Annapolis Family-Friendly Fall Activities 2026

33 family-friendly fall activities in Annapolis and nearby

Family-Friendly Fall Activities this weekend Oct 23–25

Sat24Oct BARCStoberfestBaltimore Illustration of a Halloween parade on a street with a smiling pumpkin float, costumed children and orange balloons overhead (BARCStoberfest) Sat24Oct The Great Baltimore Lantern Parade & FestivalBaltimore Illustration of a Halloween parade on a town street at dusk with a giant smiling pumpkin float and costumed children (The Great Baltimore Lantern Parade & Festival) Sat24Oct Family Flights and Frights: Trick-or-Treat at the MuseumCollege Park Illustration of two costumed trick or treaters with candy buckets on a dusk street of glowing houses and carved pumpkins (Family Flights and Frights: Trick-or-Treat at the Museum) Sat24Oct 2nd Annual Trunk or TreatElkridge Illustration of a row of cars with open trunks decorated for Halloween at sunset with balloons, pumpkins and costumed kids (2nd Annual Trunk or Treat) Sat24Oct Fall Festival & Trunk or Treat 2026Baltimore Illustration of a town square fall festival with striped pumpkin booths, costumed figures, and orange autumn trees (Fall Festival & Trunk or Treat 2026) Sat24Oct Halloween Tricks, Treats and TreesColumbia Illustration of a witch in a pointed hat reading a book in an orange armchair beside pumpkins, a lamp and black cats (Halloween Tricks, Treats and Trees)

Other Halloween categories in Annapolis

Illustration of a Halloween party at dusk with costumed characters around a punch bowl, a ghost, pumpkins and string lights AnnapolisHalloween Food, Drink, and Parties23 parties & tastings Illustration of a small haunted cottage with glowing windows, ghosts, jack-o'-lanterns and a black cat under a pale moon AnnapolisHaunted Experiences7 haunted attractions Illustration of a pumpkin character and a ghost performing on a small stage with red curtains before a costumed audience AnnapolisHalloween Movies, Theater, and Entertainment7 shows & screenings Illustration of white ghosts floating over houses with glowing windows and pumpkins, with a witch flying past a full moon AnnapolisUnique Halloween Events19 unique events

About Family-Friendly Fall Activities in Annapolis

Annapolis families can find Halloween entertainment at various locations.

Consider the Maryland Corn Maze in Gambrills for outdoor activities, or the Halloween Trunk or Treat at the Glen Burnie Library for a convenient community event.

Find Family-Friendly Halloween Fun on Our Map!

See all trunk-or-treats, pumpkin patches, and kid-friendly events nearby.

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Annapolis Halloween events map - Click to view interactive map
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