Berryville is a town in Clarke County, Virginia, in the northern Shenandoah Valley. Founded in 1734, it was first known as "Battle Town" because of a local resident, Daniel Morgan, who would fight young toughs in the area, and also because of a rowdy tavern nearby. Major Charles Smith bought the tract in 1765 and built his homestead on the site of the former tavern, naming his estate "Battle Town". This structure still stands on what is now Main Street and is now known as "The Nook".
Berryville is a beautiful city to go rambling in with your pooch. Its historic downtown features many buildings that date back to the Civil War era. As the largest town in Clarke County – and the county seat – Berryville is at the center of commercial, residential and industrial activity in the county. The town and county are also heavily committed to preserving and maintaining not only the town’s historic buildings, but also Clarke County’s exquisite countryside.
If you’re planning on extending your stay in Berryville, there is lots of pet-friendly accommodation in the area, including Red Roof Inn in Winchester, Virginia, where two pets up to 50 lbs. are welcome for no additional fee, and La Quinta Inn & Suites – also in Winchester – where two pets of any size are welcome for no additional fee.
Horace G. Smithy donated the Rose Hill estate to the Town of Berryville in 1964 in honor of his late wife, Rosalie. It was, he said, to be used for the educational, recreational and cultural benefit of the community. It is now the site of the Rose Hill Park and the Barns of Rose Hill cultural arts and community center. A small but pretty park, it’s perfect for a stroll with the pooch. The park is clean and well-maintained; there is a play area with swingsets for children, and a stream with fish and a wooden bridge across it. If you’re planning on bringing lunch with you, there’s also picnic tables, grills, and a gazebo.
Sky Meadows State Park is a 1,860-acre park near Paris, VA, with scenic views, woodlands, and the rolling pastures of a historic farm. The name Sky Meadows comes from a former owner of the land, who named the property Skye Farm after an island in Scotland. The park offers plenty of opportunities for getting some exercise with the pooch, with its 10.5 miles of bridle trails, 22 miles of hiking trails, and access to the Appalachian Trail. There is also a national historic district located in Sky Meadows State Park that features a cottage that dates to about 1780, and a farmstead and mansion that date back to the mid-1800s.
The Olde Izaak Walton Park in Leesburg is a 21-acre public park featuring a pond with a fishing pier, plus lots of trails for you and the pooch to ramble on. Even better, there is a 0.75-acre off-leash dog park located in Olde Izaak Walton Park. The dog park includes a 25,000 square foot fenced area with gravel paths and grass ground cover. The park has waste stations for your pooch, and picnic tables and benches for you. There are no water facilities, however, so don’t forget to bring some. The dog park is open from dawn to dusk and can accommodate up to 10 dogs at one time.
Barrel Oak is a beautiful family-owned winery in Delaplane, Virginia, and to say it's dog-friendly is putting it mildly! Owners Brian and Sharon Roeder have four dogs, and they have incorporated pooches into all aspects of the company’s branding: from the pups on the labels to the dog named Birch who has his own “desk” in the winemaker’s office. They’ve even named some of their wines after their dogs! Barrel Oak Winery (BOW – get it?) welcomes all visitors, from parents with children and people with dogs to hiking groups fresh off the trail. It’s also been recognized as the #1 Family Friendly Winery in the World by Wine Enthusiast Magazine.
If you’re looking for a dog-friendly place to eat in Berryville, check out the Santorini Grill, an authentic family-run Greek restaurant that serves gyros, Greek platters, and salads. Some of the popular menu items include fried zucchini, Greek fries, and stuffed grape leaves. They also serve American fare, such as homemade burgers and fries. Their breakfast menu is also very popular and is served all day. Everything on the menu is freshly prepared, and best of all, you can enjoy all of this with your doggie at one of the five picnic tables outside the restaurant. Santorini Grill is open daily from 7 am to 9 pm.