Five for Fighting with String Quartet at Rams Head On Stage Sun, 18 Oct at 08:00 pm Rams Head On Stage TRIPS-ADVENTURES
Candlelight: A Haunted Evening of Halloween Classics Thu, 29 Oct at 08:45 pm Maryland Hall USD 31 TO 76 CANDLELIGHT-CONCERTS
Annapolis First Sunday Arts Festival Sun, 03 May Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 FESTIVALS
Dia de Los Muertos & Other Festivals of the Dead Fri, 09 Oct at 07:30 pm 49 West Coffeehouse, Winebar & Gallery FESTIVALS
Party in the Port 2026 Sat, 17 Oct at 06:00 pm 317 First St, Annapolis, MD, United States, Maryland 21403 MUSIC
Navy Midshipmen Football vs. Temple Owls Football Sat, 07 Nov at 03:30 pm Navy Marine Corps Memorial Stadium SPORTS
The Carole King & James Taylor Story - Tribute Show Sat, 10 Oct at 07:00 pm Rams Head On Stage TRIPS-ADVENTURES
2nd Annual Wellness & Waves Yacht Event 2026 Sat, 17 Oct at 05:00 pm Annapolis City Dock USD 189 TO 509 HEALTH-WELLNESS
Rams Head Presents Lalah Hathaway (Annapolis, MD) Mon, 16 Nov at 08:00 pm 801 Chase St, Annapolis, MD, United States, Maryland 21401 MUSIC
Feast on the Farm: A Celebration of Conservation Sat, 24 Oct at 03:00 pm Mas Que Farm USD 215 TO 269 FITNESS
Candlelight: 90s Unplugged Thu, 29 Oct at 06:30 pm Maryland Hall For The Creative Arts CANDLELIGHT-CONCERTS
Candlelight: Coldplay & Imagine Dragons Sat, 21 Nov at 06:45 pm Maryland Hall USD 41 TO 87 CANDLELIGHT-CONCERTS
Bountiful Harvest - Costumes & Cocktails Fri, 23 Oct at 07:00 pm 10 Hudson St, Annapolis, MD, United States, Maryland 21401 MUSIC
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 MUSIC
St. John’s Block Party Sat, 24 Oct at 12:00 pm 970 St. John’s Drive, Annapolis, MD 21409 ENTERTAINMENT
Herman's Hermits Starring Peter Noone at Rams Head On Stage Sun, 22 Nov at 04:30 pm Rams Head On Stage CALENDAR
Ari Hest at 49 West in Annapolis, MD Mon, 16 Nov at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23 FITNESS
Candlelight: Queen vs. The Beatles Sat, 21 Nov at 04:30 pm Maryland Hall USD 29 TO 66 CANDLELIGHT-CONCERTS
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
Candlelight - 90s Unplugged at Maryland Hall for the Creative Arts Thu, 29 Oct Maryland Hall for the Creative Arts ART
Forces of Nature Fri, 06 Nov at 07:30 pm 801 Chase St Ste 204, Annapolis, MD, United States, Maryland 21401 ENTERTAINMENT
What the Trees Know: A Fall Sound Bath for What You're Ready to Release Fri, 30 Oct at 07:00 pm 333 Dubois Rd USD 44 TO 80 HEALTH-WELLNESS
Evan Honer: It’s An Even Longer Road Tour w/ Special Guest Zach Seabaugh Mon, 19 Oct at 08:00 pm Rams Head On Stage SPORTS
Candlelight: Valentine’s Day Special Sat, 13 Feb at 08:45 pm Maryland Hall USD 31 TO 73 ENTERTAINMENT
Adrenalize - The Ultimate Def Leppard Experience @ Rams Head On Stage Fri, 08 Jan at 08:00 pm Rams Head On Stage MUSIC
Celebrate the Severn with FASO at Annapolis Yacht Club Wed, 21 Oct at 05:00 pm Annapolis Yacht Club MUSIC
Dream Punch, Light Beams, PLRLS, Chain Puller at Metropolitan Fri, 30 Oct at 07:00 pm Metropolitan Kitchen & Lounge USD 15 PERFORMANCES
PMA at Unplugged at First Sunday Arts Festival Sun, 01 Nov at 02:00 pm First Sunday Arts Festival FESTIVALS
Billy Prine presents Songs and Stories of John Prine at Rams Head On Stage Sat, 16 Jan at 01:00 pm Rams Head On Stage
Annual Holiday Celebration with the Eric Scott Trio Mon, 21 Dec at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23 HOLIDAY
T Rose Bridal Show Annapolis 2026 Sun, 06 Dec at 12:00 pm Crowne Plaza Annapolis by IHG USD 18 FITNESS
Papa Lebas & Gumbo Ya Ya featuring Joe Krown and Corey Arceneaux Tue, 10 Nov at 08:00 pm Rams Head On Stage ENTERTAINMENT
Spend The Holidays Singing! Fri, 06 Nov at 09:00 pm 119 S Villa Ave, Annapolis, MD, United States, Maryland 21401 MUSIC
Annapolis First Sunday Arts Festival w/ The Accidental Poet!! Sun, 01 Nov at 11:00 am West St, Annapolis, MD 21401, United States ART