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    Dog Friendly Activities in Chester Gap, VA

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    There are 45 dog friendly activities within 40 kilometres of Chester Gap. 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 Chester Gap.

    Pet Friendly The Appalachian Trail

    The Appalachian Trail

    Markham, VA
    The Appalachian Trail The Appalachian Trail is a pet-friendly hike in Markham, VA. Although the address we've listed is in Virginia, you can access the trail from numerous spots along the way. The path leads from Springer Mountain in Georgia to Mount Katahdin in Maine, totaling 2,181 miles. Dogs are prohibited from the following sections of the AT: The Great Smoky Mountains National Park, Bear Mountain State Park Trailside Museum, and Zoo and Baxter State Park. See Details
    Pet Friendly Mary’s Rock from Meadow Spring

    Mary’s Rock from Meadow Spring

    Sperryville, VA
    Mary’s Rock from Meadow Spring Mary’s Rock from Meadow Spring is pet-friendly. Experienced two- and four-legged hikers can tackle this 2.8-mile trail leading up to the summit of Mary's Rock and a beautiful view of Virginia’s section of Appalachia. Leashed dogs are welcome, as long as they are cleaned up after. See Details

    Downriver Canoe Company

    Bentonville, VA
    Downriver Canoe Company Downriver Canoe Company is a pet-friendly attraction in Bentonville, VA. Well-behaved pups are welcome to join you for a paddle camping trip or a one-day getaway for a great way to tour the Shenandoah Valley. They have been in business since 1974 and are about an hour away from Washington, DC. See Details

    West Oaks Farm Market

    Winchester, VA
    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

    Dusty's Country Store

    Front Royal, VA
    Dusty's Country Store Leashed, well-behaved dogs are welcome to accompany you inside Dusty's Country Store, a pet-friendly shop in Front Royal, VA. Dusty's sells gourmet foods and specializes in Virginia-made products such as Gun Monkey Coffee in Fairfax. Other unique products include Jim's Jarhead Jerky, The General Hot Sauce, and olive-based items from Crew Family Orchards. See Details

    Skyline Caverns

    Front Royal, VA
    Skyline Caverns Visit the pet-friendly Skyline Caverns in Front Royal, VA. Small pups that can be carried are welcome to join you for a tour through this natural wonder, where you'll learn the geological history of the anthodite formations. There's also a nature trail on site that you and your leashed furry friend can explore. Please note pups are only allowed in the caverns if they are able to be carried for the entire tour. See Details

    Saga Meadery & Winery

    Front Royal, VA
    Saga Meadery & Winery Saga Meadery & Winery is a dog-friendly bar in Front Royal, VA where Fido is welcome to join you for a drink at an outside table. You can enjoy a glass of mead or try a flight of house brews, local Virginia wines, hard ciders or mead slushies. Stop by after a hike along the Shenandoah River and ask how you can join the Mead Club! See Details

    Shenandoah River Outfitters

    Luray, VA
    Shenandoah River Outfitters Shenandoah River Outfitters is a pet-friendly attraction in Luray, VA. Fido is welcome to tag along for a day out on the river. They offer kayaks, canoes and tubes to explore the Shenandoah area. Please call ahead to let them know your furry friend will be joining. See Details

    The Schoolhouse Nine

    Sperryville, VA
    The Schoolhouse Nine The Schoolhouse Nine is a dog-friendly golf course located in Sperryville, VA. Your leashed and well-behaved pup is welcome to join you as conquer the nine holes and enjoy the beautiful views. This golf course was created for people of all ages and abilities to enjoy, so make sure to stop by with your canine friend! See Details

    Shenandoah National Park

    Front Royal, VA
    Shenandoah National Park Shenandoah National Park is a pet-friendly destination in Front Royal, VA. Travel along the Skyline Drive National Scenic Byway to Waynesboro, stop at one of the 75 scenic overlooks and enjoy over 500 trails. Out of all the trails, less than 20 do not allow your furry friend. Please refer to their website below for the list. See Details

