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find Halloween events for every vibe.

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Madison
Holiday Events

Holiday events in Madison, MD

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Holidays

Annapolis Spooky Halloween: A Family Ghost Hunt
Thu, Oct 30, 5:00 PM + 55 more
Bloomsbury Square · 40 Francis St
Annapolis Spooky Halloween: A Family Ghost Hunt
Thu, Oct 30, 5:00 PM + 55 more
Bloomsbury Square · 40 Francis St
Autumn Harvest Brunch in Annapolis
Sun, Nov 23, 11:30 AM
New Point · 172 Green St
Autumn Harvest Brunch in Annapolis
Sun, Nov 23, 11:30 AM
New Point · 172 Green St
Sales end soon
KIYAH HOUSE Presents: An Inclusive Fall Festival at Montpelier Farms
Saturday at 2:30 PM
Leeland · Montpelier Farms
Sales end soon
KIYAH HOUSE Presents: An Inclusive Fall Festival at Montpelier Farms
Saturday at 2:30 PM
Leeland · Montpelier Farms
Halloween Fright Night: The Scare Returns II
Sat, Oct 25, 3:00 PM
Waldorf · Shark Bar And Seafood House
Halloween Fright Night: The Scare Returns II
Sat, Oct 25, 3:00 PM
Waldorf · Shark Bar And Seafood House
Maryland Yuletide Celebrations 2026
Fri, Jan 9, 6:00 PM
Parole · DoubleTree by Hilton Hotel Annapolis
Maryland Yuletide Celebrations 2026
Fri, Jan 9, 6:00 PM
Parole · DoubleTree by Hilton Hotel Annapolis
GOATMAN'S CAMP FEAR: Halloween Gathering
Sat, Oct 18, 7:00 PM
Brock Hall · Linville Manor (Bowie-Johnson House)
GOATMAN'S CAMP FEAR: Halloween Gathering
Sat, Oct 18, 7:00 PM
Brock Hall · Linville Manor (Bowie-Johnson House)
Nearly full
IAMSK Christmas Party
Sat, Dec 20, 12:00 PM
Huntington · Liberty Christian Church
Nearly full
IAMSK Christmas Party
Sat, Dec 20, 12:00 PM
Huntington · Liberty Christian Church
Live Arts Maryland presents Christmas with Cantori
Sun, Dec 7, 3:00 PM
Parole · Annapolis Mall
Live Arts Maryland presents Christmas with Cantori
Sun, Dec 7, 3:00 PM
Parole · Annapolis Mall
Sweet & Screened: A Retro Halloween for GrownUps
Sat, Oct 25, 6:30 PM
Huntington · The Green Coterie
Sweet & Screened: A Retro Halloween for GrownUps
Sat, Oct 25, 6:30 PM
Huntington · The Green Coterie
ECS Christmas Market
Sat, Nov 22, 9:00 AM
Delaware · 14511 Sycamore Rd
ECS Christmas Market
Sat, Nov 22, 9:00 AM
Delaware · 14511 Sycamore Rd
Spooky Kiddie Car‑nival – Waldorf, MD | Carnaval de Halloween para Niños
Fri, Oct 31, 6:00 PM
Huntington · Scandinavian Designs Furniture
Spooky Kiddie Car‑nival – Waldorf, MD | Carnaval de Halloween para Niños
Fri, Oct 31, 6:00 PM
Huntington · Scandinavian Designs Furniture
Haunted House Tour Murder Mystery
Sat, Oct 25, 7:00 PM
Huntington · 2960 Technology Pl
Haunted House Tour Murder Mystery
Sat, Oct 25, 7:00 PM
Huntington · 2960 Technology Pl
Sales end soon
Spooky Paint & Sip
Friday at 7:00 PM + 14 more
Morningside · 7477 Old Alexandria Ferry Rd
Sales end soon
Spooky Paint & Sip
Friday at 7:00 PM + 14 more
Morningside · 7477 Old Alexandria Ferry Rd
The Lil Monster's Ball
Sun, Oct 26, 2:00 PM
Essington · M Lounge Events Bowie
The Lil Monster's Ball
Sun, Oct 26, 2:00 PM
Essington · M Lounge Events Bowie
M LOUNGE EVENTS PRESENTS: MAGICAL HOLIDAY EVENTS FOR KIDS!
Sun, Oct 26, 2:00 PM + 4 more
Essington · M Lounge Events Bowie
M LOUNGE EVENTS PRESENTS: MAGICAL HOLIDAY EVENTS FOR KIDS!
Sun, Oct 26, 2:00 PM + 4 more
Essington · M Lounge Events Bowie
Pictures with Santa & The Grinch
Sun, Dec 7, 10:00 AM + 3 more
Essington · M Lounge Events Bowie
Pictures with Santa & The Grinch
Sun, Dec 7, 10:00 AM + 3 more
Essington · M Lounge Events Bowie
Just added!
Pumpkin Spice and Everything Nice
Tuesday at 5:00 PM
· Classique Atelier affiliated with Garnished-Events LLC
Just added!
Pumpkin Spice and Everything Nice
Tuesday at 5:00 PM
· Classique Atelier affiliated with Garnished-Events LLC
Sales end soon
Pumpkin Painting and Hocus Pocus Movie Showing with Winnie
Saturday at 1:00 PM
· Classique Atelier affiliated with Garnished-Events LLC
Sales end soon
Pumpkin Painting and Hocus Pocus Movie Showing with Winnie
Saturday at 1:00 PM
· Classique Atelier affiliated with Garnished-Events LLC
Just added!
Pumpkin Painting and Nightmare Before Christmas
Fri, Oct 24, 4:00 PM
· Classique Atelier affiliated with Garnished-Events LLC
Just added!
Pumpkin Painting and Nightmare Before Christmas
Fri, Oct 24, 4:00 PM
· Classique Atelier affiliated with Garnished-Events LLC
Just added!
Pumpkin Painting and Halloweentown
Sat, Oct 25, 11:00 AM
· Classique Atelier affiliated with Garnished-Events LLC
Just added!
Pumpkin Painting and Halloweentown
Sat, Oct 25, 11:00 AM
· Classique Atelier affiliated with Garnished-Events LLC

2 of 50

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Frequently asked questions about Madison

What are the best events to attend?

According to Eventbrite, the best events are:

Annapolis Spooky Halloween: A Family Ghost Hunt

Autumn Harvest Brunch in Annapolis

Halloween Fright Night: The Scare Returns II

Maryland Yuletide Celebrations 2026

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Spooky Paint & Sip

Pumpkin Painting and Hocus Pocus Movie Showing with Winnie

KIYAH HOUSE Presents: An Inclusive Fall Festival at Montpelier Farms

Pumpkin Spice and Everything Nice

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