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Annual Independence Day Bicycle Parade

Calling kids of all ages to decorate your bicycles, scooters, wagons, etc., for the annual Hillsmere Independence Day Bicycle Parade! Meet at the Key School gazebo by 10 AM on Sunday, July 4. At 10 AM, the parade will head down Hillsmere Drive to the beach for treats and social hour @ the small pavilion.

Annual Annapolis Santa Run

Hillsmere Pool

The Annapolis Santa Run – The Annapolis Santa Run visits communities throughout the Annapolis area to gather gifts for needy children.  The Annapolis Santa Run, sponsored by the Annapolis Firefighters Union, will pick up presents for needy children at the Hillsmere pool parking lot on Sunday, December 12, 6:00PM.  Bring the kids to see Santa Read More

Hillsmere Halloween Parade

Key School Gazebo @ Hillsmere & Carroll

  Calling all ghouls, goblins, and ghosts - Hillsmere’s Halloween Parade is scheduled for Sunday, October 30, starting at 1:00 pm. Please meet at The Key School gazebo at the corner of Hillsmere and Carroll Drives. We will parade to the beach and share some refreshments.  

Annual Oyster Roast

Hillsmere Beach - Walker Pavilion

Don't get caught saying awe shucks I missed the oyster feast.  Take an afternoon away from election robo calls and slurp some oysters with your neighbors at the Hillsmere Oyster Feast at the beach Saturday November 5 from 2:00 to 5:00 ish!  Rain or shine! 3 bushels of oysters will be served raw on the half Read More

Santa’s Caravan

Hillsmere Beach

Hillsmere Residents, The Santa Caravan is scheduled for December 4th. It starts at 5:30 pm at the Beach and after a tour through the neighborhood ends at the Beach. A block party follows on East Bayview, between Keuthe and Huse. Meet Santa at the block party and enjoy hot cider and cake. Decorated vehicles will Read More

Annapolis Santa’s Run

Hillsmere Pool

The Annapolis Santa Run visits communities throughout the Annapolis area to gather gifts for needy children.  The Annapolis Santa Run, sponsored by the Annapolis Firefighters Union, will pick up presents for needy children at the Hillsmere pool parking lot on Sunday, December 11, 6:00 pm.  Bring the kids to see Santa and please bring an Read More