Maryland Renaissance Festival at Maryland Renaissance Festival Sun, 27 Sep Maryland Renaissance Festival FESTIVALS
BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20 Sat, 19 Sep at 10:00 am 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409 MUSIC-FESTIVALS
21st Annual Boatyard Beach Bash Sat, 19 Sep at 04:00 pm 723 2nd St, Annapolis, MD, United States, Maryland 21403 MUSIC
Annapolis Fall Italian Festa 2026 Sun, 20 Sep at 10:00 am 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401 NONPROFIT
36th Annual Kunta Kinte Heritage Festival Sat, 26 Sep at 12:00 pm Navy–Marine Corps Memorial Stadium FESTIVALS
Annapolis First Sunday Arts Festival Sun, 03 May Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 FESTIVALS
Michael Cleveland in Annapolis Sun, 20 Sep at 07:00 pm Annapolis Baygrass Music Festival MUSIC-FESTIVALS
Jim's Marine at the Annapolis Powerboat Show Thu, 08 Oct at 10:00 am Annapolis City Dock TRIPS-ADVENTURES
Maryland Renaissance Festival - Photo Meetup 2026 Sat, 26 Sep at 11:00 am Maryland Renaissance Festival USD 4 TO 29 FESTIVALS
Walt Wilkins and Marc Douglas Berardo in Annapolis Wed, 23 Sep at 08:00 pm 49 West Coffeehouse, Gallery and Winebar USD 23 FITNESS
The Taste: Celebrate the Chesapeake in Maryland Thu, 24 Sep at 06:00 pm The Atreeum at Soaring Timbers USD 50 TO 500 FITNESS
Navy Midshipmen Football vs. Temple Owls Football Sat, 07 Nov at 12:00 am Navy Marine Corps Memorial Stadium SPORTS
Annapolis Chocolate Binge Festival Sun, 06 Dec at 11:00 am 53 West St, Annapolis, MD 21401-2420, United States FESTIVALS
St. John’s Block Party Sat, 24 Oct at 12:00 pm 970 St. John’s Drive, Annapolis, MD 21409 ENTERTAINMENT
Cape Conservation Corps Native Plant Fest and Sale Sat, 26 Sep at 09:00 am 1223 River Bay Rd annapolis FESTIVALS
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
Mac Heat @ First Sunday Arts Festival Sun, 04 Oct at 11:00 am West St, Annapolis, MD 21401, United States FESTIVALS
PMA at Unplugged at First Sunday Arts Festival Sun, 01 Nov at 02:00 pm First Sunday Arts Festival FESTIVALS
Amelia White and Meg Murray in Annapolis Mon, 15 Mar at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23 FITNESS
Fall Festival - Free Entry - Saturday September 9th 10 am - 5 p.m. Sat, 19 Sep at 10:00 am Ridge Grow FOOD-DRINKS