Annapolis is the perfect place for your ghosts and goblins of all ages to celebrate Halloween! We've rounded up all the best family-friendly trunk or treats and Halloween events in the Annapolis Macaroni KID territory that also includes Crownsville, Davidsonville, and Edgewater. No need to search all over for your Halloween fun -- we've done that for you in this guide!
Please note this guide is for anything HALLOWEEN or Trunk or Treat related. There are a bunch of great fall-related events too - find them here in the Fall Fest & Family Fun Guide!
Check back often during October! We'll continue to update this guide as we learn of new events.
Did we miss any trunk or treats or Halloween events? Submit them here to our events calendar, and you'll see them on BOTH our calendar and right here in this guide.
🎃 Happy Halloween, MacKID Friends! 🎃
Thank you to our generous sponsor: Betty Center!
Betty Center, LLC is a women's center and therapy practice based in Annapolis, MD dedicated to women and their families seeking to heal, learn, connect, and grow.
We provide mental health therapy to individuals, children & teens, couples and families.
We also offer parent coaching, support groups, seminars, and connection & networking opportunities, as well as free consultations with local female professionals including coaches, financial planners, mortgage lenders and family law attorneys.
We offer women of all ages and life stages the opportunity to pursue their deepest personal, educational, professional, and social goals in a warm, welcoming, inclusive environment while fostering a sense of connection and community. Betty Center is truly unique.
We are a “gym for your brain”, a space to belong, and a balm for your soul.
2009 Tidewater Colony Drive, Suite B1 Annapolis, MD 21401 (301) 615-1117 |
Friday, October 3
Kids Costume Exchange hosted by Jing Ying Institute & Macaroni KID
Fall Festival & Trick or Treating at Children's Theatre of Annapolis
Special Historic Hauntings in Annapolis
Saturday, October 4
Special Historic Hauntings in Annapolis
Wednesday, October 8
Kids Costume Exchange hosted by Jing Ying Institute & Macaroni KID
Thursday, October 9
Special Historic Hauntings in Annapolis
Friday, October 10
Special Historic Hauntings in Annapolis
Saturday, October 11
Dia De Los Muertos (Day of the Dead) Festival
Halloween Open Mic @ Goshen Farm
Special Historic Hauntings in Annapolis
Thursday, October 16
Tractor Treat @ Homestead Gardens
Special Historic Hauntings in Annapolis
Friday, October 17
Macaroni KID BOO Basket Giveaway & Family Fun Night at Hansel Hill Farm
AACO Sheriff's Office 3rd Annual Trunk or Treat & Coat Giveback
Special Historic Hauntings in Annapolis
Saturday, October 18
Macaroni KID & Chesapeake Baysox Trunk or Treat
Kids Costume Exchange hosted by Jing Ying Institute & Macaroni KID
Special Historic Hauntings in Annapolis
Sunday, October 19
Maryland Avenue Fall Festival & Halloween Pup Parade
Thursday, October 23
Special Historic Hauntings in Annapolis
Pumpkin Painting at Chick-fil-A Edgewater
Friday, October 24
Homeschool Halloween Crafts at Kaleidoscope Workshop
Trunk or Treat / Fall Festival @ North Pool Pavilions
Pumpkin Walk at the Hammond-Harwood House
4th Annual Trunk or Treat @ Blue Crab Cupcakes
Special Historic Hauntings in Annapolis
Saturday, October 25
Halloween at the Wildberry Field Market
Mr. Paca's Story Time: "Trick or Treat on Scary Street" by Lance Bass
Haunted Harbour Day at Annapolis Harbour Center
Special Historic Hauntings in Annapolis
Fall Harvest Festival with Trunk or Treating at Pip Moyer Recreation Center
Trunk or Treat at The Lodge Annapolis
Trunk or Treat at Citizens Church
Sunday, October 26
Halloween Brunch & Costume Contest @ O'Loughlin's
Open House & Trunk or Treat at Coast Guard Station Annapolis
Monday, October 27
Pumpkin Painting at Chick-fil-A Edgewater
Wednesday, October 29
Trunk or Treat at Kiddie Academy of Annapolis
Thursday, October 30
Candlelight: Halloween Classics at Maryland Hall
Special Historic Hauntings in Annapolis
Friday, October 31
Trick or Treat at Elvaton Park Offices
Special Historic Hauntings in Annapolis
Big thanks again to the Betty Center, LLC for making our Trunk-or-Treat and Halloween Events Guide possible for area families!
Sponsors such the Betty Center help keep Macaroni KID a free community resource for all. Please support them whenever possible!
