Dog Events in Cape Charles, VA

Here are the pet friendly events closest to Cape Charles. 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 Run for the Paws 5K & 1M Dog Walk
Run for the Paws 5K & 1M Dog Walk A charity race and fun dog walk that raises funds for Humane Animal Partners while bringing the community and their pets together for a morning run/walk. The event includes a timed 5K, a 5K walk division, and a 1-mile dog walk. See Details
Pet Friendly Outer Banks Watermelon Festival
Outer Banks Watermelon Festival Bring your furry friend to have fun at this event featuring a t-shirt tie dye station, watermelon-themed competitions, arts and crafts, face painting, food trucks and more! The event is free for guests to attend; however, the purchase of tickets is required to play and eat. Compete in classic competitions to win something from a selection of fantastic prizes. See Details
Spoil Your Dog Day at James River Cellars Winery Celebrate National Spoil Your Dog Day at James River Cellars with a fun-filled afternoon perfect for pups and their people! Enjoy live music, local food trucks, artisan vendors, and adoptable dogs available throughout the afternoon. See Details
Outer Banks Pirate Festival Ahoy Mateys! Bring your furry friend down to this event to meet pirates and mermaids and learn about the vast history of pirates on the OBX! See Details
Santa Cruz Schnauzer Meet Up Bring your Schnauzer, Schnauzer mix, or Terrier to this casual meetup! All sizes are welcome to join fellow dog lovers for socialization and fun, with a group photo planned at 10:30 AM. Guests should keep dogs leashed until reaching the off-leash area and are encouraged to bring a camp chair for comfort. See Details
Select dates May 1–Aug 25

Wag Your Tail Tuesdays

Wag Your Tail Tuesdays Bring Fido to the Bark in the Park, where he can enjoy the day for free with a donation to a local animal shelter. Acceptable donations include paper towels, treats, food and toys. This special event takes place at home on Tuesdays on the following dates: May 26, June 16, June 30, July 7, July 28 and August 11. There's also a Friday event on May 1 that welcomes pups. See Details
Sounds of Summer Concert Series at Riverwalk Landing Every Thursday there will be live music for you and your pup to enjoy. Guests are encouraged to bring blankets, chairs and small coolers. Please, no umbrellas, tables or tents. If you want something to munch on during the show, order dinner or dessert at any of Historic Yorktown’s waterfront restaurants. See Details
Pints & Paws 5K and 1 Mile Run Walk and Pup Strut A dog-friendly 5K, competitive walk, and 1-mile Pup Strut where leashed dogs may participate alongside their people. Hosted by 4 Paws Animal Rescue, Inc., the event also features a pup photo contest, vendors, and finish-line fun for a great cause. See Details
Bark in the Park with Norfolk Tides Take Fido out to a baseball game! Dog-friendly games are held on select dates throughout the season, so make sure to check the website's schedule to catch a game. Proceeds from dog tickets are donated to a local dog charity. Dog-friendly sections are 215-223 (3rd base side next to the Picnic/3B entrance). All dogs must enter the ballpark through the 1st Base Entrance and remain on a leash while at Harbor Park. See Details
Paws & Pavement Club - Benefiting Worcester County Humane Society This weekly dog-friendly walk brings together pet lovers and their pups for a fun, social way to stay active while supporting local animal welfare efforts. Participants can walk, jog, or stroll at their own pace along a mapped route before enjoying food, drinks, tastings, and community time afterward. Registration includes event perks like giveaways and themed merchandise, with a portion of proceeds and donations benefiting the Worcester County Humane Society. See Details
Bark in the Park - Best in Show Dog Days/Nights with the Richmond Flying Squirrels Bring your furry best friend to the ballpark every Wednesday home game throughout the season! Each week a different group will be celebrated. Dog sections can be found in sections 117 &118. Gates open at 5:30 PM. See Details
Outer Banks Kite Festival Furry friends may join their owners to watch massive show kites flying high above the dunes at the park and participate in stunt and power kite lessons given by pros. Visitors will watch some of the nation’s most talented performers put on world-class displays of artistry and skill with kite flying set to music, synchronized shows and more. See Details
Colonial K9 Classic Enjoy a weekend of canine excitement featuring DockDogs® diving competitions, local vendors, food, wine, and a pet-friendly beer and wine garden. Guests can relax with their dogs while watching dock diving events and supporting Lab Rescue LCRP, with a portion of beer and wine sales benefiting the organization. See Details
Pup Party at Ocean Breeze Waterpark Enjoy a tail-wagging pool party featuring live music, food trucks, contests, pup swag bags, a beer garden, and a special cocktail menu for humans. Dogs can splash in designated swim areas while guests enjoy a fun day of socializing with fellow dog lovers. Participating dogs must have proof of current rabies vaccination and a signed waiver. Dogs must remain leashed outside designated swim areas, and owners are responsible for supervising their pets and cleaning up after them. One dog per person. See Details
Colonial Market & Fair at George Washington's Mount Vernon Step back in time at a lively, family-friendly marketplace inspired by the 18th century. Guests can browse handcrafted goods from skilled artisans, watch live demonstrations of traditional trades, and enjoy period-style music, food, and entertainment. Leashed dogs are permitted on the property with the exception of the following areas: the Mansion and all other historic buildings, the Ford Orientation Center, Donald W. Reynolds Museum and Education Center, the Shops of Mount Vernon, the Food Court and Pavilion, the Mount Vernon Inn Restaurant, and the Distillery & Gristmill. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
Cape Charles, VA, US