Dog Events in Middlebourne, WV

This annual, family-friendly Oktoberfest‑style festival is a lively event attracting thousands of people each year for free live music on multiple stages, a beer and winegarten, and a marketplace featuring unique food, arts, and craft vendors. The event also offers fun-filled competitions like beer stein races, corn-hole, Pig Mac eating, sausage tosses, and the popular Woosterfest Wiener Dog Race on Saturday!

This popular portion of the annual Woosterfest celebration takes place on the festival’s Saturday schedule. Dachshund enthusiasts are invited to bring their speedy pups to dash through downtown Wooster’s streets in age-based heats, “Little Smokies” through “Knockwursts.” Beyond racing, participants show off their pups’ flair with a costume contest, with prizes for both speed and style! All dogs must be leashed before and after their sprint, comfortable in a group setting, and under handler control at all times.

This event features trick-or-treat fun, a costume contest, and fall-themed photos with donations benefiting local animal shelters. Local vendors and shelters will be on site, offering opportunities to support their businesses and causes, along with several raffle baskets up for grabs. The party is free to attend, though donations are encouraged, and fall photos will be available starting at 4:30 PM for a suggested $5–$10 donation.

Bring your costumed pup in for treats, paw painting, giveaways, drinks, photo ops and more spooky fun! Costume contest winners will be announced at 1:40 PM.

This dog-friendly charity event features a 5K run and a relatively flat 1.5-mile walk suitable for participants who prefer a leisurely outing or are pushing a stroller. Guests are encouraged to dress in costumes with their pups while supporting PAWS and its efforts to provide care for animals in need.

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 8:30 AM and the race begins at 10:00 AM.