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Community Events and Things to do in Annapolis, MD

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Community Day: Service & Connection
Saturday at 10:00 AM + 14 more
Washington · Temple Mother Earth
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Community Day: Service & Connection
Saturday at 10:00 AM + 14 more
Washington · Temple Mother Earth
Soiree on The Lane
Sat, May 30, 11:00 AM
Bethesda · Bethesda Row
Soiree on The Lane
Sat, May 30, 11:00 AM
Bethesda · Bethesda Row
JUNETEENTH ALEXANDRIA 2026
Fri, Jun 19, 6:00 PM
Alexandria · Athenaeum
JUNETEENTH ALEXANDRIA 2026
Fri, Jun 19, 6:00 PM
Alexandria · Athenaeum
7th Annual Juneteenth Freedom Day
Sat, Jun 20, 1:00 PM
Waldorf · Shops at Waldorf Center
7th Annual Juneteenth Freedom Day
Sat, Jun 20, 1:00 PM
Waldorf · Shops at Waldorf Center
Vendor Registration: African American Cultural Expo & Children's Book Fair
Sat, Jul 18, 10:00 AM
Waldorf · Capital Clubhouse
Vendor Registration: African American Cultural Expo & Children's Book Fair
Sat, Jul 18, 10:00 AM
Waldorf · Capital Clubhouse
4th Annual African American Cultural Expo & Children's Book Fair
Sat, Jul 18, 10:00 AM
Waldorf · Capital Clubhouse
4th Annual African American Cultural Expo & Children's Book Fair
Sat, Jul 18, 10:00 AM
Waldorf · Capital Clubhouse
6th Annual Back to School Bash Community Giveaway | The Empress Team
Sat, Aug 8, 3:00 PM
Randallstown · 4000 Offutt Rd
6th Annual Back to School Bash Community Giveaway | The Empress Team
Sat, Aug 8, 3:00 PM
Randallstown · 4000 Offutt Rd
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MoCA on the Move: Celebrating Spring Family Fun Series
Sunday at 10:00 AM + 3 more
Arlington · Metropolitan Park
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MoCA on the Move: Celebrating Spring Family Fun Series
Sunday at 10:00 AM + 3 more
Arlington · Metropolitan Park
2026 Scotland Juneteenth Heritage Festival Family Carnival
Fri, Jun 19, 11:00 AM
Bethesda · Cabin John Regional Park
2026 Scotland Juneteenth Heritage Festival Family Carnival
Fri, Jun 19, 11:00 AM
Bethesda · Cabin John Regional Park
Gum Springs Community Day: Honoring the life of Mattie L. Palmore
Sat, Jun 20, 11:00 AM
Hybla Valley · Martin Luther King Jr Park & Pool
Gum Springs Community Day: Honoring the life of Mattie L. Palmore
Sat, Jun 20, 11:00 AM
Hybla Valley · Martin Luther King Jr Park & Pool
PRIDE IN THE WEST END | RADIANCE FEST
Sun, Jun 14, 4:00 PM
Alexandria · Aslin Beer Company - Alexandria
PRIDE IN THE WEST END | RADIANCE FEST
Sun, Jun 14, 4:00 PM
Alexandria · Aslin Beer Company - Alexandria
PokeFair Renaissance
Sat, Jun 20, 10:00 AM
Gaithersburg · 16 Chestnut St
PokeFair Renaissance
Sat, Jun 20, 10:00 AM
Gaithersburg · 16 Chestnut St
PHIL DAY FEST: MERKADO
Sat, Jul 11, 5:00 PM
Falls Church · Crescendo Studios
PHIL DAY FEST: MERKADO
Sat, Jul 11, 5:00 PM
Falls Church · Crescendo Studios
Montgomery County Juneteenth Celebration
Sat, Jun 20, 1:00 PM
Germantown · BlackRock Center for the Arts
Montgomery County Juneteenth Celebration
Sat, Jun 20, 1:00 PM
Germantown · BlackRock Center for the Arts
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RenFest Southern Maryland
Leonardtown · Brüdergarten (Brü)
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RenFest Southern Maryland
Leonardtown · Brüdergarten (Brü)
KarmaFest Unity
Sat, Jun 13, 10:00 AM + 1 more
Havre de Grace · Steppingstone Farm Museum
KarmaFest Unity
Sat, Jun 13, 10:00 AM + 1 more
Havre de Grace · Steppingstone Farm Museum
Night at the Farm Museum
Sat, Jul 25, 5:00 PM
Westminster · 500 S Center St
Night at the Farm Museum
Sat, Jul 25, 5:00 PM
Westminster · 500 S Center St
Fairgrounds Takeover PT.2
Sat, Aug 29, 11:00 AM
Harrington · Delaware State Fairgrounds
Fairgrounds Takeover PT.2
Sat, Aug 29, 11:00 AM
Harrington · Delaware State Fairgrounds
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Kids Market at the Blue Line BBQ Brawl and Touch-A-Truck
Saturday at 1:00 PM
Lothian · 198 Mt Zion Marlboro Rd
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Kids Market at the Blue Line BBQ Brawl and Touch-A-Truck
Saturday at 1:00 PM
Lothian · 198 Mt Zion Marlboro Rd
Annapolis Open Market Festival
Sat, Jun 13, 10:00 AM
Annapolis · Quiet Waters Park
Annapolis Open Market Festival
Sat, Jun 13, 10:00 AM
Annapolis · Quiet Waters Park

Trends in Annapolis

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Frequently asked questions about Annapolis

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

JUNETEENTH ALEXANDRIA 2026

7th Annual Juneteenth Freedom Day

Vendor Registration: African American Cultural Expo & Children's Book Fair

4th Annual African American Cultural Expo & Children's Book Fair

Which events are currently trending in Annapolis?

The trending searches this month in Annapolis are:

kentucky derby maryland

anne arundel county

Which festival events are coming up?

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

Community Day: Service & Connection

Kids Market at the Blue Line BBQ Brawl and Touch-A-Truck

MoCA on the Move: Celebrating Spring Family Fun Series

Soiree on The Lane