All Upcoming events

• Fri, 05 Dec, 2025 - 08:00 PM

  Pure Prairie League in Annapolis

  Rams Head On Stage

  16+ Interested
• Sat, 15 Nov, 2025 - 09:00 AM

  A2B Offshore Racing Safety Seminar

  317 First Street , Annapolis, MD, United States, Maryland 21403

  88+ Interested
• Sun, 09 Nov, 2025 - 04:30 PM

  Najee in Annapolis

  Rams Head On Stage
• Sun, 07 Dec, 2025 - 05:00 PM

  The Moonshiners Ball 2025 A Cocktail Party for the SPCA and Slade Child Foundation.

  Latitude 38 Annapolis

  175+ Interested
• Sat, 08 Nov, 2025 - 08:00 PM

  Wishbone Ash: Wishlist Tour

  Rams Head On Stage
• Fri, 21 Nov, 2025 - 08:00 PM

  Keb' Mo' in Annapolis

  Maryland Hall
• Sun, 07 Dec, 2025 - 10:00 AM

  Nutcracker Tea 2025

  DoubleTree by Hilton Hotel Annapolis

  12+ Interested
• Fri, 07 Nov, 2025 - 07:30 PM

  Signature Series: Darkness to Light

  Maryland Hall for the Creative Arts
• Mon, 10 Nov, 2025 - 06:00 PM

  Me Time with Girl Scouts

  Michael E. Busch Annapolis Library
• Fri, 14 Nov, 2025 - 08:00 PM

  Marshall Crenshaw: 40+ Years in Showbiz

  Rams Head On Stage
• Sun, 07 Dec, 2025 - 11:00 AM

  Annapolis Chocolate Binge Festival

  53 West St, Annapolis, MD 21401-2420, United States

  692+ Interested
• Sat, 15 Nov, 2025 - 07:30 PM

  Live Arts Maryland Presents Music of the Spheres

  Maryland Hall
• Thu, 04 Dec, 2025 - 06:30 PM

  Peter White, Mindi Abair, Vincent Ingala in Annapolis

  Rams Head On Stage
• Sun, 23 Nov, 2025 - 07:30 PM

  Rams Head Presents Natalie Merchant w/ Erik Della Penna: Autumn Acoustic Tour - Maryland Hall

  Maryland Hall

  41+ Interested
• Sat, 22 Nov, 2025 - 03:00 PM

  The Great Annapolis Gingerbread Houses Contest

  26 West St, Annapolis, MD 21401-2421, United States

  38+ Interested
• Sun, 16 Nov, 2025 - 08:00 PM

  Will Hoge Band w/ July Moon

  Rams Head On Stage
• Sat, 06 Dec, 2025 - 08:00 PM

  Atlanta Rhythm Section in Annapolis

  Rams Head On Stage
• Sat, 08 Nov, 2025 - 11:00 AM

  SAT 11/8/25: CROWNSVILLE #1 Launch signing with writer RODNEY BARNES

  209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401
• Thu, 20 Nov, 2025 - 05:30 PM

  18th Annual Tree Lighting

  1906 Towne Centre Boulevard, Annapolis, MD, United States, Maryland 21401
• Thu, 13 Nov, 2025 - 06:00 PM

  Holiday Parenting: Navigating Challenges with Calm & Connection

  2158 Renard Ct
• Thu, 06 Nov, 2025 - 08:00 PM

  Dan Navarro w/ Jesse Lynn Madera

  Rams Head On Stage
• Fri, 07 Nov, 2025 - 08:00 PM

  Witches of Maryland Pub Crawl

  Downtown Anapolis
• Fri, 21 Nov, 2025 - 10:00 AM

  Stay Ready With Me! A Drybar Pop-Up Experience!

  Ulta Beauty
• Wed, 19 Nov, 2025 - 06:00 PM

  The Next Chapter: A Community Book Club

  Tatte Bakery & Cafe | Annapolis

  Free
• Sun, 30 Nov, 2025 - 07:00 PM

  Hotel Paradise (Dance Area!)

  Rams Head On Stage
• Thu, 06 Nov, 2025 - 07:00 PM

  What the Fox? Book Club

  35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401
• Fri, 07 Nov, 2025 - 08:00 PM

  Pete Correale at Rams Head On Stage

  Rams Head On Stage
• Fri, 19 Dec, 2025 - 07:30 PM

  Holiday Pops at Maryland Hall

  Maryland Hall for the Creative Arts
• Thu, 06 Nov, 2025 - 06:30 PM

  Grief Sucks - How to talk about and navigate this painful part of life.

