Derwood, Maryland

Top Spots in and near Derwood

  • Cockeysville, Maryland

    Hike the Oregon Ridge Park Trail

    4.5
    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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  • Bluemont, Virginia

    Bears Den Overlook

    4.3
    1.31 mi / 164 ft gain
    Bears Den is a collection of rocks and boulders that overlooks the Shenandoah Valley in northern Virginia, just off the Appalachian Trail. You have two options to access this overlook: park at the bottom of the mountain and hike up to the overlook via the trail, or drive to the top and access the...
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  • Bluemont, Virginia

    Hike to Hollow Brook Falls

    4.3
    2 mi / 300 ft gain
    This hike will start on the Appalachian Trail and will take you to a beautiful set of falls.  When you arrive at the location you will see numerous spots along the side of the road to park. You'll need to look for the white blaze for the Appalachian Trail (it will head up from the parking area). ...
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  • Annapolis, Maryland

    Kayak into downtown Annapolis via Spa Creek

    There is no better way to travel into Annapolis then by under your own power on water.  Put in your kayak, canoe, or stand up paddle board at the Truxton Park Boat Launch (run by the City Parks Department) and paddle into downtown Annapolis on Spa Creek.  Pass other boaters, beautiful waterfront ...
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  • Bluemont, Virginia

    Hike to Raven Rock

    4.3
    5 mi / 1000 ft gain
    Starting at a small parking lot right off of Route 7 (wuick right onto Pine Grove Road) this hike takes you North on the Appalachian Trail in a very hilly/rocky part of the trail. Expect to gain and lose 300 feet+ multiple times! It's about 2.5 miles each way so budget at least a few hours to go ...
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  • Myersville, Maryland

    Annapolis Rock and Black Rock Cliff via Appalachian Trail

    4.4
    7.15 mi / 1172.35 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 blaze...
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  • Cool Spring Path South Parking, Virginia

    Hike Cool Spring Path

    4.0
    2 mi / 70 ft gain
    The Cool Spring Path South is an old golf course that has been and still is in the process of being returned to its natural state by Shenandoah University. The paved paths from the golf course make this an easy hike for anyone. For those who may be in a wheelchair, this loop should be fully acces...
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  • Sharpsburg, Maryland

    Antietam National Battlefield Trail

    4.5
    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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  • Thurmont, Maryland

    Cat Rock via Old Misery Trail

    3.0
    2.89 mi / 797 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 10 am and found a spot easily. The trailhead is on the other side of the street from this parking lot; there is a sign letti...
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  • Graceham, Maryland

    Cunningham Falls via Lower Trail

    4.3
    1.04 mi / 156.17 ft gain
    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 Cree...
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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

    4.4
    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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  • 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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  • Edgemere, Maryland

    Hike the Black Marsh Trail at North Point State Park

    2.5 mi
    First, a few disclaimers: The parking lot may be "at capacity" if you choose to visit the park in the summer. Do not despair; there is an auxiliary lot of sorts just near the gate.The park may be "full" but chances are you'll have the trails to yourself. Most people are here to hang in the design...
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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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  • Annapolis, Maryland

    Photograph the Frozen Bay at Sandy Point

    The winter is the perfect time to explore this park as it does not draw in many visitors like it does in the summer months. You can walk along the sandy shores to photograph both the Chesapeake Bay Bridge as well as the bay itself. This is a very easy walk and could take you under 10 minutes and ...
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