2024-2025 Festivals & Events The Annapolis area has an abundance of festivals and celebrations for the whole family! Some are a little further out of Annapolis, but are worth the drive. Here are all of the best fests to plan your schedule for the next 12 months. Some dates have not been set but are typically during the month as listed.
USA BMX East Coast Nationals, Severn, October 11-13 Art @ the Park, Annapolis, October 12-13 Annapolis Sailboat Show, Annapolis, October 10-14 Sunfest, Ocean City, October 24-27 Great Annapolis Pumpkins, Annapolis NOVEMBER First Sunday Arts Festival, Annapolis, November 3 Waterfowl Festival, Easton, November 8-10 Lights on the Bay, Sandy Point, November-January Annapolis Town Center Annual Christmas Tree Lighting, Annapolis Annapolis Jazz & Roots Festival, Annapolis DECEMBER Annapolis Chocolate Binge Festival, Annapolis Downtown Annapolis Grand Illumination, Eastport Yacht Club Lights, Annapolis Menorah Lighting at Annapolis Town Center, Annapolis, December Midnight Madness Downtown Annapolis New Years Eve Fireworks, Annapolis, Chesapeake Fire and Ice Festival, Easton Annapolis Restaurant Week, Annapolis, February-March MARCH Maryland Day Celebrations, Anne Arundel County, March 21-23 December 31 FEBRUARY Annapolis Running Festival, Annapolis St. Patrick’s Hooley, St. Patricks Day Parade, Shamrock the Dock, Annapolis APRIL Anne Arundel Asian Festival, Annapolis Annapolis Book Festival, Annapolis
Annapolis Film Festival, Annapolis Annapolis Spring Sailboat Show, Annapolis Bay Bridge Boat Show, Stevensville Eastern Shore Sea Glass & Coastal Arts Festival, St. Michaels Maryland Chicken Wing Festival, Annapolis MAY Annapolis Irish Festival, Crownsville Fairy House Festival, Annapolis First Sunday Arts Festivals, Annapolis, Starts May Let’s Go! Music Festival, Crownsville, May-June May Day in Annapolis, Annapolis May Day Fairie Festival, Essex Naptown Music Feast, Crownsville Santa Maria Cup, Annapolis Springfest, Ocean City US Naval Academy Commisioning Week, Annapolis JUNE Annapolis Greek Festival, June 1 Drink Maryland, Centerville, June 15 Giant National Capital Barbecue Battle, Washington, DC, June 22-23 Annapolis Arts Month, Annapolis Annapolis Juneteenth Parade & Festival Annapolis Pride Festival & Parade, Annapolis Bands in the Sand, Annapolis Cape St. Claire Strawberry Festival, Annapolis DMV R&B Neo Soul Winefest, Crownsville Naptown National Challenge, Annapolis
JULY Annapolis 4th of July Festival and Parade, Annapolis, July 4 First Sunday Arts Festival, Annapolis, July 7 Illuminate Annapolis Mind-Body-Arts Festival, Arnold, July 13 Plein Air Competition and Arts Festival, Easton, July 12-21 AUGUST Annapolis Rotary Crab Feast, Annapolis, August 2 Baltimore Artscape, Baltimore, August 2-4 First Sunday Arts Festival Annapolis, August 4 Maryland Renaissance Festival, Crownsville, August 24-October 20 SEPTEMBER First Sunday Arts Festival, Annapolis, September 1 Anne Arundel County Fair, Annapolis, September 11-15 Annapolis Songwriters Festival, September 12-15 Maryland Seafood Festival, Sandy Point, September 14-15 Maryland Folk Festival, Salisbury, September 20-22 Annapolis Baygrass Music Festival, Sandy Point, September 21-22 West Annapolis Oktoberfest, Annapolis, September 22 Oceans Calling Festival, Ocean City, September 27-29 Bohemian Black Festival, Severna Park Annapolis Italian Festival, Annapolis Kunta Kinte Festival, Annapolis OCTOBER Annapolis Powerboat Show, Annapolis, October 3-6 International Edgar Allan Poe Festival & Awards, Baltimore, October 4-6 First Sunday Arts Festival, Annapolis, October 6
All dates and times are correct at the time of publishing, but we always recommend double- checking the festival websites for any changes before finalizing your plans.
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