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Home
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Madison
Community Events Next Month

Community Events and Things to do in Madison, MD next month

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Next month

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Almost full
Visit the Quaint Town of St. Michaels & Enjoy a Winery Tasting Tour
Thu, May 7, 9:00 AM
St. Michaels · St. Michaels Maryland
Almost full
Visit the Quaint Town of St. Michaels & Enjoy a Winery Tasting Tour
Thu, May 7, 9:00 AM
St. Michaels · St. Michaels Maryland
Music In The Woods- Spring Jam Kickoff
Sat, May 16, 3:00 PM
Cambridge · Cedar Meadow Rod & Gun Club
Music In The Woods- Spring Jam Kickoff
Sat, May 16, 3:00 PM
Cambridge · Cedar Meadow Rod & Gun Club
Preakness Party
Sat, May 16, 5:00 PM
Vienna · Layton's Chance Vineyard & Winery
Preakness Party
Sat, May 16, 5:00 PM
Vienna · Layton's Chance Vineyard & Winery
The Obsession Homecoming
Sat, May 2, 8:00 PM
Prince Frederick · 2105 Sixes Rd
The Obsession Homecoming
Sat, May 2, 8:00 PM
Prince Frederick · 2105 Sixes Rd
Sotterley Presents: People and Perspectives with Edna Cummings
Wed, May 20, 7:00 PM
Hollywood · Historic Sotterley
Sotterley Presents: People and Perspectives with Edna Cummings
Wed, May 20, 7:00 PM
Hollywood · Historic Sotterley
RenFest Southern Maryland
Leonardtown · Brüdergarten (Brü)
RenFest Southern Maryland
Leonardtown · Brüdergarten (Brü)
Folklife Summer Workshops
Sat, May 30, 10:00 AM
Saint Marys City · St. Mary's College of Maryland
Folklife Summer Workshops
Sat, May 30, 10:00 AM
Saint Marys City · St. Mary's College of Maryland
3rd Annual National Urban Farm Festival
Sat, May 2, 10:00 AM
Upper Marlboro · 17230 Swanson Rd
3rd Annual National Urban Farm Festival
Sat, May 2, 10:00 AM
Upper Marlboro · 17230 Swanson Rd
Bethel Historical Society Farmer's Market
Sat, May 2, 9:00 AM + 1 more
Bethel · 312 1st St
Bethel Historical Society Farmer's Market
Sat, May 2, 9:00 AM + 1 more
Bethel · 312 1st St
Walking Tour: Lost History of Frederick (Bailey) Douglass in Old Annapolis
Fri, May 22, 10:30 AM
Annapolis · Kunta Kinte-Alex Haley Memorial
Walking Tour: Lost History of Frederick (Bailey) Douglass in Old Annapolis
Fri, May 22, 10:30 AM
Annapolis · Kunta Kinte-Alex Haley Memorial
DC Black Pride Ultimate Pool Party
Sun, May 24, 6:00 PM
Upper Marlboro · DC Black Pride Ultimate Pool Party
DC Black Pride Ultimate Pool Party
Sun, May 24, 6:00 PM
Upper Marlboro · DC Black Pride Ultimate Pool Party
For The Joy
Fri, May 8, 6:00 PM
Upper Marlboro · Kettering Baptist Church
For The Joy
Fri, May 8, 6:00 PM
Upper Marlboro · Kettering Baptist Church
Just added
First Annual Period Pack Party
Sat, May 16, 10:00 AM
Annapolis · 15 Parole St
Just added
First Annual Period Pack Party
Sat, May 16, 10:00 AM
Annapolis · 15 Parole St
Annual MD Mother Of the Year Event
Sun, May 31, 1:00 PM
Waldorf · 2932 Mattawoman Beantown Rd
Annual MD Mother Of the Year Event
Sun, May 31, 1:00 PM
Waldorf · 2932 Mattawoman Beantown Rd
LaCasa's 4th Annual Kentucky Derby Experience 2026
Sat, May 2, 3:00 PM
Waldorf · LaCasa of Waldorf
LaCasa's 4th Annual Kentucky Derby Experience 2026
Sat, May 2, 3:00 PM
Waldorf · LaCasa of Waldorf
TALK YOUR SUIT! ♥️♣️ A Conversation Game Night@ The Free State Distillery,
Thu, May 7, 6:00 PM
Upper Marlboro · The Free State Distillery, Inc
TALK YOUR SUIT! ♥️♣️ A Conversation Game Night@ The Free State Distillery,
Thu, May 7, 6:00 PM
Upper Marlboro · The Free State Distillery, Inc
151st Preakness Watch Party
Sat, May 16, 4:00 PM
Upper Marlboro · The Free State Distillery, Inc
151st Preakness Watch Party
Sat, May 16, 4:00 PM
Upper Marlboro · The Free State Distillery, Inc
Pop-Up & Grow Weekend Market
Sat, May 2, 11:00 AM + 9 more
Waldorf · 2925 Festival Way
Pop-Up & Grow Weekend Market
Sat, May 2, 11:00 AM + 9 more
Waldorf · 2925 Festival Way
Just added
2026 Senior Cap & Crown: Creative Experience
Thu, May 28, 6:30 PM
Waldorf · The Space by LBI Collective
Just added
2026 Senior Cap & Crown: Creative Experience
Thu, May 28, 6:30 PM
Waldorf · The Space by LBI Collective
Forage Walk w/ Afro Forager x Lakay Goods!
Sat, May 2, 11:00 AM
Bowie · Governor Bridge Natural Area Parking Lot
Forage Walk w/ Afro Forager x Lakay Goods!
Sat, May 2, 11:00 AM
Bowie · Governor Bridge Natural Area Parking Lot

1 of 36

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Frequently asked questions about Madison

What are the best events to attend next month?

According to Eventbrite, the best events next month are:

Visit the Quaint Town of St. Michaels & Enjoy a Winery Tasting Tour

Music In The Woods- Spring Jam Kickoff

Preakness Party

The Obsession Homecoming

Which events are coming up?

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

Bethel Historical Society Farmer's Market

3rd Annual National Urban Farm Festival

Pop-Up & Grow Weekend Market

Forage Walk w/ Afro Forager x Lakay Goods!

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