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Oakland, Maryland

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

Top Hiking Spots in and near Oakland

  • Oakland, Maryland

    Hike the Herrington Manor/Swallow Falls Trail

    5.0
    11 mi / 25 ft gain
    I began my adventure at the trailhead in Herrington Manor State Park. The parking lot was empty and the trail was very easy to access. From start to finish this trail varies in the width of its path. For the first mile I had a lot of foot room, but as I went deeper into the forest, the trail turn...
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  • Oakland, Maryland

    Hike the Swallow Falls Loop

    4.7
    1.1 mi / 125 ft gain
    This park has plenty to do—forest hiking, swimming at Herrington Manor, and camping—but the main attraction, unsurprisingly, is Swallow Falls. The Swallow Falls Canyon Trail (1.1 miles) follows Muddy Creek and features a number of other falls, including Muddy Creek Falls (53 ft).
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  • 25164 George Washington Highway, West Virginia

    Hike the Cathedral Trail in Cathedral SP

    5.0
    1.1 mi / 0 ft gain
    Cathedral Trail is a part of Cathedral State Park located east of Aurora, WV. Cathedral State Park was originally the site of Brookside Resort which attracted visitors from Washington D.C. and Baltimore, MD due to it’s cool clean air and natural beauty. The land was purchased in 1922 by Mr. Brans...
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  • Swanton, Maryland

    Hike the Big Savage Mountain Trail (Southern Terminus to High Rock)

    11 mi / 1500 ft gain
    This is not a casual hike; it is one which should be taken taken seriously. However, it will be an enjoyable experience for anyone with the resolve to face the early 1,500 ft. climb in elevation, as well the ascent of a slightly dodgy (but still structurally sound) mid-20th century fire tower.   ...
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  • Davis, West Virginia

    Camp at Blackwater Falls State Park

    5.0
    Blackwater Falls State Park is one of 36 state parks in West Virginia and is located just north of the Canaan Valley less than two miles from Davis, WV.  Blackwater Falls State Park has over 2,000 acres, making it a great place to camp while you explore the beautiful area.  The campground has 65 ...
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  • Davis, West Virginia

    Explore Elakala Falls

    3.0
    0.4 mi / 130 ft gain
    Starting at the Blackwater Falls Lodge, head to the left side of the parking lot, where a trailhead becomes visible. Follow the clearly marked trail down until you reach a bridge which goes over the top of the falls. After the bridge, look for paths to allow you to get to the river level and the ...
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  • Thomas, West Virginia

    Hike to Lindy Point in Blackwater Falls State Park

    4.8
    0.83 mi / 59 ft gain
    If you go to Blackwater Falls State Park for the falls, stay for the overlooks.  This one, the most popular in the park, overlooks Blackwater Canyon from 3,000 feet above.  Although the parking area at the trailhead is small with room for only 4-5 cars, you can also park along the road or at the ...
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  • Maysville, West Virginia

    Lions Head Loop

    5.0
    20.35 mi / 2195 ft gain
    What used to be an artillery testing site during WWII, Dolly Sods is a great place for backpackers of almost any expertise. Water is easily found throughout the wilderness area and while 21 miles might feel like a lot, it is very manageable over the course of 3 days.  Attached (at the bottom) is...
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  • Maysville, West Virginia

    Dolly Sods North Loop via Bear Rocks

    5.0
    11.69 mi / 1171 ft gain
    Arguably one of the most beautiful hiking areas on the United States' east coast, the Dolly Sods Wilderness inarguably has the most unique trailhead warning sign: Watch out for unexploded ordinance in the area. (The U.S. Army used the area for artillery and mortar training during WWII.) Don't fre...
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  • Davis, West Virginia

    Bear Rocks and Beaver Dam Loop

    6.36 mi / 699 ft gain
    Starting on Bear Rocks Trail, hike down to the Red Creek. Sometimes water levels can be high, but most of the time you can cross the creek without getting any deeper than your knees. Link up with the Raven Ridge Trail and head south. Enjoy the views through this section, as it's a great place to ...
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  • Davis, West Virginia

    Bear Rocks Loop

    4.7
    10.54 mi / 1293 ft gain
    This particular hike is great as there are multiple camping sites, both established and backcountry, and views for miles around almost every bend. Still not convinced? This high-altitude plateau has characteristics typically found in Canadian landscapes. so you can travel north without leaving y...
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  • Davis, West Virginia

    Snowshoe or Cross-Country Ski Dolly Sods

    8 mi / 1400 ft gain
    From January to April, the forest roads that provide vehicle access to the Dolly Sods Wilderness in West Virginia are closed. If you're up for a cold weather adventure, park your car (in accordance with the signage and without blocking the road) and hike up the Forest Road 75 near Davis, WV, to B...
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  • Parsons, West Virginia

    Hike Table Rock

    4.7
    1.2 mi / 200 ft gain
    This hidden gem is located near Lindy Point and Blackwater Falls State Park.  Unlike Lindy Point, which is very popular, hikers are usually able to enjoy the views from Table Rock all by themselves.  The Table Rock trail head is located off of Canaan Loop Rd.  I highly recommend driving to the tr...
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  • Masontown, West Virginia

    Hike to Raven’s Rock Overlook

    4.8
    1.5 mi / 587 ft gain
    The Raven’s Rock Trail leading to the Raven’s Rock Overlook is easily the second most photographed area of the Coopers Rock State Forest! There are two ways to access the trail which doubles as an access road. The first trail access can be found along the WV County Road 73/16 also known as Cooper...
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  • Morgantown, West Virginia

    Hike to the Henry Clay Furnace

    3.0
    1.8 mi / 70 ft gain
    Across the road from the McCollum camping area entrance of Coopers Rock sits the entry point of the Clay Run Trail. With a hiking distance of 1.8 miles (1 hour and 10 minute walking time), this adventure will lead you to a jaw-dropping landmark, the Henry Clay Furnace.Built between 1834 and 1836,...
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  • Davis, West Virginia

    Camp at Red Creek Campground

    5.0
    Beginning your hikes from the Red Creek Campground gives you plenty of good options. For day hikers there is parking at the signed trailheads and for those who want to call the Campground home for a few days the campsites are nice and spaced out so you don't feel like you're sharing your tent spa...
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