Annapolis Fall Italian Festa 2026 Sun, 20 Sep at 10:00 am 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401 NONPROFIT
Annapolis First Sunday Arts Festival Sun, 03 May Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 FESTIVALS
Southern Culture On the Skids at Rams Head On Stage Sat, 26 Sep at 08:00 pm Rams Head On Stage CALENDAR
Michael Cleveland in Annapolis Sun, 20 Sep at 07:00 pm Annapolis Baygrass Music Festival MUSIC-FESTIVALS
Candlelight: A Haunted Evening of Halloween Classics Thu, 29 Oct at 08:45 pm Maryland Hall USD 31 TO 76 CANDLELIGHT-CONCERTS
Party in the Port 2026 Sat, 17 Oct at 06:00 pm 317 First St, Annapolis, MD, United States, Maryland 21403 MUSIC
The Sound of Liberty: Celebrating America 250 Sun, 20 Sep at 04:00 pm St Margarets Episcopal Church USD 0 TO 25 FITNESS
Candlelight: 90s Unplugged Thu, 29 Oct at 06:30 pm Maryland Hall For The Creative Arts CANDLELIGHT-CONCERTS
Annapolis Chocolate Binge Festival Sun, 06 Dec at 11:00 am 53 West St, Annapolis, MD 21401-2420, United States FESTIVALS
Candlelight: Coldplay & Imagine Dragons Sat, 21 Nov at 06:45 pm Maryland Hall USD 41 TO 87 ENTERTAINMENT
Ari Hest at 49 West in Annapolis, MD Mon, 16 Nov at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23 FITNESS
Bountiful Harvest - Costumes & Cocktails Fri, 23 Oct at 07:00 pm 10 Hudson St, Annapolis, MD, United States, Maryland 21401 MUSIC
St. John’s Block Party Sat, 24 Oct at 12:00 pm 970 St. John’s Drive, Annapolis, MD 21409 ENTERTAINMENT
🎷 Jazz Night at Reynolds Tavern — Every Wednesday! 🎷 Wed, 23 Sep at 06:30 pm 7 Church Cir, Annapolis, MD, United States, Maryland 21401 MUSIC
AND Creative Film Club (September) - "a Ghost Story" (2017 by David Lowery) Fri, 25 Sep at 06:00 pm AND Creative Studio USD 18 ENTERTAINMENT
ITZALL Goode and SHC Music Tribe Present Pete Best and Dana Cooper Mon, 19 Oct at 07:30 pm 49 West Coffeehouse, Winebar & Gallery FREE FITNESS
North Mississippi Allstars at Rams Head On Stage Thu, 08 Oct at 08:00 pm Rams Head On Stage TRIPS-ADVENTURES
Mindi Abair - I Can't Wait For Christmas at Rams Head On Stage Sun, 06 Dec at 08:00 pm Rams Head On Stage
Alan Dale Trio - Multicolored Blue Sun, 27 Sep at 07:00 pm 49 West Coffeehouse, Winebar & Gallery MUSIC
Candlelight: Valentine’s Day Special Sat, 13 Feb at 08:45 pm Maryland Hall USD 31 TO 73 CANDLELIGHT-CONCERTS
Mac Heat @ First Sunday Arts Festival Sun, 04 Oct at 11:00 am West St, Annapolis, MD 21401, United States FESTIVALS
MUTLU with Special Guest, Noah Pierre in Annapolis, MD Mon, 21 Sep at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23 FITNESS
Feast on the Farm: A Celebration of Conservation Sat, 24 Oct at 03:00 pm Mas Que Farm USD 215 TO 269 FITNESS
A Night with Reagan Keys, SleepySmile, Outnumbered & SIDEQUEST! Live Fri, 25 Sep at 06:30 pm Log Rhythm Records Studio USD 15 FITNESS
Candlelight - 90s Unplugged at Maryland Hall for the Creative Arts Thu, 29 Oct Maryland Hall for the Creative Arts ART
PMA at Unplugged at First Sunday Arts Festival Sun, 01 Nov at 02:00 pm First Sunday Arts Festival FESTIVALS
Navy Midshipmen Mens Basketball vs. American University Eagles Mens Basketball Sat, 13 Feb at 12:00 am Alumni Hall - MD SPORTS
Atlanta Rhythm Section at Rams Head On Stage Thu, 21 Jan at 08:00 pm Rams Head On Stage TRIPS-ADVENTURES
Amelia White and Meg Murray in Annapolis Mon, 15 Mar at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23 FITNESS