Dog Events in Wyoming, DE

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.

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!

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

This dog-friendly Halloween fundraiser invites guests to enjoy an afternoon of fun while meeting adorable, adoptable pets from the Worcester County Humane Society. Activities include a pet costume contest, silent auction and 50/50 raffle, along with food, prizes and opportunities to find a new best friend. All proceeds benefit the Humane Society and support its efforts to help animals in need.

This dog-friendly Halloween Yappy Hour features a pop-up bar, pumpkin spice pup cups, a dog costume contest, pop-up pup portraits and other fall activities. The event is for guests 21 and older, and all dogs must be registered in advance through the Client Portal.

This dog-friendly Halloween event features decorated trunks hosted by local businesses, plenty of treats and coffee from Tom’s Travelin’ Coffee. Dogs are invited to join the costume parade, with costumes encouraged but not required.

Take a stroll with Fido through Peddler's Village during this annual fall tradition featuring more than 150 handcrafted scarecrows displayed throughout the Village. Guests can admire creative entries made by local residents, organizations, and businesses, then vote for their favorites using the Peddler's Village app.

Gather for a relaxed community dog walk designed for both people and their pups to connect, socialize, and enjoy an easy evening together. Pets are welcome to join their owners as participants stroll, meet new friends, and occasionally wrap up the walk with a visit to nearby pet-friendly spots for a treat or drink.