Dog Events in Charlestown, MD

Here are the pet friendly events closest to Charlestown. 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 All Dogs Frolick After Dark
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
Pet Friendly Yappy Hour at the Vineyard
Yappy Hour at the Vineyard This dog-friendly vineyard event features live music, a food truck, dog treats, toys and pet-friendly specials. The first 15 visitors can receive a free dog toy, and all furry friends get one free treat. Leashed dogs may enjoy the outdoor seating area but aren't permitted inside the Tasting Room. See Details
Bring Your Dog to the Game with the Reading Fightin Phils Bring Fido out to watch a Fightin Phils 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. Water stations will be available multiple areas, as well as a separate space for pets to do their business. See Details
Bethlehem Vintage Market Bring Fido along for a day of treasured finds! Explore a vibrant variety of vendors offering vintage clothing, unique collectibles, handmade jewelry and more. Food trucks will be available on site. See Details
Clam Jam Bring your pup along for a lively seafood street festival featuring delicious food, drinks, giveaways, local vendors, and adoptable dogs from the Lehigh Valley Humane Society. Guests can also visit the VIP area hosted by Tito’s Handmade Vodka and enjoy plenty of fun throughout the event. See Details
Woof Wednesdays with Chesapeake Baysox Leashed and vaccinated dogs are welcome to enjoy Bark in the Park! Please present current, valid vaccination tags at the gate before entering. The event will take place on the following dates: April 8, April 22, May 20, June 3, June 17, June 24, July 22, August 5, August 19 and September 2. See Details
Bark in the Park with the York Revolution Your furry friend can join you on scheduled Wednesdays throughout baseball season to watch a York Revolution 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. See Details
Harrisburg Senators Wet Nose Wednesdays Bring Fido to a baseball game and cheer on the Harrisburg Senators at home on select Wednesdays for Wet Nose Wednesday! Pet parents must sign a waiver when bringing their pup prior to entering. Visit the website for ticket information and game times. Please note that dogs aren't permitted in the Victory Club or on the UPMC Suite Level. See Details
Wet Nose Wednesday Cheer on the Lancaster Barnstormers and spend a night out with your canine friend. Pets are allowed on their lawn and in their dog-friendly sections, sections 25 and 26. See Details
Run for Thorncroft 5K Trail Run & 1-Mile Move-As-You-Please Leashed dogs are welcome to participate in this scenic 5K trail run/walk along varied terrain and an optional one-mile course. Afterward, enjoy live music, food trucks, and a beer garden for a festive day outdoors. See Details
Bark at Oriole Park with the Baltimore Orioles Bring your pup to a special ticketed baseball game experience where dogs sit with their humans in a designated seating area. Dog-friendly games are held on select dates throughout the season, so make sure to check the website's schedule to catch a game. There will be water stations and a pet relief area. Vaccinated, leashed dogs are welcome with a purchased dog ticket. See Details
Revolutionary War Encampment Weekend at Historic Cold Spring Village Bring Fido along and learn about the Revolutionary War. This event will feature encampments, weaponry displays and demonstrations from living history groups that depict various conflicts through the centuries. Please ensure dogs are leashed and picked up after, and note that your furry friend isn't permitted inside buildings. See Details
Southern Maryland Sunflower Festival Leashed dogs are welcome to join you at this fun, flowery festival! Enjoy acres of sunflowers, hay rides, photo opportunities, a local art show, vendors, a petting pen and more. 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
Puppies in the Pool at Killens Pond State Park Bring Fido for a splashing good time! Your pup will love escaping the heat and playing with other furry friends. Please note proof of dog license and current vaccinations are required for entry. There's a limit of one dog per owner. See Details
Doggie Dip Day - Labor Day Splash The pool opens just for dogs at this special end-of-summer event where dogs can enjoy two hours of splashing, playing, and wagging their tails in delight. All dogs must be vaccinated, socialized, and accompanied by an adult (18+), with a limit of two dogs per person. While humans can attend and supervise, swimming is reserved for the pups only. Collars with ID are required, and doggie life jackets are encouraged for extra peace of mind. See Details
Annual Doggie Dip at Devon Manor Swim Club Celebrate the end of the season with a splash as dogs take over the pool for a fun, public swim! Friendly pups who are up to date on vaccinations are welcome, with admission fees collected at the lower gate (cash only). Dogs under 30 pounds swim from 4:00–5:30 PM, followed by dogs over 30 pounds from 5:30–7:00 PM. See Details
Labor Day Weekend at Shipgarten This three-day weekend invites Fido and guests to enjoy fresh-off-the-grill classics, ice-cold beers, seasonal cocktails, and festive specials. Groove to live music and a DJ, join outdoor games, and more. There's an off-leash area for Fido to play and pup cups! See Details
Bark in the Park with Somerset Patriots Bring Fido out to the ballgame! All pet owners attending the game with their dog are asked to bring paperwork displaying proof of vaccination and their dog ID tag to be checked before entry outside the main gate. There will be a pre-game Pooch Parade around the warning track of the field, water stations available on concourse, giveaways, dog-related vendors and more for your pup. Every fan that plans on bringing their dog is required to fill out an online waiver in advance. Dogs don't need a separate ticket. Games for 2026 are scheduled for April 14, May 26, August 25 and September 8. See Details
Owings Mills New Town Community Association Doggie Paddle Bring Fido for an end-of-season puppy pool party! In case of inclement weather, please note that the rain date for the event is scheduled for Wednesday, September 9th. See Details
Charlestown, MD, US