2026 Lights on the Bay MD with the SPCA of Anne Arundel County Mon, 23 Nov at 05:00 pm Sandy Point State Park USD 7 TO 100 HOLIDAY
Annapolis Chocolate Binge Festival Sun, 06 Dec at 11:00 am 53 West St, Annapolis, MD 21401-2420, United States FESTIVALS
Holiday Pops with vocalist Stephanie Waters Fri, 18 Dec at 07:30 pm 801 Chase St Ste 204, Annapolis, MD, United States, Maryland 21401 MUSIC
Mindi Abair - I Can't Wait For Christmas at Rams Head On Stage Sun, 06 Dec at 08:00 pm Rams Head On Stage
Christmas Traditions by Candlelight Tour Fri, 27 Nov at 11:00 am 186 Prince George St, Annapolis, MD 21401-1724, United States
Annual Holiday Celebration with the Eric Scott Trio Mon, 21 Dec at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23 HOLIDAY
Spend The Holidays Singing! Fri, 06 Nov at 09:00 pm 119 S Villa Ave, Annapolis, MD, United States, Maryland 21401 MUSIC
Annapolis Italian Christmas Market Sun, 06 Dec at 10:00 am 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401 NONPROFIT
The Great Annapolis Gingerbread Houses Contest Sun, 22 Nov at 10:00 am 26 West St, Annapolis, MD 21401-2421, United States CONTESTS
WED 11/25/26: Third Eye Holiday Homecoming / Games Giving! Wed, 25 Nov at 11:00 am 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 NONPROFIT
Maryland Hall Presents: A Charlie Brown Christmas with the Eric Byrd Trio Fri, 04 Dec at 06:00 pm 801 Chase St, Annapolis, MD, United States, Maryland 21401
1776: Yuletide in Revolutionary Annapolis Sat, 05 Dec at 02:00 pm 186 Prince George St, Annapolis, MD 21401-1724, United States
Atlanta Rhythm Section at Rams Head On Stage Thu, 21 Jan at 08:00 pm Rams Head On Stage TRIPS-ADVENTURES
Maryland Hall Presents: The Holidays with Canadian Brass Tue, 01 Dec at 07:00 pm 801 Chase St, Annapolis, MD, United States, Maryland 21401
Ballet Theatre of Maryland - The Nutcracker at Maryland Hall for the Creative Arts Sat, 12 Dec at 01:00 pm Maryland Hall for the Creative Arts ART
Christmas Traditions by Candlelight at the William Paca House Sat, 28 Nov 186 Prince George St, Annapolis, MD 21401-1724, United States HOLIDAY
A Festive Holiday Candlelight Experience in Annapolis, MD - Thursday, December 17th Thu, 17 Dec at 11:30 pm Unitarian Universalist Church of Annapolis MUSIC