Dog Events in Wachapreague, VA

Bring Fido to explore the estate’s landscaped gardens and woodlands during a special Halloween program! The event features a canine costume contest with categories including Best Homemade, Most Glamorous, Cutest, Funniest, Best Owner and Dog Combination, and Best Overall. Yappy Hour offers a signature cocktail, light snacks, and dog treats. Dogs must remain leashed, and pets aren't permitted indoors.

Dress up your pup for a festive costume parade featuring photo opportunities, voting, and prizes. Ebony’s Doggie Treats will serve as master of ceremonies. Check-in and pictures begin at 10:30 AM, followed by the parade, voting, and prizes at 11 AM.

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.

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 Halloween costume contest invites pups to dress up and visit The Bean Spot for a photo entry. A drink purchase is required to participate, and online voting will determine the first-, second- and third-place winners. Photos will be shared on Facebook, with prizes awarded to the top three costumes.

The Homestead Gardens Critter Crawl is a Halloween pet costume contest held during the annual Fall Festival. Dress up your pet and join the festivities while supporting the SPCA of Anne Arundel County.

Celebrate fall with Fido at this family-friendly event featuring trick-or-treat stations for kids and dogs, a harvest market, food truck, local rescue organizations, pet vendors, and festive activities throughout the afternoon. Highlights include a dog costume contest, pup parade, peanut butter eating contest, booth decorating competition, prizes, and plenty of seasonal fun for dogs and their people.

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.

Get ready for a spooktacular evening where pups and their people can strut their stuff in the costume contest, with prizes like overnight stays, dinners, and more awarded at 7:00 PM by local celebrity judges in categories such as most creative, most adorable, funniest, and honorable mentions. Furry friends will enjoy treats, while humans sip on festive Halloween-themed cocktails and treat their pups to special Puptails. Make a night of it and book a stay on site at the Fairmont Washington DC Georgetown!

Bring Fido for some fun indoor exercise with other pups. No reservations required, just drop in with your canine pal. Staff members will be on hand to show you how to use the agility and exercise equipment.

Dog lovers and their well-behaved canine companions are invited to explore the zoo together during this unique Halloween-themed night! Guests can stroll through select zoo areas with their dogs while enjoying new sights, smells, and interactive experiences designed to enrich both pets and zoo animals alike. The event also features themed activities and a costume contest. Participating dogs must be leashed, vaccinated, and comfortable around people and other animals.

This family- and dog-friendly evening will feature local vendors, food and treats, Halloween activities, and a costume contest with categories for pets, individuals, and groups. Bring your pup, dress up for the occasion, shop local, and enjoy a fun Halloween evening while supporting animals in the community. The Halloween Market is part of the VBSPCA’s Paws for a Cause peer-to-peer fundraising campaign, running October 26–November 6. Funds raised help support the animals in the VBSPCA’s care.

Celebrate Halloween with doggie trick-or-treating, treat stations and a costume contest benefiting Lucky Dog Animal Rescue. Every donation helps save at-risk dogs and cats.

Enjoy fall with a scenic run or walk through colorful garden collections, rolling hills, and streams. Seasonal activities include a Halloween costume contest, trick-or-treating, a “Thriller” dance party, and more. Dogs are welcome but must remain on a 6-foot, non-retractable leash.

Leashed dogs are welcome at this monthly outdoor arts market that closes West Street and Calvert Street in downtown Annapolis for local artists, live music, food, and vendors. The festival runs May through November.

Lace up your sneakers and grab Fido's leash to participate in a walk with your furry friend. All skill levels are welcome; there will be light refreshments and social time with others afterward.

Enjoy pet photos with Santa by When Skies Are Grey Photography. Browse local pet-loving vendors for gifts, treats, and surprises, and join in a holiday-themed pet activity. Humans can relax too, sipping Elation craft beer while soaking in all the festive, paw-sitive vibes.

A three-day festival celebrating Eastern Shore wildlife art, conservation, and outdoor traditions with exhibitions, demonstrations, and family activities across downtown Easton. Bring your well-behaved furry friends to the Bay Street Ponds, Sportsman's Pavilion, enter them in the Dock Dogs Competition, Grounds of the VFW, Beer Wetlands and Featured Yappy Hour event, and throughout downtown. Dogs aren't permitted on busses or allowed in any venue that's a community partner with (for example, the High School venue of Buy, Sell, Swap or Artifacts).