Dog Friendly Activities in Middleburg, VA

There are 3 dog friendly activities in Middleburg, and 69 more nearby. 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 Middleburg.

Pet Friendly Mt. Defiance Cider Barn
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
Pet Friendly Chrysalis Vineyards
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
Greenhill Winery & Vineyards Greenhill Winery & Vineyards is a dog-friendly, boutique winery in Middleburg, VA, delivering quality wine, with friendly and professional staff in a breathtaking vineyard setting. Leashed dogs are welcome on their outdoor patio. In addition to enjoying their local Virginia wines, they also offer Charolais beef and honey from their apiaries. See Details
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
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
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
Old Bust Head Brewing Company Old Bust Head Brewing Company is an independent, solar-powered microbrewery in Warrenton, VA brewing traditional ales and lagers. Dogs are welcome to join you at outdoor tables on the covered patio between the taproom and production area. Rotating food trucks are often available. See Details
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
Cub Run Stream Valley Park Cub Run Stream Valley Park is an 800-acre wooded flood plain offering pet-friendly trails that are mostly paved. Located in Centreville, VA, leashed dogs can enjoy approximately five miles of trails with you and take a dip in the creek that runs through this quiet, peaceful park. See Details
Merrifield Garden Center Dog Park The Merrifield Garden Center Dog Park welcomes Fido to enjoy some off leash exercise before browsing the aisles at this pet-friendly garden center in Gainesville, VA. Located outside in the parking lot, this small dog park features a mulch terrain, bushes and picnic tables. Waste bags, tennis balls and water bowls are also available. Leashed dogs are welcome to shop inside the store as well. See Details
Manassas National Battlefield Park Dog-friendly Manassas National Battlefield Park, located north of Manassas, VA preserves the site of two major American Civil War battles. The peaceful Virginia countryside bore witness to clashes between the armies of the North (Union) and the South (Confederacy), and it was there that Confederate General Thomas J. Jackson acquired his nickname "Stonewall." Today, the National Battlefield Park provides the opportunity for visitors to explore the historic terrain where men fought and died more than a century ago. Bring Fido for a stroll on the historic grounds, which features historical structures, markers and statues. See Details
Warrenton Branch Greenway The Warrenton Branch Greenway 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 Warrenton! The map below shows a parking area with convenient access to the Warrenton Branch Greenway. 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
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
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 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 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 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
Vint Hill Dog Park Vint Hill Dog Park is a fully-fenced park with plenty of room for dogs of all sizes to run and play in Warrenton, VA. This 1.25-acre park features benches, shade trees, a shelter, activity equipment, a water station and parking. Clean-up bags are often in stock at the waste stations in the park. See Details
Manassas Park Dog Park Located behind the Manassas Park Community Center, the Manassas Park Dog Park currently has two areas for dogs to play in off-leash. There is a spigot for drinking and filling pools. To enter the parking lot, come in from either Courtney Street or Tremont Street. Events occur throughout the year, highlighted by BREW's Beaglefest twice a year. See Details
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
Middleburg, VA, US