Dog Events in Clayton, DE

Here are the pet friendly events closest to Clayton. Use the links below to get details on each event, print directions, look at pictures, and even read reviews of last year’s event.

Pet Friendly Chester PTO Food Truck & Music Festival
Chester PTO Food Truck & Music Festival
You and your pup won't want to miss out on this fun-filled family day! This event will have gourmet food trucks, music and beer. Lawn chairs and blankets are welcome.
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Pet Friendly Barktoberfest
Barktoberfest
Bring Fido out for a weekend filled with exciting activities for you and your pooch! During your visit, sign up your pup for Dock Dogs or watch the competition from the sidelines, visit various local pet-related businesses and animal shelters, shop from a range of vendors, or participate in special activities and treats throughout the center.
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Pet Friendly Miles for Mutts
Miles for Mutts
Lace up your sneakers and grab Fido's leash to participate in a 5k run or 1-mile fun walk. It's one of their biggest fundraisers of the year and helps them raise crucial funds that support their life-saving mission. Join them for a bake sale, adoptable pups and a costume contest! Visit their website for additional information.
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Pet Friendly St. Michaels Jack Russell Races
St. Michaels Jack Russell Races
Watch some of the fastest little Terriers around compete at the Jack Russell Races! This annual event brings together Jack Russell enthusiasts, dog lovers, and spectators for exciting races, food, drinks, and community fun. Dogs don't need to compete to attend, and all well-behaved pups are welcome to join the celebration. Check-in starts at 9 AM and races begin at 11 AM.
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Pet Friendly MyDogTown’s Howl-O-Ween Pack Party & Costume Contest
MyDogTown’s Howl-O-Ween Pack Party & Costume Contest
Celebrate Halloween with MyDogTown for an evening of dog costumes, social bingo, Name That Tune and community connection. Enter your pup in the costume contest for a chance to win one of five awards: Most Creative Costume, Best Homemade Costume, Best Human + Dog Duo, Funniest Costume, or People’s Choice. Contestants must be present to win. Registration is required; see the event's Facebook page for details.
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Pet Friendly BARCStoberfest
BARCStoberfest
Bring Fido out for a fun-filled day to help raise funds for animals in need! This popular annual event includes the annual "Ready, Set, SNIFF!" 5K Run/Half-Mile Pet Parade, Howl-o-Ween Pet Costume Contest, Barkin' Beer Garden, vendors, kids’ activities, and more!
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Pet Friendly Howl-O-Ween Party & Costume Contest at The Hungry Puppy
Howl-O-Ween Party & Costume Contest at The Hungry Puppy
BringFido in costume to enjoy this fun event! There will be snacks and soft drinks served and guests are welcome to BYOB. The Pet Costume Contest will begin at 1:00 PM. There will be prizes for funniest costume, most original, and best overall. Canidae will also be supplying samples and special offers.
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Pet Friendly Howl-O-Wheelin Car Show & Fall Fest at Logan's Heroes Animal Rescue
Howl-O-Wheelin Car Show & Fall Fest at Logan's Heroes Animal Rescue
Your leashed furry friend can tag along at the farm for a howling good time. Show off your vehicle, visit great vendors and take a chance on raffles to help raise money. A rain date is scheduled for October 25.
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Pet Friendly Barks & Brews Fall Festival
Barks & Brews Fall Festival
Enjoy a day filled with great food, local flavors, and community spirit at this family- and dog-friendly event. There will be a costume parade and contest for both dogs and people! Savor mouthwatering bites from Bruster's and Hardy’s BBQ, sip craft brews from Lone Oak, or enjoy Maryland-grown wines from Mazzaroth Vineyard while your pup indulges in special treats. As the evening winds down, grab a blanket and settle in for a movie screening under the stars.
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Pet Friendly Porchfest Annapolis
Porchfest Annapolis
This community music festival transforms neighborhood porches and outdoor spaces into live performance stages, creating a walkable celebration of local music, art, and connection. Guests and leashed pups can stroll through the area enjoying performances from a variety of musicians and bands while exploring local vendors, food, and neighborhood gathering spots along the way. The rain date is October 25th.
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Pet Friendly Dog Costume Contest at El Bufalo Tequila Bar & Kitchen
Dog Costume Contest at El Bufalo Tequila Bar & Kitchen
This dog-friendly event features an annual pet costume contest, with prizes awarded to the top three costumes. Dogs can enjoy treats and pup cups while their humans indulge in brunch and bottomless drink options.
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Pet Friendly Oktoberfest at Monument City Brewing Company
Oktoberfest at Monument City Brewing Company
This dog-friendly Oktoberfest celebration features craft beer, German-inspired food from a food truck, an outdoor beer garden, and Bavarian-style contests and games, including stein-holding challenges, relay races, barrel rolling, and a best-dressed competition. Dogs are welcome both indoors and outdoors but must remain leashed.
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Pet Friendly Great Baltimore Lantern Parade & Festival
Great Baltimore Lantern Parade & Festival
This family- and dog-friendly festival features glowing floats, handmade lanterns, live music, pop-up performances, a children’s costume contest, lantern-making workshops, an arts and crafts market, and food trucks. Guests can create a lantern and join thousands of community members in the illuminated nighttime parade. The rain date is Sunday, October 25th.
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Pet Friendly Pennsylvania Renaissance Faire
Saturdays & Sundays, Aug–Oct