    Naked Mountain Winery & Vineyards

    Markham, VA
    Naked Mountain Winery & Vineyards Naked Mountain Winery & Vineyards in Markham, VA, 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. See Details

    Fort Windham Rocks Trail

    Huntly, VA
    Fort Windham Rocks Trail Fort Windham Rocks Trail is pet-friendly. If you and your pup are looking for a quick, easy hike, the Fort Windham Rocks Trail covers 1 mile of the Appalachian Trail and is known for its unique rock formations. Leashed dogs are welcome to join their owners on the trail that sets off from Compton Gap Parking Area. The hike usually takes around an hour to complete. See Details

    Turnmeyers

    Front Royal, VA
    Turnmeyers Bring Fido to Turnmeyers, a dog-friendly gift shop located in Front Royal, VA. Your pup can join you in the store while you check out their selection of jewelry, candles, puzzles, pet toys, clothing, houseware and so much more. Leashed dogs are always welcome, and you may even find bowls outside with water for Fido! See Details

    White Picket Fence

    Front Royal, VA
    White Picket Fence Stop by the White Picket Fence, a dog-friendly store in the historic downtown area of Front Royal, VA. They welcome leashed dogs inside to help their shoppers browse their eclectic mix of practical and fun items. You'll find art, jewelry, bath bombs, candles, coffee, furniture, chocolate and much more! See Details

    Your CBD Store

    Winchester, VA
    Your CBD Store Find your next favorite topical cream or hemp supplement at Your CBD Store, a pet-friendly holistic shop in Winchester, VA. Leashed and well-behaved dogs are welcome to help you shop for tinctures, bath bombs, gummies, creams and more. They also sell pet chews and treats to help relax Fido, so don't leave before browsing their selection! See Details

    Mountain Trails

    Front Royal, VA
    Mountain Trails Bring Fido to Mountain Trails' Front Royal, VA location right off of the Appalachian Trail. This dog-friendly outdoor shop has everything hikers, backpackers and adventurers need! Leashed dogs are welcome to join you as you browse their clothing, tents, stoves, backpacks, trekking poles, maps and so much more! See Details

    Blue Valley Vineyard and Winery

    Delaplane, VA
    Blue Valley Vineyard and Winery Check out the pet-friendly Blue Valley Vineyard and Winery in Delaplane, VA. They welcome leashed and well-behaved dogs on the grounds, but ask that you pick up after them. Come do a wine tasting and browse their selection, which features the 2020 Estate Sauvignon Blanc, 2017 Memories, 2016 Sangiovese and 2015 Remembrance. See Details

    Gray Ghost Vineyards

    Amissville, VA
    Gray Ghost Vineyards Check out the pet-friendly Gray Ghost Vineyards in Amissville, VA. Fido is welcome to join you outdoors on the grounds, but not in any indoor areas. Come by for a relaxing afternoon and browse their selection of wines, which includes the 2021 Chardonnay, 2022 Seyval Blanc, 2021 Ranger Reserve and Romantic Rosé. Please keep your pup on a leash at all times. See Details

    J.Jill

    Winchester, VA
    J.Jill Visit J.Jill, a pet-friendly women's clothing store in Winchester, VA. Leashed and well-behaved dogs are welcome to join you while you browse their versatile collections made with soft fabrics, unique color palettes, and exclusive patterns and prints. Spend a day shopping with your canine friend, and find the perfect blend of style, ease and inspiration. See Details

    Wild Birds Unlimited

    Winchester, VA
    Wild Birds Unlimited Bring Fido to the pet-friendly Wild Birds Unlimited in Winchester, VA. This shop stocks everything that is involved in feeding and observing birds. Your pup is welcome to join you in browsing their aisles to find bird seed, bird feeding stations, bird baths, binoculars, bird houses, poles, baffles and more. Fido may even get a treat at checkout! Dogs must be leashed while inside the store. See Details
    Chester Gap, VA, US