Camp at the Adirondack Shelters in Catoctin Mountain Park

    5.0
    4 mi / 1200 ft gain
    For outdoor enthusiasts, Maryland is an ideal place to live. Between the mountains and the Bay--and the rivers, bike paths, and trails along the way--we couldn't ask for much more. But if we were feeling greedy, we would probably ask for additional backpacking options, right? Of course, there are...
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  • 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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  • Knoxville, Maryland

    Hike to Maryland Heights

    4.8
    2.8 mi / 900 ft gain
    Maryland Heights is at the convergence of Maryland, West Virginia and Virginia, as well as the Potomac and Shenandoah Rivers. The Appalachian Trail and C&O Canal Towpath are also easily accessible from the trailhead parking lot. The parking lot holds about 16 cars and is between Locks 33 and ...
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  • Knoxville, Maryland

    Hike Maryland Heights Trail Loop

    5.3 mi / 1600 ft gain
    Learn Civil War history as you hike through forts and read signs about the war.  Enjoy beautiful lookouts, including one with a great view of Harpers Ferry.  The 5.3 mile hike is relatively easy and offers an interesting opportunity to learn history in one of the most important historical areas i...
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  • Thurmont, Maryland

    Hike the Old Misery Trail to Cat Rock

    3.0
    4.5 mi / 500 ft gain
    The best place to park is on Catoctin Hollow Road in the parking lot that's on the same side of the road as the lake. It's not a huge lot but we were here mid-summer around 10am and found a spot easily. The trail head is on the other side of the street from this parking lot; there is a sign letti...
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  • Thurmont, Maryland

    Hike the Catoctin Mountain Extended Loop Trail

    4.5
    8.6 mi / 1696 ft gain
    This 8.6 mile loop trail in Catoctin Mountain Park is good for both hikers and trail runners. This loop is the larger loop in the park, comprised of Cunningham Falls, Hog Rock, Blue Ridge Summit, Thurmont Vista, Wolf Rock, and Chimney Rock. The trail gets a moderate rating because it's mostly roc...
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  • Thurmont, Maryland

    Hike Catoctin Mountain

    4.5
    8.4 mi / 1370 ft gain
    Park at Catoctin Mountain Visitor Center. The hike starts at the end of the gravel parking lot across from the visitor center. This is definitely a popular hiking location, so come early on the weekends to guarantee a parking spot and to avoid the crowds. To start, take the right trail towards th...
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  • Thurmont, Maryland

    Hike Chimney Rock at Catoctin Mountain Park

    4.2
    5 mi / 600 ft gain
    Chimney Rock is the quintessential breathtaking view that makes a hike worthwhile. By parking at the most northeast parking lot on the trail map you are able to include the sweeping views of Thurmont Vista, and Wolf Rock on your way to Chimney Rock. Highly recommend visiting in the fall, and on w...
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  • Knoxville, Maryland

    Hike the AT to Weverton Cliffs

    4.9
    3 mi / 1500 ft gain
    The trailhead is located right off Weverton Cliff's Road in Knoxville, Maryland. Park at a Park and Ride on the right side of the road, then walk right out of the parking lot down Weverton Cliff's Road until you see the white blazes of the Appalachian Trail. Follow that trail for 1.5 miles along ...
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  • Harpers Ferry, West Virginia

    Hike Weverton Cliffs Overlook from Harpers Ferry

    5.0
    8.2 mi / 925 ft gain
    Parking and trail head: Park at the Harpers Ferry Visitors Center for $10 (171 Shoreline Dr, Bolivar, WV 25425) and take the shuttle a mile and a half to lower town (free).  Walk straight from the shuttle to the large bridge. Cross the bridge to hop on the C&O canal trail. This is the point w...
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  • Harpers Ferry, West Virginia

    Hike Maryland Heights via Harpers Ferry

    4.5
    4.2 mi / 800 ft gain
    Parking and trail head: Park at the Harpers Ferry Visitors Center for $10 (171 Shoreline Dr, Bolivar, WV 25425) and take the shuttle a mile and a half to lower town (free).  Walk straight from the shuttle to the large bridge. Cross the bridge and take a left on the C&O Canal trail. You will s...
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  • Purcellville, Virginia

    Explore Potomac Wayside Park

    4.0
    0.25 mi / 75 ft gain
    This is a small park along route 340 in Purcellville, Virginia near Harper's Ferry. After you have parked, look for the park sign which will be a few feet behind you. There is a trail that will take you down to the bottom of the waterfall and eventually to the Potomac River. There is also a trail...
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