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Dog Events in Chestertown, MD

Here are the pet friendly events closest to Chestertown. 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 Independence Day Car Show Fest
Independence Day Car Show Fest Cruise into a community car show celebrating Independence Day with classic and modern vehicles, live music, and a festive atmosphere. Owners and their leashed pups can enjoy local food vendors, explore unique rides, and spend the day with fellow enthusiasts in a laid-back, family-style setting. See Details
Pet Friendly Semiquincentennial 4th of July Celebration at Historic Cold Spring Village
Semiquincentennial 4th of July Celebration at Historic Cold Spring Village Bring your pup to enjoy patriotic family activities, programs and live entertainment for Independence Day! Please ensure dogs are leashed and picked up after, and note that your furry friend isn't permitted inside buildings. See Details
Shipgarten's All Day Fourth of July Celebration Celebrate Independence Day with Fido at this annual event! Enjoy games like potato sack races, water pong, and cornhole, plus live music, a DJ, and plenty of food and drinks. The event features an on-site dog park, a photo booth, outdoor activities, and drink samples from local breweries, making it a festive summer outing for the whole family and your furry friends. See Details
Slushy & Frozen Drink Festival at Shipgarten Fido is welcome at this event where guests can enjoy icy, flavor-packed drinks for summer. Sip on frozen margaritas, frosé, boozy slushies, and limited-edition specials while enjoying a lively DJ, high-energy vibes, and the ultimate summer day party atmosphere with friends. There's even an on-site dog park and special treats for Fido! See Details
Jurassic Pawty at Eavesdrop Mutt Love Rescue and Furever Haven will be on-site from 12 PM – 4 PM with adorable pups up for adoption, while a lineup of pet-focused vendors will keep tails wagging. Enjoy the misters, tasty pup cups, and maybe even spot a few playful “raptors” roaming around, making this the ultimate summer adventure for you and your furry friend. See Details
Pints for Pups Bring your leashed pup and enjoy great drinks and good company at this fundraiser! Animal lovers can mingle with pups, sample craft beers, wines, and non‑alcoholic drinks, and take in live entertainment and local food vendors. See Details
Brunch, Brews & Bingo Owners and their leashed pups are invited to this brunch fundraiser featuring bingo, trivia, prizes, and drink specials! Guests can enjoy food, community games, and an upbeat social atmosphere while contributing to lifesaving animal care and adoption efforts. Please note that Dacha is a cashless establishment. See Details
DC Shiba Inu Meetup Shirlington Dog Park Bring your Shina Inu to this monthly, breed-specific gathering where two- and four-legged friends can socialize! See Details
All Dogs Frolick After Dark 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. See Details
Tail Waggin' Wednesday with the Trenton Thunder This summer, the ballpark is going to the dogs! Well-behaved pups will be permitted to join you on select Wednesday games presented by NutriSource Pet Foods. Fido doesn't need a special ticket, though purchasing an extra seat is recommended for more space. Pets aren't permitted in the Luxury Suite Level and must remain leashed at all times. Designated relief areas are provided outside the gates, with cleanup supplies available inside. Water stations and vendor tables are also set up throughout the concourse for dogs and their owners to enjoy during the game. See Details
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
Dirty Habit Presents: Paws and Palms Join a sun-soaked courtyard gathering at the Kimpton Hotel Monaco Washington DC, with laid-back island vibes, cocktails, and four-legged companions. Guests can enjoy specialty treats, pup cups, light music, photo ops, and a relaxed tropical atmosphere designed for lingering and socializing. See Details
Daisy’s Legacy Anniversary Celebration Celebrate two years of rescue, love, and community with an evening of pizza, pups, and good vibes. Enjoy an all-you-can-eat buffet, music, raffle prizes, and a photo booth on a pet-friendly patio. Rescue pups will be on-site, and donations of dog items are welcome to support future furry friends. Well-behaved, leashed dogs are welcome. See Details
Seafarers & Maritime Celebration at Historic Cold Spring Village Bring your furry friend to this event featuring pirates, music and family fun! Guests will learn about maritime history and culture of the Jersey Cape. Historically-clothed interpreters will demonstrate the trades, crafts and lifestyles of Early America. Dogs must be leashed at all times. Please ensure dogs are leashed and picked up after, and note that dogs aren't permitted inside buildings. See Details
Bark at the Park with the Trenton Thunder Bring out your pup for Bark at the Park presented by Dogs & Cats Rule! One lucky fan and their dog could win $10,000! Fido doesn't need a special ticket, though purchasing an extra seat is recommended for more space. Pets aren't permitted in the Luxury Suite Level and must remain leashed at all times. Designated relief areas are provided outside the gates, with cleanup supplies available inside. Water stations and vendor tables are also set up throughout the concourse for dogs and their owners to enjoy during the game. See Details
Woof Wednesdays with the Aberdeen IronBirds Bring Fido out to the ballgame on select Wednesdays throughout the season. Check the website's schedule to catch a dog-friendly baseball game! Special accommodations and activities are often available for canine guests. It's a perfect opportunity to enjoy America's pastime with your four-legged family members. See Details
Summer Renaissance Festival at Shipgarten Step into a whimsical, medieval world at this outdoor celebration of old-world charm with live entertainment, lively music, and interactive games. Feast on hearty festival fare, sip ale, mead, and themed drinks, and strike your best pose for royal photo ops. Don your crown, tunic, or corset and compete in the costume contest. There's an off-leash area for Fido, and pup cups! See Details
Bark in the Park with the Fredericksburg Nationals Bring your favorite four-legged FredNats fan to the ballpark! All dogs are welcome to enjoy the game with their owners. This event is presented by St. Francis Animal Hospital and will take place on the following dates: May 13, June 3, June 17, June 24, July 22, August 5 and August 19. See Details
Dog Days of Summer Grab your leash and take a stroll with Fido through downtown Skippack while local shops greet your pooch with water bowls and snacks. Spoil your pet with a variety of delicious treats and browse pup pop-ups offering unique pet products and services. See Details
Long’s Park Amphitheater Summer Music Series The summer schedule features a different performance each Sunday from early June until late August. Bring your lawn chairs and set up on the grass beside your leashed dog for an entertaining evening! Check their website for this year's lineup. See Details
Chestertown, MD, US