Hey there, Annapolis Area Doulas fam. As the leaves start to turn and the air gets crisp, fall feels a little magical, doesn’t it? It’s the perfect season for family adventures, cozy moments, and making memories with your little ones.
If you’re wondering what’s happening around town this season, here’s a list of fun fall events in Anne Arundel County and nearby that are great for families (and perfect for baby-wearing parents too).
Local Fall Events to Mark on Your Calendar:
Maryland Corn Maze, Gambrills: mdcornmaze.com
Lose yourself in the twists and turns of the maze, then enjoy hayrides, pumpkin picking, and all sorts of farm fun.
Knightongale Farm, Harwood: knightongalefarm.com
Visit this local gem for a pumpkin patch, hayrides, a corn maze, and activities for all ages.
Greenstreet Gardens (Lothian) and Homestead Gardens (Davidsonville and Severna Park): visitannapolis.org
These farms turn into fall wonderlands filled with hayrides, corn pens, apple cider doughnuts, and plenty of photo ops.
Maryland Avenue Fall Festival, Annapolis — October 19, 2025: annapoliswaterfront.com
A cozy local street festival with live jazz, antiques, crafts, cider, and a relaxed family vibe.
Art @ the Park, Quiet Waters Park — October 11–12: annapoliswaterfront.com
Walk the trails, browse local art, sip cider, and enjoy kid-friendly activities in one of the prettiest parks around.
Maryland Renaissance Festival, Crownsville: aandgmanagement.com
Every weekend through mid-October, you can step back in time for costumes, crafts, and giant turkey legs.
Montpelier Farms Fall Festival: montpelierfarms.com
This one’s a favorite for families. There are barnyard animals, giant slides, a corn maze, pumpkin picking, and tons of photo spots.
Pro Tips for Families (Especially with Infants or Toddlers):
1. Go early or late for easier parking, fewer lines, and happier little ones.
2. Pack layers and snacks because fall weather likes to keep us guessing.
3. Carrier or stroller? A carrier usually wins on farms, but bring a stroller if the ground is smooth.
4. Take breaks when you need them. A quick car feed or diaper change can save the day.
5. Capture the moment because fall colors and baby smiles are pure magic.