Dog Events in Chesapeake Beach, MD

There aren't any upcoming pet friendly events in Chesapeake Beach listed on at this time. However, you'll find information on all of the dog friendly events within a 20 mile radius of Chesapeake Beach below! If you happen to know of any others, please send an email to and our editor will add them to the website right away. You can browse all pet friendly events in Maryland to find something nearby, or call 877-411-FIDO to get a discounted rate on pet friendly hotels in Chesapeake Beach.


Bark ‘N Dash 5K and Family Dog Walk

Bring Fido to this energetic 5K race throughout the park! Well behaved and socialized dogs are welcome but must be kept on a short leash for the safety of all runners. Or, join The Family Dog Walk--a relaxing one mile stroll through the beautiful park trails for you and your pup. Registration is required. All proceeds benefit the local non-profit organization, Recreation Deeds for Special Needs.

Dog Friendly Trivia Night

The Old Stein Inn is Dog friendly ALL YEAR ROUND with a large enclosed, covered and patio that's heated in the winter AND opens up to an additional outdoor patio when it's nice out! Come Eat, Drink and Play Tail Waggin’ Trivia. You'll enjoy: • 5 Trivia rounds • Prizes from Dogwood Acres & Old Stein Inn for the winners • Free Raffle from Dogwood Acres Patio Entrance to the right of the main entrance – No dogs allowed in main restaurant. All leashed, social dogs are welcome.

Howl-O-Ween Barkin’ Bash

Bring your dog and join the fun at this 17th annual event! Enter your pup into a costume contest or test their training in the skills contests! Enjoy demonstrations, games, raffle drawings, and a variety of dog friendly exhibitors.

Howl-O-Ween Houndfest

You and your four-legged friends are invited to this fun event that is presented by Bowie Citizens for Local Animal Welfare. It will be a fun-filled afternoon including: • 50/50 Raffle • Live Music • Dog Costume Contest (scary, creative, and funny categories) • Dog Pie Eating Contest There is a $5.00 registration fee to participate in the costume & pie eating contest payable the day of the event.
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