Halloween Fun in the Chesapeake: Oct. 24-25

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Kids in costumes trick-or-treating
(Yaroslav Shuraev via Pexels)

Halloween is coming soon, and these community events are the perfect way to get into the spooky mood! Dress up yourself, your kids and even your pets for a full weekend of family-friendly Halloween fun.

Pumpkin Walk

Oct. 24, 4-6 p.m.

Hammond Harwood House | 19 Maryland Ave., Annapolis, MD 21401

This not-so-scary annual event is the perfect way to have some Halloween fun as a family. Visitors can explore the Hammond Harwood House decorated for Halloween and take part in a costume parade led by children’s songwriter and storyteller Frolic the Fox. Entertainment and refreshments for adults will also be available. 

$25 per family | hammondharwoodhouse.org/event/pumpkin-walk-4

Halloween Field Market at Wildberry

Oct. 25, 9 a.m.-1 p.m. (rain date Oct. 26)

Wildberry Farm + Market | 1047 Saint Stephens Church Road Crownsville, MD 21032

Wildberry Farm is hosting a special version of its regular farm market for Halloween, where visitors are encouraged to wear costumes, trick-or-treat at the market and take part in fun kids’ activities. Parents can shop from local vendors and sample delicious farm-to-table food! 

Free | wildberryfarmlifestyle.com

Puppypalooza Howl-o-Ween Pawty

Oct. 25, noon-2 p.m.

Pherm Brewing Company | 1041 MD-3, Gambrills, MD 21054

Dress up your dogs for this fun Halloween event for a good cause! Pups can take part in a costume contest and pie-eating contest, and there will be plenty of treats for humans available as well. All donations benefit Dragonfly Acres Farm, a local nonprofit focused on farm-based education.

Free | phermbrewing.com/event/puppypalooza-howl-o-ween-pawty/