Pennsylvania Renaissance Faire

Pennsylvania Renaissance Faire
Step back in time at the Pennsylvania Renaissance Faire, where costumed performers, jousting, live entertainment, artisan merchants, themed food and drinks, and interactive experiences bring the 16th century to life. Friendly, well-behaved dogs are welcome to join the festivities through the Faire's Dog Friendly Faire program. Dogs must be pre-approved, have a date-specific Royal Hound Ticket, and follow all event pet policies.
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Pet Friendly Tails on the Rails
Tails on the Rails
Come dressed in your best Pups & Pals costumes to the B&O for the biggest puppy playdate of the year! Enjoy an afternoon of amazing vendors and activities under the pavilion, a train excursion to Carroll Park, a costume contest, and a “Yappy Hour” for adults. BARCS and the Maryland SPCA will also be on site. Owners must pre-register their dogs with proof of a rabies vaccine and sign a hold harmless waiver.
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Pet Friendly Dog Day and Howl-O-Ween Pet Parade
Dog Day and Howl-O-Ween Pet Parade
Bring Fido to this festive fall weekend event that welcomes leashed dogs onto the famous Boardwalk—a rare treat since pets are usually prohibited—along with their owners for two days of activities and fun. The celebration includes dog-specific vendors, photo stations, and the Humane Society of Ocean City’s announcement of “Pet of the Year,” plus a spirited Howl-O-Ween Parade where costumed pups and people march together in support of the humane society.
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Pet Friendly Dog Days on the Ocean City Boardwalk
Dog Days on the Ocean City Boardwalk
Bring Fido to this annual weekend event on the boardwalk! Activities for Saturday include dog-friendly vendors along the boardwalk, photo-op stations, and the Humane Society of Ocean City’s “Pet of the Year” announcement.
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Pet Friendly Animal Appreciation Day & Pet Parade
Animal Appreciation Day & Pet Parade
Dress up your furry friend for the costumed pet parade. Judges will be awarding prizes for creativity and charm, plus there will be door prizes and contest awards. Enjoy a scenic walk in the park with your pet, tour the historic house and blooming gardens, and discover the local wildlife that calls Hancock’s Resolution home.
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Pet Friendly Sea Witch Festival & Costumed Dog Parade
Sea Witch Festival & Costumed Dog Parade
Celebrate fall with a lively Halloween-themed festival featuring parades, costumes, live entertainment, and family-friendly activities. Visitors can enjoy a grand costume parade, a costumed dog parade, trick-or-treating, craft and food vendors, live music, and festive games for kids. This long-running coastal tradition draws large crowds each year and offers a fun mix of spooky creativity, community spirit, and seasonal entertainment for all ages.
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Pet Friendly Sunfest
Sunfest
A four-day arts, crafts, music and food festival on Ocean City’s south-end boardwalk. Guests can browse hundreds of handcrafted goods, enjoy free entertainment across multiple stages, and take part in interactive activities for all ages—including pet-friendly events.
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