Maryland Fairs, Festivals & Art Shows
Music Festivals 2025–2026
Cities / Towns
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Music Festivals 2025–2026


Attend Your Favorite Music Festivals in Annapolis, MD

 
Maryland Renaissance Festival
August 23 - October 19, 2025

Maryland Renaissance Festival

Crownsville Road, Annapolis, MD

Status: Updated 2/21/2025

A Renaissance-Medieval-Pirate Fair organized by Maryland Renaissance Festival, Ltd..
This Maryland Renaissance-Medieval-Pirate Fair will have crafts, fine art and fine craft exhibitors, and 42 food booths. There will be 10 stages with International, National and Regional talent and the hours will be Sat 10am-7pm, Sun 10am-7pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon 10am-7pm, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon 10am-7pm. Admission tickets are $8 - $30. This event will also include: children's area, games.
First Sunday Arts Festival - November
November 2, 2025

First Sunday Arts Festival - November

Downtown Annapolis, Annapolis, MD

Status: Updated 1/23/2025

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
Annapolis Chocolate Binge Festival
December 7, 2025

Annapolis Chocolate Binge Festival

Downtown Annapolis, Annapolis, MD

Status: Updated 7/16/2025

A Festival organized by Inner West Street Association.
This Maryland Festival will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-4pm. This event will also include demonstrations.
 
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