Dog Events in Leesburg, VA

Bring Fido out for a special dog stroll through the vineyard! Stop at tasting stations throughout and enjoy samples of estate wines. Each participant will receive a complimentary stemless glass to take home. Afterward, you can shop at dog-related vendors and meet adoptable dogs!

This guided wine hike invites guests 21+ and their leashed dogs to explore scenic vineyard trails while enjoying curated wine tastings at stops throughout the property. The hike is moderate+ and takes approximately one hour. Hiking or tennis shoes are required. Please bring water along for you and your pup.

This dog-friendly Halloween celebration features costume contests, live entertainment, food, local pet-focused vendors, adoption agencies and activities for dogs and their people. Guests can dress up their pups and enjoy an afternoon of festive fall fun!

On Wednesdays, during regular daytime hours, leashed dogs are welcome in the gardens (only service dogs are permitted on other days). Each adult may bring one dog. All attendees must sign an Assumption of Risk and Rules of Participation form before entering. Dogs must be leashed at all times with a non-retractable leash no longer than 6 feet. Loaner leashes are available at the Admissions Desk, and adult handlers are responsible for keeping dogs under control and out of landscape beds.

This dog-friendly Halloween celebration features a pup costume parade, photo booth, treat bar, trick-or-treating, local pet vendors and festive photo opportunities. Guests can enjoy delicious cider while their pups show off their Halloween costumes and participate in the pet food drive. Visitors can also explore seasonal activities, farm animals and pumpkin patch adventures at Great Country Farms across the way.

Well-behaved, leashed dogs are welcome to join fellow mixed-breed pups and their humans for a relaxed afternoon on the farm. Meet other dog lovers, enjoy scenic farm strolls and playful meet-and-greets, explore the Stick Library, and gather for a group photo at 2 PM.

The Arthritis Foundation’s race is the original festive race for charity with your pup. It’s where you can strut your stuff in your favorite holiday costume. Bring a team of friends, family, and co-workers to run or walk. Please ensure your dog is kept on a leash. Check-in starts at 8 AM and the race begins at 9 AM.