Outbound Collective logo

Upperville, Virginia

Top Spots in and near Upperville

  • Rapidan, Virginia

    Hike to Historical Rapidan Camp in Shenandoah National Park

    5.0
    4.5 mi / 890 ft gain
    For this hike park at the Milam Gap parking lot located at mile 52.8 on Skyline Drive. Once parked you will cross Skyline Drive to reach the trail.  Hikers will follow the blue blazes along the trail and creek. After you have crossed the creek twice you will come to a larger waterfall. At this po...
    Read more
  • Stanley, Virginia

    Hike to Naked Creek Falls

    3.0
    1 mi / 1000 ft gain
    Please note that there is no trail leading to these falls.  This hike is for advanced hikers.Park your car at Naked Creek Overlook in Shenandoah National Park and walk through the field staying to the left. As you start to enter the woods you will hear the creek running on your left. Make your wa...
    Read more
  • Madison, Virginia

    Hike Bear Church Rock via the Graves Mill Trail

    3.5
    8.5 mi / 2250 ft gain
    Starting at the Graves Mill Parking area, head up the yellow blazed trail that is marked by a big cement marker. The trail will follow closely beside the gorgeous Rapidan River. Hike for half a mile until you come to the intersection of the Staunton River Trail. Turn left (do not cross the river)...
    Read more
  • Madison, Virginia

    Fly Fish on the Rapidan River

    5.0
    5 mi
    Park at the Graves Mill Parking Area. From here you can easily follow the Rapidan River up the mountain. Fishing reports inform that the lowest concentration of brookies are at the lower boundaries of the park so take some time to enjoy the trail and hike up stream. At the lower boundaries you mi...
    Read more
  • Stanley, Virginia

    Hike the Bird Knob Trail

    8.5 mi / 1300 ft gain
    Bird Knob trail and aptly-named Emerald Pond are a not-so-well-kept secret worth sharing. Located just two hours away from Washington DC, this hike has everything: bouldering, views, and the perfect swimming hole.  Even the drive to reach the hike is scenic and enjoyable with mountain views and f...
    Read more
  • Nanjemoy, Maryland

    Paddle through the Ghost Fleet of the Potomac at Mallows Bay

    4.5
    The Ghost Fleet of Mallows Bay, as it's now known, is the result of our great nation's call for 1,000 wartime transport vessels to be built in 18 months. The quick deadline led to hasty construction and, when World War I ended before the contract was fulfilled, hundreds of ships sat unused. Attem...
    Read more
  • Quicksburg, Virginia

    Explore the Shenandoah Caverns

    4.5
    Located west of Washington D.C. off Interstate 81 (exit 269) Shenandoah Caverns is a nice little place tucked away in the Virginia country side. Upon arrival you will be able to park your vehicle for free in the lot right across the street. The building you want to enter is called "The Yellow Bar...
    Read more
  • Orkney Springs, Virginia

    Hike Laurel Run

    6.6 mi / 2100 ft gain
    There are two parking spots for this trail. Park at the lower lot if the gate is closed, if the gate is open, continue up the road for another mile until you reach another closed gate. Park here. If the gate is closed you will need to hike a mile up the road to get to the trail head.From the seco...
    Read more
  • Stanley, Virginia

    Hike to Bear Church Rock via Bootens Gap

    3.5
    9.4 mi / 800 ft gain
    The trail leads along the ridge of Jones Mountain to the gorgeous views at Bear Church Rock, and it's the perfect hike for those seeking solitude - didn't see another soul the entire time on a holiday weekend.From the parking lot, head out left on the AT northbound. In .4 miles you will come to a...
    Read more
  • Elkton, Virginia

    Photograph The Point Overlook

    4.0
    The Point is the best overlook off of Skyline Drive to watch the sun set behind the Blue Ridge Mountains.  The Point Overlook is one of 72 overlooks for people to enjoy the beauty of Shenandoah National Park as they drive along Skyline Drive.  Skyline Drive is the road that winds through the hear...
    Read more
  • Elkton, Virginia

    Bearfence Mountain Loop

    4.8
    1.04 mi / 220 ft gain
    This is one of my favorite hikes in Shenandoah National Park for its views, easy access to the trail, and the option to combine it with a much further hike on the AT. There is also a really fun little rock scramble at the top that scares a lot of people away, but makes for a more secluded summit,...
    Read more
  • Washington, District of Columbia

    Visit Kenilworth Aquatic Gardens

    4.5
    1.5 mi
    The Kenilworth Aquatic Gardens are a unique spot in Washington, D.C. The grounds are full of ponds, boardwalks, and a trail that connects you to the Anacostia River Trail. The main draw of this park are the ponds full of lotus flowers. During the summer months, they grow tall with colors ranging ...
    Read more
  • Berkeley Springs, West Virginia

    Soak at Berkeley Springs State Park

    5.0
    Berkeley Springs State Park is the only government-run spa in the United State and worth a weekend excursion. The hot springs here flow at a constant 74.3 degrees and have long been thought to possess restorative and healing powers for both body and mind.   On one end of the park you'll find the ...
    Read more