Dog Friendly Activities in Winchester, VA

There are 4 dog friendly activities in Winchester, and 14 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 Winchester.

Pet Friendly West Oaks Farm Market
West Oaks Farm Market West Oaks Farm Market is a dog-friendly year-round market in Winchester, VA. Leashed dogs are welcome to accompany you in the retail store. The market sells fresh produce, meats, baked and canned goods, deli products, gifts, beer, wine, and more. See Details
Pet Friendly Winchester Dog Park at Jim Barnett Park
Winchester Dog Park at Jim Barnett Park Your pet will go wild for the chance to play off-leash at this fenced Winchester dog park. Membership is required. Visitor passes are available. Visit the website for information on registration. See Details
Dancing Dog Natural Market Our passion is providing natural solutions for your four-legged family members. We have chosen only the finest human-grade pet food, treats, vitamins and supplements and essential oils for your furry family members to live a long healthy life. The essential oils and some of the treats can be enjoyed by the whole family. We look forward to your visit!

We carry Primal, Orijen, Weruva, Stella & Chewy, Sammy Snacks, Merrick, Verus, and more!
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Murphy Beverage Company Murphy Beverage Company on the Winchester wallking mall welcomes dogs inside the building. Just pop your head in first to make sure it is okay with them to bring your pup in. See Details
Three Fox Vineyards Three Fox Vineyards is a dog-friendly winery in Delaplane, VA. Fido is welcome to their tasting room and vineyard, and will even be offered water and treats. 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
Shenandoah National Park Skyline Drive Bring Fido on this dog-friendly, scenic byway that stretches 105 miles from its northern entrance at Front Royal to its southern entrance near Waynesboro. Skyline Drive is the scenic roadway that takes you through the park. There are four entrances into Shenandoah National Park and numerous gateway communities that offer services, including dining and lodging. The legendary Shenandoah Valley lies between the Blue Ridge Mountains to the east, the Allegheny Mountains to the west, the Potomac River to the north, and the Roanoke Valley to the south. It encompasses vibrant small cities, rural hamlets, mountains, rivers, national forests and state parks as well as the national park. See Details
Barrel Oak Winery & Farm Taphouse Barrel Oak Winery & Farm Taphouse 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 wines and cheeses while making new friends. 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
Warren County Dog Park Open to any dogs who are licensed and up to date on shots. Owners should review park rules before going. See Details
Front Royal Outdoors Front Royal Outdoors is pet-friendly. You and your pooch can rent a canoe together and enjoy a smooth river ride together. Offering canoe, kayak, fishing kayaks, rafts, stand-up paddle boards, and tube trips on the South Fork of the legendary Shenandoah River. With a variety of different river excursions to choose from, there's plenty to keep you and your pooch busy on the beach. Front Royal Outdoors is open Monday through Friday from 9am to 6pm and Saturday to Sunday from 7am to 7pm. See Details
Family Drive-In Theatre Pet Friendly drive-in movie theatre. 2 screens, shows first run movies and double/triple features. Dogs get biscuits or treats at the theatre ticketbooth when they come with their families to attend a movie. Theatre holds pet events when movies are dog/cat oriented. (For example a Bark For Life fund raiser for the American Cancer Society was held during the movie: Cats and Dogs 2, rencently). Each Halloween the theatre encourages pets to come in costume for prizes. See Details
State Arboretum of Virginia Leashed dogs are welcome at the State Arboretum of Virginia. There are several trails, two small lakes, beautiful meadows, a picnic area, and lots of open areas to explore. Located just off route 50 going West from Washington, past Middleburg. See Details
The Appalachian Trail The Appalachian National Scenic Trail, also known as the AT, is the most famous hiking trail in the United States and sections of it are pet-friendly. Although the address we've listed is in Virginia, you can gain access to the trail from numerous spots along the way. The trail leads from Springer Mountain in Georgia all the way up to Mount Katahdin in Maine, totaling 2,181 miles in length. Unfortunately, dogs are not permitted along the following sections of the AT: Great Smoky Mountains National Park, Tennessee and North Carolina, Bear Mountain State Park, and Baxter State Park. If you don't fancy an extended hike, then you can jump on a section of the trail for a day hike. For those planning on staying for a while, it's important to plan your trip appropriately and pack provisions for you and your pooch. See Details
Farnham Fantasy Farm The Farnham Fantasy Farm has a collection of towering fiberglass statues that fill their yard. Including Big John, Uniroyal Gal, Crowned Muffler Man, Bunyan, Swimming Dude, Santa, and Burger Chef. See Details
Rockland Park Rockland Park is pet-friendly. Formerly known as the Fishnet Property, this 219-acre park includes walking trails, a large playground structure, an 18-hole disc golf course, two large picnic shelters, outdoor fitness equipment, and parking areas. Leashed dogs are welcome on the trails, as long as they are cleaned up after. The park is open every day of the week from 7am to 8pm. See Details
Naked Mountain Winery & Vineyards Naked Mountain Winery & Vineyards is pet-friendly. Leashed dogs are welcome to join their owners at this vineyard. Established in 1976, they are known for their Barrel Fermented Chardonnay and Bordeaux style blend, Raptor Red. They are open Monday through Sunday from 11am to 5pm. See Details
Love's Travel Stop Love's Travel Stop in Toms Brook, VA, is a dog-friendly gas station and rest area. Across America, you'll find Love's Travel Stops that offer facilities for traveling canines. This location has a fully-fenced dog park with a convenient waste station. See Details
Moose Apple Christmas Tree Farm Please note that dogs will not be permitted on the farm in 2021. Check their website for more information on welcoming dogs back in 2022.
Moose Apple Christmas Tree Farm is a pet-friendly farm in Berryville, VA, open from October through December. Check their website for this season's hours of operation. Leashed dogs are welcome to join their owners at this farm to help choose the tree for your home this Christmas. Whether you're looking for a huge tree or a smaller pine, you'll find something that fits at this well-stocked Christmas tree farm. Don't forget to bring your own bags to clean up any mess left behind.
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