Dog Events in Cheriton, VA

Here are the pet friendly events closest to Cheriton. 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 Fridays at the Pavilion
Fridays at the Pavilion
Dogs are invited to join you in kicking off your summer weekends at this weekly event! Enjoy a toe-tapping, tail-wagging good time with live music from local bands, delicious bites from a rotating lineup of food trucks, and fresh wine options. Pets must be leashed but are welcome anywhere outdoors and the first floor of the winery. Bring a lawn chair or picnic blanket and spread out on the lawn.
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Pet Friendly Buckroe Beach Farmers Market Pet Day
Buckroe Beach Farmers Market Pet Day
Bring Fido to celebrate a family- and pet-friendly gathering highlighting local animal rescue organizations and helping adoptable pets find their forever homes. Browse pet-focused vendors, visit informational and educational booths, meet adoptable animals, and enjoy a fun day supporting the local pet community.
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Pet Friendly Dewey's Golden Jubilee - Fall
Dewey's Golden Jubilee - Fall
This beloved weekend celebration brings together Golden Retriever owners and pups for fun, beach time, and community spirit on both sand and surf. The event features informal gatherings like a Friday “Gold Rush” walk through nearby Rehoboth Beach, an unofficial beach romp, bonfires, and plenty of opportunities for dogs to play, swim and socialize. The relaxed festival atmosphere also supports the Morris Animal Foundation’s Golden Retriever Lifetime Study, one of the most comprehensive canine health research efforts in the U.S., and draws hundreds of Goldens and their families to celebrate together by the shore.
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Pet Friendly PAWtoberFest at Bubba's 33
PAWtoberFest at Bubba's 33
This dog-friendly Oktoberfest celebration invites pups and their people to dress in festive Bavarian-inspired costumes featuring lederhosen, pretzels and fall colors. Guests can enjoy a dog ice cream eating contest, an Oktoberfest-themed pet and people costume contest, local vendors, bark bags for registered attendees and plenty of seasonal fun.
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Pet Friendly Sundays in the Shade at James River Cellars Winery
Sundays in the Shade at James River Cellars Winery
Well-behaved, leashed pets are invited to join their owners at this weekly event. Two- and four-legged friends can unwind outside under the pavilion while listening to live music and sipping various wine options. Bring a lawn chair or blanket and settle in for a cozy, laid-back vibe.
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Pet Friendly Foodees Food & Culture Festival Rehoboth Beach
Foodees Food & Culture Festival Rehoboth Beach
Leashed dogs are welcome at this lively event featuring over 40 food trucks and vendors offering everything from gourmet bites to sweet treats, along with dozens of artisans showcasing handmade jewelry, art, and crafts. With activities for all ages and a festive community atmosphere, it’s the perfect way to spend a fall weekend with family and friends. The event is scheduled for Friday from 1 PM until 9 PM, Saturday from 11 AM until 9 PM, and Sunday from 11 AM until 7 PM.
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Pet Friendly Dock Dogs at Neptune Festival Boardwalk Weekend
Dock Dogs at Neptune Festival Boardwalk Weekend
Dock Dogs is a dock‑jumping competition featuring Big Air, Speed Retrieve and Extreme Vertical divisions where teams of handlers and dogs compete on a temporary pool set up on the beach. Spectator viewing is free and the event takes place on the Virginia Beach Oceanfront at 14th Street as part of Neptune Festival’s Boardwalk Weekend. The event’s organizer and DockDogs both state that anyone may bring a dog to compete and that viewing is open to the public.
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Pet Friendly RVA DachtoberFest
RVA DachtoberFest
Fido's invited to this annual fundraiser that will feature Wiener dog racing, costume contests, guest speakers, demonstrations, vendors, raffles and more!
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Pet Friendly Compact Canine Rescue's Annual Howl-O-Ween Fest
Compact Canine Rescue's Annual Howl-O-Ween Fest
Get ready for a tail-wagging good time at this festive event, where pups can strut their stuff in the Canine Costume Contest! Enjoy live music, cold beer, dog-friendly activities, exciting raffles, giveaways, and plenty of opportunities to mingle with fellow dog lovers.
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Pet Friendly Barktoberfest
Barktoberfest
Enjoy a day dedicated to pets and their people with animal adoptions, a pet-friendly photo booth, giveaways, and plenty of resources for pet owners. You can also grab a bite from Dave’s Dogs and learn how to support local animal welfare efforts in Prince William County.
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Pet Friendly Howlin' Coyote Canicross 10K Trail Race
Howlin' Coyote Canicross 10K Trail Race
Join this nonprofit trail race featuring challenging, varied terrain where leashed dogs (6-foot maximum) can run alongside their owners. The race is disposable cup–free, with runners receiving a SpeedCup or using their own hydration. Proceeds support park improvements and educational programming, with potential swag for both humans and pups.
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Pet Friendly Bark on the Boards Block Party
Bark on the Boards Block Party
Bring the whole family to this dog-friendly block party featuring a DockDogs diving competition, pet costume contest, yoga with puppies, adoptable pets, vendors, kids' activities, live music, and entertainment. Guests can enjoy a full day of animal-themed fun while supporting the Brandywine Valley SPCA and its lifesaving work for pets in need.
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Pet Friendly Growl-O-Ween at Center of the Universe Brewing
Growl-O-Ween at Center of the Universe Brewing
This dog-friendly Halloween celebration benefits the Hanover Humane Society and features a dog costume contest, trick competitions, live music, local vendors, food and drinks. Guests can also take advantage of nail clipping and microchipping services, shop a variety of pet-related offerings and participate in a silent auction, all while supporting animals in need.
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Pet Friendly Annual Outer Banks Brewtag
Annual Outer Banks Brewtag
A celebration of flight and beer, OBX Brewtag contestants will be competing to see who can launch and fly an empty 1/6 keg barrel the furthest. Dogs must be leashed and picked up after. A crafty selection of local and regional beer and food will be available for purchase that day.
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Pet Friendly Dachtober Fest
Dachtober Fest
Bring your adorable Dachshunds (and non-Dachshund friends!) to dash for glory in a morning packed with fun, from races and costume parades to meet-and-greets and awards. Registration starts at 10:0 AM, with races beginning at 11:00 AM. Don’t forget to dress your pup in festive attire; lederhosen and hotdog costumes encouraged!
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Pet Friendly Annual Doggie Costume Contest at The Bean Spot and The Vintage Pearl
Annual Doggie Costume Contest at The Bean Spot and The Vintage Pearl
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.
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Pet Friendly Howl-O-Woof Pet Parade and Costume Contest
Howl-O-Woof Pet Parade and Costume Contest
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.
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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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Pet Friendly Howl-o-ween: Dog Day at the Zoo
Howl-o-ween: Dog Day at the Zoo
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.
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