Dog Events in Pylesville, MD

Here are the pet friendly events closest to Pylesville. 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 Courtyard Canines
Courtyard Canines
Meet adoptable dogs from the Lehigh Valley Humane Society while mingling with fellow animal lovers at a casual yappy hour. Guests can enjoy raffles and giveaways, and those who bring a donation for shelter animals will receive a free raffle entry.
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Pet Friendly Dogs in the Drive-Thru at Chick-fil-A Kent Island
Dogs in the Drive-Thru at Chick-fil-A Kent Island
Dogs who visit the drive-thru with their family will receive a fun surprise with purchase, while supplies last!
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Pet Friendly Humane Society of Carroll County's Woofstock
Humane Society of Carroll County's Woofstock
This dog-friendly festival features a pet-friendly 5K Fun Run, Leash-urely Walk, live music, food trucks, local vendors, pet demonstrations, Wiener Dog Races, Puppy Yoga and a petting zoo. Guests can also visit animal rescues, meet adoptable pets, enjoy a car show, raffles and giveaways.
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Pet Friendly Dog Swim
Dog Swim
Bring Fido to paddle, fetch and play in the pool! Vendors will also be on site. All dogs must be current on vaccinations. Please note that only dogs will be permitted in the pool for this two-timed event.
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Pet Friendly Oktoberfest German Kickoff at Shipgarten
Oktoberfest German Kickoff at Shipgarten
Leashed dogs are welcome at this vibrant celebration combining spirited competition with festive fun. There's even an on-site dog park! Attendees can participate in a variety of games, enjoy authentic German beer selections, classic festival eats, and live music and a DJ.
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Pet Friendly Pender's Annual Strut Your Mutt Angel Fund 5K
Pender's Annual Strut Your Mutt Angel Fund 5K
Bring Fido to this community event supporting the Angel Fund at Pender Veterinary Centre, which helps Northern Virginia pet owners cover unexpected veterinary expenses. Along with the 5K, attendees can enjoy local vendors, meet adoptable pets, and cheer on the fun Pie Your Doctor contest while supporting pets and families in need.
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Pet Friendly Pups in the Park
Pups in the Park
Bring your furry friend to the park for a fun day out featuring a variety of vendors, including pet-centric items, treats, accessories, and more—perfect for pets and their people! Food options are also available on site.
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Pet Friendly Scarecrow Festival at Peddler's Village
Scarecrow Festival at Peddler's Village
Leashed dogs are welcome at this annual festival weekend featuring over 150 scarecrows displayed throughout the village, pumpkin painting, live entertainment, children's activities, and outdoor food and drinks!
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Pet Friendly Barks and Brews Mini Markets at Steinhardt Brewing Company
Barks and Brews Mini Markets at Steinhardt Brewing Company
Sip on brews, shop from local vendors and let your pup join the fun! You'll find handmade and small-batch gifts, pet-themed products and seasonal treats for your four-legged friends, cozy self-care and wellness items, and more.
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Pet Friendly Colonial Market & Fair at George Washington's Mount Vernon
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.
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Pet Friendly Paws in the Pool Week
Paws in the Pool Week
Treat your pup to a splash-filled day at this annual dog swim event before the outdoor pools close for the season. Dogs can swim, play, and socialize in both the fenced-in main pool and toddler pool, with grassy areas available for relaxing. Guests are encouraged to bring donations of pet food, toys, towels, or other supplies to benefit a local animal shelter. Dogs need to be at least 3 months old, current on vaccinations, and supervised at all times. There's a maximum of two dogs per adult.
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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 Pickle Me Poconos
Pickle Me Poconos
Hosted by the Pocono Chamber of Commerce, this annual event celebrates all things pickle with a variety of pickle-themed foods, beverages and activities. Attendees can enjoy unique treats like pickle soda, fried pickles, pickle cotton candy and pickle ice cream. The festival also features live music performances, a Beer Garden offering local craft brews and wine for guests 21 and over, and the Gherkin Garden with activities for children of all ages. There will also be pickle vendors and engaging games like pickle toss and pickle pong.
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Pet Friendly Dogtoberfest at Shipgarten
Dogtoberfest at Shipgarten
Enjoy a full day of Oktoberfest fun for Fido! Sip on seasonal brews and Oktoberfest specials while your furry friend enjoys treats from dog-friendly vendors. Dress up in lederhosen (for you, your pup, or both), snap festive photos, cheer on the pet costume contest, and soak in live music, DJ beats, and classic German eats.
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Pet Friendly Capital Day Celebration
Capital Day Celebration
Celebrate Lancaster’s history with your leashed pup at this free downtown festival commemorating the city’s brief time as the nation’s capital in 1777. The event features local food, live music, vendors, family activities, historical programming, crafts, artisan demonstrations, and special cultural experiences.
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Pet Friendly Bark-Toberfest at The Garden Del Ray
Bark-Toberfest at The Garden Del Ray
Bring Fido to this annual event for an afternoon of food, drinks, raffles, and fun with adoptable animals from the AWLA. This community event offers a chance to enjoy the festivities while meeting pets looking for their forever homes!
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Pet Friendly Pet Parade: Mutt Gala
Pet Parade: Mutt Gala
This dog-friendly pet parade invites well-behaved pets of all kinds to strut their stuff on the red carpet for a chance to win awards including Celebrity Look-Alike, Best Visionary Hair-Do and Best Dressed Most Visionary Pet. Following the parade, pets can participate in a talent show and create artwork with their owners, including their own pet-inspired Walk of Fame star.
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Pet Friendly Pups in the Park with the Washington Nationals
Pups in the Park with the Washington Nationals
Bring 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. Special ticket buyers and their dogs will be invited to participate in a postgame parade on the warning track. All proceeds from the dog ticket sales will be donated to the Humane Rescue Alliance.
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Pet Friendly Annual Alexandria Art Festival
Annual Alexandria Art Festival
Leashed dogs are welcome at this annual fall fair that features local and national artists showcasing a diverse range of fine art, including sculptures, jewelry, woodwork, paintings wearable art and more. Visitors will have the chance to meet artists, explore their techniques, commission custom pieces, and learn about their inspirations.
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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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