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    Dog Friendly Activities in Round Hill, VA

    There are 67 dog friendly activities within 20 miles of Round Hill. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Round Hill.

    Pet Friendly Three Fox Vineyards

    Three Fox Vineyards

    Delaplane, VA
    Three Fox Vineyards Three Fox Vineyards is a dog-friendly winery in Delaplane, VA. Fido is welcome inside their tasting room, except for the upstairs lounge, and water and dog treats are available. Here you will find fantastic and affordable tours, tastings and pairings. Their four season deck provides the north and west views of the property overlooking Crooked Run Creek and the rolling hills. See Details
    Pet Friendly Barrel Oak Winery & Brewery

    Barrel Oak Winery & Brewery

    Delaplane, VA
    Barrel Oak Winery & Brewery Barrel Oak Winery & Brewery is a beautiful family-owned winery in Delaplane, VA, that welcomes dogs with open arms. They say that Barrel Oaks Winery stands for "BOW" (as in bow wow), and they even have wines named after their dogs! It is a great place to tour the countryside with your dog, or sit on their pet-friendly patio and enjoy wine and cheese while making new friends. See Details

    Gathland State Park

    Jefferson, MD
    Gathland State Park As you hike the Appalachian Trail, take a break to explore dog-friendly Gathland State Park at the Crampton's Gap Trailhead in Jefferson, MD. Leashed dogs are welcome throughout the historic park, so you and Fido can explore the War Correspondent's Arch, the South Mountain Battlefield, and a picnic at the pavilion. See Details

    Shepherdstown Mystery Walks

    Shepherdstown, WV
    Shepherdstown Mystery Walks Shepherdstown Mystery Walks offers pet-friendly tours of Shepherdstown, WV. The outings are open year-round, giving visitors a chance to hear all about the spooky history of this quaint town in the chilly winter and hot summer. Bring Fido along to hear stories of residents who may have left this world but not the homes they lived in. The guides take you along the streets by spooky candlelight. Fido beware; you're in for a scare! See Details

    8 Chains North Winery

    Waterford, VA
    8 Chains North Winery 8 Chains North is a dog-friendly boutique farm winery showcasing handcrafted, Old-World-style wines in Waterford, VA. Their philosophy: Great wines are made in the vineyard. The warm and inviting tasting room has stunning vineyard views. Dogs are welcome inside and outside at the winery, and there's even a fenced off-leash area for your dog to run and frolic with other friendly canines! Open year-round, the winery offers an extensive patio during the season, and a roaring fireplace in the cold-weather months. Their friendly and knowledgeable staff looks forward to making your visit a truly memorable one. See Details

    Aspen Dale Winery at the Barn

    Delaplane, VA
    Aspen Dale Winery at the Barn Aspen Dale Winery at the Barn is a dog-friendly winery in Delaplane, VA. They produce award-winning wines on a working farm, complete with horses, goats, and chickens, and surrounded by fields, wetlands, and fish ponds. Leashed dogs are welcome on the property. Call ahead for seasonal hours. See Details

    Mt. Defiance Cider Barn

    Middleburg, VA
    Mt. Defiance Cider Barn Located on a hilltop on the edge of town, Mt. Defiance Cider Barn is the great place to spend an afternoon with Fido. Settle into a rocking chair by the fireplace on cold winter days, or sit out on the porch and enjoy the warm breezes. Well-behaved dogs are welcome in the tasting room. Snacks are available (cheese, crackers, and nuts) and on warm weather weekends food trucks are often available. The Cider Barn is closed on Mondays. See Details

    Raven Rocks Trail

    Bluemont, VA
    Raven Rocks Trail Leashed dogs are welcome on the pet-friendly Raven Rocks Trail in Bluemont, VA. This challenging 5.7-mile out-and-back hike features an elevation gain of 1,535 feet with some steep climbs, but the magnificent view at the top makes it all worthwhile. The trail is accessible from April until October. See Details

    Chrysalis Vineyards

    Middleburg, VA
    Chrysalis Vineyards Pet-friendly Chrysalis Vineyards welcomes leashed dogs to explore the grounds with you and enjoy a seat on their outdoor patio in Middleburg, VA. Take in the scenic views while sipping on a glass of wine. You can also enjoy a light bite of hummus and crackers, paninis, or pizza from Little River Bakehouse on site. Please leash and clean up after your pets during your visit. See Details

