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2026 festival Events and Things to do in Annapolis, MD

FEST Of SPRING 2026: Wine, Food & Music Festival
Sat, Jun 13, 1:00 PM
Baltimore · Carroll Park
FEST Of SPRING 2026: Wine, Food & Music Festival
Sat, Jun 13, 1:00 PM
Baltimore · Carroll Park
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Co.Lab Summer Solstice Festival
Sat, Jun 20, 12:00 PM
Baltimore · Checkerspot Brewing Company
Co.Lab Summer Solstice Festival
Sat, Jun 20, 12:00 PM
Baltimore · Checkerspot Brewing Company
Wine On The Water- Caribbean Wine & Arts Festival
Sun, Jun 7, 12:00 PM
Baltimore · 3301 Waterview Ave
Wine On The Water- Caribbean Wine & Arts Festival
Sun, Jun 7, 12:00 PM
Baltimore · 3301 Waterview Ave
Cultural Enrichment, Music, and Arts Festival
Wed, Aug 26, 10:00 AM
Laurel · Cultural Enrichment Center
Cultural Enrichment, Music, and Arts Festival
Wed, Aug 26, 10:00 AM
Laurel · Cultural Enrichment Center
Sales end soon
BSDC Spring Fling Community Celebration
Sunday at 2:00 PM
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
Sales end soon
BSDC Spring Fling Community Celebration
Sunday at 2:00 PM
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
Almost full
DMV R&B Wine Festival Vendor Sign Up
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Almost full
DMV R&B Wine Festival Vendor Sign Up
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Nigerian Independence Day Festival
Sun, Oct 11, 1:00 PM
Lanham · 9800 Good Luck Rd
Nigerian Independence Day Festival
Sun, Oct 11, 1:00 PM
Lanham · 9800 Good Luck Rd
SUNSET IN THE GARDEN WINE FESTIVAL Feat. Poetry and R&B
Sun, Jun 14, 3:00 PM
Washington · metrobar
SUNSET IN THE GARDEN WINE FESTIVAL Feat. Poetry and R&B
Sun, Jun 14, 3:00 PM
Washington · metrobar
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Juneteenth Jamboree 2026
Sat, Jun 20, 12:00 PM
Washington · Thurgood Marshall Child Development Center
Juneteenth Jamboree 2026
Sat, Jun 20, 12:00 PM
Washington · Thurgood Marshall Child Development Center
DC Coffee Festival
Sat, Oct 3, 9:00 AM + 5 more
Washington · Dock 5 at Union Market
DC Coffee Festival
Sat, Oct 3, 9:00 AM + 5 more
Washington · Dock 5 at Union Market
Going fast
Afro - Soca Wine Music & Food Festival Vendor Sign Up
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Going fast
Afro - Soca Wine Music & Food Festival Vendor Sign Up
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
T.A.A. Indie Fest '26
Fri, Jul 10, 6:00 PM + 3 more
Baltimore · Motor House
T.A.A. Indie Fest '26
Fri, Jul 10, 6:00 PM + 3 more
Baltimore · Motor House
Cameroonian Cultural Festival of North America
Fri, May 29, 10:00 AM
Washington · The Catholic University of America
Cameroonian Cultural Festival of North America
Fri, May 29, 10:00 AM
Washington · The Catholic University of America
Wine and Slow Jams: The Ultimate R&B Festival
Sat, Aug 8, 3:00 PM
Fort Washington · Rosecroft Raceway
Wine and Slow Jams: The Ultimate R&B Festival
Sat, Aug 8, 3:00 PM
Fort Washington · Rosecroft Raceway
2026 Hey Cousin Culture Fest
Sun, Aug 16, 1:00 PM
Silver Spring · Veterans Plaza
2026 Hey Cousin Culture Fest
Sun, Aug 16, 1:00 PM
Silver Spring · Veterans Plaza
The Annual Authors and Art Festival
Sat, Aug 29, 2:00 PM
Baltimore · Reginald F. Lewis Museum
The Annual Authors and Art Festival
Sat, Aug 29, 2:00 PM
Baltimore · Reginald F. Lewis Museum
Maryland Cigar Box Guitar Festival 2026
Sat, Sep 5, 1:00 PM
Baltimore · Union Craft Brewing
Maryland Cigar Box Guitar Festival 2026
Sat, Sep 5, 1:00 PM
Baltimore · Union Craft Brewing
The OLA Film Festival
Sat, Aug 1, 7:00 PM
Washington · Miracle Theatre
The OLA Film Festival
Sat, Aug 1, 7:00 PM
Washington · Miracle Theatre

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