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Arts & Entertainment

2024 Festivals

March 4, 2024 by Lynne Streeter Childress

Get your calendars out: the weather is turning warmer and festival season will be here before you know it. Make sure to put your faves on the calendar now! Maybe you’ll find a new fest to try? We’ve got you covered with the best of the fests all in one place:

MARCH

Annapolis Running Festival, March 9, Annapolis

St. Patrick’s Hooley, St, Patrick’s Day Parade, and Shamrock the Dock, March 15-17, Annapolis

Maryland Day Celebrations, March 22-24, Anne Arundel County

APRIL

Annapolis Film Festival, April 4-7, Annapolis

Maryland Chicken Wing Festival, April 6, Annapolis

Historic Inns Wedding Fair, April 7, Annapolis

Anne Arundel Asian Festival, April 7, Annapolis

Bay Bridge Boat Show, April 12-14, Stevensville

Eastern Shore Sea Glass & Coastal Arts Festival, April 20-21, St. Michaels

Annapolis Lemonfest, April 20-21, Annapolis

Santa Maria Cup, April 22-26, Annapolis

Annapolis Spring Sailboat Show, April 26-28, City Dock, Annapolis

Annapolis Book Festival, April 27, Annapolis

MAY

May Day in Annapolis, May 1, Annapolis

Annapolis Irish Festival, May 4, A. A. Co. Fairgrounds, Crownsville

May Day Fairie Festival, May 4-5, Essex

Fairy House Festival, May 4-31, Quiet Waters Park, Annapolis

Springfest, May 2-5, Ocean City

First Sunday Arts Festivals May 5, Annapolis

Naptown Music Feast, May 11, A.A. Co. Fairgrounds, Crownsville

US Naval Academy Commissioning Week, May 17-24, Annapolis

Oxford Fine Arts, May, Oxford

Let’s Go! Music Festival, May 31- June 2,  A. A. Co. Fairgrounds, Crownsville

JUNE

Annapolis Pride Parade and Festival, June 1, Annapolis

Cape St. Claire Strawberry Festival, June 1, Annapolis

First Sunday Arts Festival, June 2, Annapolis

Annapolis Arts Week, June 1-7, Annapolis

DMV R&B Neo Soul Winefest, June 15, A. A. Co. Fairgrounds, Crownsville

Annapolis Juneteenth Parade and Festival, June 21-22, Annapolis

Naptown National Challenge, June 26-28, Annapolis

JULY

Annapolis 4th of July Festival and Parade, July 4, Annapolis

First Sunday Arts Festival, July 7, Annapolis

Plein Air Competition and Arts Festival, July 12-21, Easton

Illuminate Annapolis Mind-Body-Arts Festival, July 13, Arnold

AUGUST

Annapolis Rotary Crab Feast, August 2, Annapolis

Baltimore Artscape, August 2-4, Baltimore

First Sunday Arts Festival, August 4, Annapolis

Maryland Renaissance Festival, August 24-October 20,  Crownsville

SEPTEMBER

First Sunday Arts Festival, September 1, Annapolis

Anne Arundel County Fair, September 11-15, Annapolis

Maryland Seafood Festival, September 14-15, Sandy Point State Park, Annapolis

Maryland Folk Festival, September 20-22, Salisbury

Annapolis Baygrass Music Festival, September 21-22, Sandy Point Park, Annapolis

Oceans Calling Festival, September 27-29, Ocean City

OCTOBER

Great Annapolis Pumpkins, October, Annapolis 

International Edgar Allan Poe Festival & Awards, October, Baltimore

Kunta Kinte Festival, October, Annapolis

Annapolis Powerboat Show, October 3-6, City Dock, Annapolis

First Sunday Arts Festival, October 6, Annapolis

USA BMX East Coast Nationals, October 11-13, Severn 

Art @ the Park– October 12-13, Quiet Waters Park, Annapolis

Annapolis Sailboat Show, October 10-14, City Dock, Annapolis

Sunfest, October 24-27, Ocean City

NOVEMBER

Annapolis Town Center Annual Christmas Tree Lighting, November, Annapolis

First Sunday Arts Festival, November 3, Annapolis

Waterfowl Festival, November 8-10, Easton

Lights on the Bay – November 2024- January 1, 2025, Sandy Point State Park, Annapolis

DECEMBER

Annapolis Chocolate Binge Festival, December, Annapolis

Menorah Lighting Annapolis Town Center, December, Annapolis

Eastport Yacht Club Lights, December, Annapolis

Downtown Annapolis Grand Illumination, December 1, Annapolis

Midnight Madness in Downtown Annapolis, December 5, 12, and 18, Annapolis

*All dates and times are accurate as of press time, but we always recommend double-checking the festival websites for any changes before finalizing your plans.

LetsGo5: Rock out at the Let’s Go Music Festival! Photo courtesy of Let’s Go Music Festival.
MarylandDay: Enjoy some historical sites for Maryland Day! Photo courtesy of Chelsea Harrison.
RenFest: Jousting at the Maryland Renaissance Festival is always a kid favorite! Photo courtesy of Chelsea Harrison.
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Category: Arts & EntertainmentTag: Annapolis, Event, Family Friendly See all posts by Lynne Streeter Childress

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