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find Halloween events for every vibe.

Events in Shady Side, MD

Search for something you love or check out popular events in your area.

The Annual Black Owned Small Business Expo Fall 2025
Sat, Nov 29, 10:00 AM
Upper Marlboro · The Show Place Arena
The Annual Black Owned Small Business Expo Fall 2025
Sat, Nov 29, 10:00 AM
Upper Marlboro · The Show Place Arena
Taste of Fall on West Street
Sun, Nov 9, 2:00 PM
Annapolis · 53 West St
Taste of Fall on West Street
Sun, Nov 9, 2:00 PM
Annapolis · 53 West St
Going fast
Ballet Theatre of Maryland presents "The Nutcracker"
Sun, Dec 14, 1:00 PM
Annapolis · Maryland Hall
Going fast
Ballet Theatre of Maryland presents "The Nutcracker"
Sun, Dec 14, 1:00 PM
Annapolis · Maryland Hall
Annapolis Chocolate Binge Festival 2025
Sun, Dec 7, 11:00 AM
Annapolis · 53 West St
Annapolis Chocolate Binge Festival 2025
Sun, Dec 7, 11:00 AM
Annapolis · 53 West St
Twilight: Taste & Sip at Homestead Gardens
Fri, Nov 21, 6:00 PM
Davidsonville · Homestead Gardens
Twilight: Taste & Sip at Homestead Gardens
Fri, Nov 21, 6:00 PM
Davidsonville · Homestead Gardens
Almost full
150 Years of Light on the Chesapeake
Sun, Nov 23, 4:00 PM
Annapolis · Annapolis Maritime Museum & Park
Almost full
150 Years of Light on the Chesapeake
Sun, Nov 23, 4:00 PM
Annapolis · Annapolis Maritime Museum & Park
Blackberry Acres: A Family Reunion – The Black Cowboy & Cowgirl Celebration
Sat, Nov 8, 12:00 PM
Upper Marlboro · The REAL
Blackberry Acres: A Family Reunion – The Black Cowboy & Cowgirl Celebration
Sat, Nov 8, 12:00 PM
Upper Marlboro · The REAL
Coach Gainous
Sat, Nov 8, 11:00 AM
Edgewater · Yellowfin Steak & Fish House, Edgewater Maryland
Coach Gainous
Sat, Nov 8, 11:00 AM
Edgewater · Yellowfin Steak & Fish House, Edgewater Maryland
Going fast
Fall In Love with Beige
Sat, Nov 8, 12:00 PM
Annapolis · Beige Atelier Regenerative & Aesthetic Medicine
Going fast
Fall In Love with Beige
Sat, Nov 8, 12:00 PM
Annapolis · Beige Atelier Regenerative & Aesthetic Medicine
The WE C.A.R.E.™ Conference 2025
Wed, Nov 19, 8:30 AM
Annapolis · 801 Chase St
The WE C.A.R.E.™ Conference 2025
Wed, Nov 19, 8:30 AM
Annapolis · 801 Chase St
Sales end soon
Basic Sex Offender Interview Specialist Course - Fall 2025
Monday at 8:00 AM
Annapolis · Westin Annapolis
Sales end soon
Basic Sex Offender Interview Specialist Course - Fall 2025
Monday at 8:00 AM
Annapolis · Westin Annapolis
The Moment Live Band & Show
Today at 7:00 PM
Annapolis · 1707 Forest Dr
The Moment Live Band & Show
Today at 7:00 PM
Annapolis · 1707 Forest Dr
THE SAMPLES
Thu, Nov 20, 7:30 PM
Annapolis · Annapolis Smokehouse And Tavern
THE SAMPLES
Thu, Nov 20, 7:30 PM
Annapolis · Annapolis Smokehouse And Tavern
Sales end soon
The Witching Hour Soirée - an Enchanting Halloween Party
Today at 6:00 PM
Annapolis · 172 Green St
Sales end soon
The Witching Hour Soirée - an Enchanting Halloween Party
Today at 6:00 PM
Annapolis · 172 Green St
Almost full
Sailing Foundation Summit 2025
Fri, Nov 21, 4:00 PM
Annapolis · 510 Severn Ave
Almost full
Sailing Foundation Summit 2025
Fri, Nov 21, 4:00 PM
Annapolis · 510 Severn Ave
THREADS OF DEVINE- LEGACY THAT SPEAKS FASHION
Today at 5:00 PM
Upper Marlboro · GirlFit Workout Studio
THREADS OF DEVINE- LEGACY THAT SPEAKS FASHION
Today at 5:00 PM
Upper Marlboro · GirlFit Workout Studio
50 Shades of Red Masquerade Ball
Sat, Nov 8, 5:00 PM
Upper Marlboro · 5010 Brown Station Rd
50 Shades of Red Masquerade Ball
Sat, Nov 8, 5:00 PM
Upper Marlboro · 5010 Brown Station Rd
Going fast
The Prisoner Wine Dinner - Chart House Prime
Thursday at 7:00 PM
Annapolis · Chart House
Going fast
The Prisoner Wine Dinner - Chart House Prime
Thursday at 7:00 PM
Annapolis · Chart House
Almost full
AmericanK9's Puppies & Pizza Party
Tue, Nov 11, 4:30 PM
Davidsonville · 3869 Birdsville Rd
Almost full
AmericanK9's Puppies & Pizza Party
Tue, Nov 11, 4:30 PM
Davidsonville · 3869 Birdsville Rd
Annapolis High School 20th Reunion
Fri, Nov 28, 6:00 PM
Annapolis · West End Grill
Annapolis High School 20th Reunion
Fri, Nov 28, 6:00 PM
Annapolis · West End Grill

Trends in Shady Side

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Frequently asked questions about Shady Side

What are the best events to attend?

According to Eventbrite, the best events are:

The Annual Black Owned Small Business Expo Fall 2025

Taste of Fall on West Street

Ballet Theatre of Maryland presents "The Nutcracker"

Annapolis Chocolate Binge Festival 2025

Which events are currently trending in Shady Side?

The trending searches this month in Shady Side are:

baltimore taco festival

Which events are coming up?

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

THREADS OF DEVINE- LEGACY THAT SPEAKS FASHION

The Witching Hour Soirée - an Enchanting Halloween Party

The Moment Live Band & Show

Basic Sex Offender Interview Specialist Course - Fall 2025