    State Arboretum of Virginia

    Boyce, VA
    State Arboretum of Virginia Leashed dogs are welcome at the State Arboretum of Virginia in Boyce. There are several pet-friendly trails, two small lakes, beautiful meadows, a picnic area, and open areas to explore. The attraction is just off Route 50, West of Washington, past Middleburg. See Details

    Breaux Vineyards

    Purcellville, VA
    Breaux Vineyards Breaux Vineyards is a 404-acre winery and estate with stunning mountain views in Purcellville, VA. This pet-friendly vineyard offers wines harvested from 17 varieties of grapes. Leashed dogs are welcome in the spacious outdoor seating areas overlooking the vineyards, and at Dog Days at Breaux — an annual celebration featuring live music, food and dog vendors. See Details

    Sky Meadows State Park

    Delaplane, VA
    Sky Meadows State Park Sky Meadows State Park is a pet-friendly recreation area in Delaplane, VA. The 1,862-acre park features 10.5 miles of bridle trails, 22 miles of hiking trails, 9 miles of bike trails, and access to the Appalachian Trai. Bring Fido and the family along for an afternoon of hiking or picnicking outdoors while taking in the beautiful views. See Details

    Stone Tower Winery

    Leesburg, VA
    Stone Tower Winery Perched atop scenic Hogback Mountain, Stone Tower Winery consists of 306 acres of rolling vineyards in Leesburg, VA. The dog-friendly Harvest Barn tasting room offers visitors plenty of space both inside and outside to sample chardonnay, pinot noir, and sauvignon blanc, among others. All group tastings and tours must be scheduled. Call for details and hours. See Details

    Rock Hill District Dog Park

    Chantilly, VA
    Rock Hill District Dog Park Rock Hill District Dog Park is a popular off-leash dog park in Chantilly, VA. It's fully fenced with a separate small dog area. Be sure to bring water for your pet. See Details

    Ghost Tours of Harpers Ferry

    Harpers Ferry, WV
    Ghost Tours of Harpers Ferry Well-behaved, leashed pets can join their humans on the Ghost Tours of Harpers Ferry. These 90-minute pet-friendly walking tours take visitors through the historic Lower Town neighborhoods of Harpers Ferry, WV. Participants are guided to sites and buildings where ghostly phenomenons have been reported while explaining, through legends and historical events, why ghosts may choose to haunt a particular location. See Details

    Washington and Old Dominion Railroad Regional Park (W&OD)

    Purcellville, VA
    Washington and Old Dominion Railroad Regional Park (W&OD) The Washington and Old Dominion Railroad Regional Park (W&OD) is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Purcellville! The map below shows a parking area with convenient access to the Washington and Old Dominion Railroad Regional Park (W&OD). Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com. See Details

    Creek's Edge Winery

    Lovettsville, VA
    Creek's Edge Winery Creek’s Edge Winery located in historic Taylorstown, Virginia sits along the lovely Catoctin Creek in Northern Virginia’s Loudoun County. Sample an array of award-winning wines. Try traditional and seasonal food menu items, including charcuterie, salads, and sandwiches. Leashed dogs are permitted in outdoor areas. See Details

    Ocelot Brewing Company

    Dulles, VA
    Ocelot Brewing Company Ocelot Brewing Company is a pet-friendly spot in Dulles, VA, that allows Fido to join you inside and out! The space includes an industrial taproom with pinball machines and a patio with picnic tables. Enjoy a variety of house-brewed beers including styles like lagers, farmhouse ales, pale ales, IPAs, bocks, and more. Check their social media for a food truck schedule. See Details

    Valley View Farm

    Delaplane, VA
    Valley View Farm Valley View Farm is a dog-friendly place in Delaplane, VA. Your leashed pup can join you at this fruit farm which offers craft beverages, a pick-your-own orchard, and a farm market, among other activities. Hours may vary depending on the season. See Details

    Paws-N–Pours Wine Tour

    Charles Town, WV
    Paws-N–Pours Wine Tour Fido is welcome to join you on the Paws-N–Pours Wine Tour at Elite Excursions WV, a tour company based in Charles Town, WV. Enjoy adventuring with your furry friend to pet-friendly wineries, breweries and distilleries on a guided and chauffeured tour. Be sure to call or book your tour online in advance. They service many locations in West Virginia, Virginia and Washington, D.C. See Details
    Round Hill, VA, US