  2158 Renard Ct
• Sun, 07 Dec, 2025 - 08:00 PM

  Chris Isaak in Annapolis

  Maryland Hall
• Fri, 21 Nov, 2025 - 09:00 PM

  Slugs & Special Guests at Annapolis Smokehouse

  Annapolis Smokehouse and Tavern
• Fri, 07 Nov, 2025 - 05:00 PM

  Siren's Call

  The Westin Annapolis
• Fri, 14 Nov, 2025 - 08:00 PM

  Marshall Crenshaw at Rams Head On Stage

  Rams Head On Stage
• Thu, 13 Nov, 2025 - 06:30 PM

  Community Figure Drawing at ArtFarm

  ArtFarm
• Sat, 22 Nov, 2025 - 08:00 PM

  The Brit Pack at Rams Head On Stage

  Rams Head On Stage
• Wed, 12 Nov, 2025 - 06:00 PM

  Paint Night @ NEO PIZZA - Annapolis

  Neo Pizza & Taphouse
• Sun, 14 Dec, 2025 - 07:00 PM

  An Annapolis Christmas

  Rams Head On Stage
• Sat, 22 Nov, 2025 - 12:00 PM

  Jolly Express Cruise

  1 Dock St, Annapolis, MD, United States, Maryland 21401
• Fri, 09 Jan, 2026 - 08:00 PM

  Alison Brown Quintet at Rams Head On Stage

  Rams Head On Stage
• Sat, 13 Dec, 2025 - 05:00 PM

  Lights Parade Dinner Cruise with Ken's Creative Kitchen

  1 Dock St, Annapolis, MD, United States, Maryland 21401
• Sat, 15 Nov, 2025 - 10:00 AM

  Navy Football-Bay Paddle Tailgate

  Navy–Marine Corps Memorial Stadium
• Sat, 22 Nov, 2025 - 07:00 PM

  Natalie Merchant

  Maryland Hall For The Creative Arts
• Tue, 11 Nov, 2025 - 07:30 PM

  Seth Mitchell Band w/ Shannon Leigh

  49 West St, Annapolis, MD 21401-2420, United States
• Fri, 07 Nov, 2025 - 07:00 PM

  Eli Lev at Unity by the Bay Church

  Unity by the Bay (Maryland)
• Sun, 09 Nov, 2025 - 09:30 AM

  Gathering of Light: An Akashic Records Circle

  158 W. Lake Dr
• Sat, 13 Dec, 2025 - 06:00 PM

  Eastport Yacht Club Lights Parade

  Historic Downtown Annapolis
• Sat, 22 Nov, 2025 - 03:00 PM

  BRAHMS & ICE CREAM: A Chamber Concert for Piano & Strings

  801 Chase St Ste 204, Annapolis, MD, United States, Maryland 21401
• Sun, 07 Dec, 2025 - 10:00 AM

  Lunch with The Grinch

  California Pizza Kitchen at Annapolis
• Sat, 06 Dec, 2025 - 09:30 AM

  41st Annual Broadneck Craft Bazaar

  1265 Green Holly Dr, Annapolis, MD
• Sat, 06 Dec, 2025 - 01:00 PM

  Laura Tsaggaris (Matinee)

  Rams Head On Stage
• Thu, 20 Nov, 2025 - 06:30 PM

  Candlelight: Tribute to Fleetwood Mac | Annapolis

  Maryland Hall
• Tue, 11 Nov, 2025 - 06:30 PM

  Novemer In House Wine Dinner

  36 West St, Annapolis, MD, United States, Maryland 21401
• Tue, 11 Nov, 2025 - 08:00 PM

  Colin Hay in Annapolis

  St. John's College - Francis Scott Key Auditorium
• Sat, 22 Nov, 2025 - 07:30 PM

  Paapa-Berchie, Live Music Experience

  Annapolis Mall
• Fri, 07 Nov, 2025 - 07:30 PM

  Full Moon Celebration - November

  Unitarian Universalist Church of Annapolis
• Sun, 23 Nov, 2025 - 12:00 PM

  7th Annual Bubbly Bridal Expo & 1000+ Gown Sale!

  Graduate Annapolis
• Sun, 16 Nov, 2025 - 05:30 PM

  Salvación Para Annapolis Con EX Lary Over

  2 Hicks Ave, Annapolis, MD
• Sat, 22 Nov, 2025 - 06:00 PM

  Masquerade…The Phantom of the Opera!

  Annapolis Lodge #622, 2 Pythian Drive, Edgewater, MD 21401
• Sat, 22 Nov, 2025 - 02:00 PM

  Holiday Craft Fair!

  1601 Pleasant Plains Rd, Annapolis, MD, United States, Maryland 21409
• Fri, 21 Nov, 2025 - 09:00 PM

  Mac Heat @ Blackwall Hitch Annapolis

  Blackwall Hitch - Annapolis
• Sat, 22 Nov, 2025 - 08:00 PM

  The Brit Pack: British Invasion & More!

  Rams Head On Stage
• Fri, 14 Nov, 2025 - 08:00 AM

  Leadership in the Battlefield - Underground Railroad

  Annapolis
• Fri, 14 Nov, 2025 - 06:00 PM

  Mystery Art Making at ArtFarm

  ArtFarm
• Tue, 11 Nov, 2025 - 07:00 PM

  Citizens & Sovereigns Book Club

  35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401
• Sat, 08 Nov, 2025 - 11:00 AM

  Comic & Music Fair

  ArtFarm
• Sat, 08 Nov, 2025 - 10:00 AM

  Wellness Market

  The Collective
• Thu, 06 Nov, 2025 - 05:00 PM

  Campaign Kick-Off November 6 Metropolitan Lounge Annapolis

  175 West St, Annapolis, MD 21401-2822, United States
• Sun, 09 Nov, 2025 - 01:00 PM

  Naptown Flea

  24 Market Space
• Fri, 26 Dec, 2025 - 08:00 PM

  Jimmie's Chicken Shack Holidaze Show

  Rams Head On Stage
• Sun, 16 Nov, 2025 - 07:00 PM

  Emma Nissen

  Rams Head On Stage
• Sat, 08 Nov, 2025 - 12:00 PM

  Annapolis vs. Eastport Tug of War

  Chart House Annapolis
• Wed, 12 Nov, 2025 - 05:00 PM

  Sip & Shop of Historic Annapolis

  The Spice & Tea Exchange of Annapolis
• Wed, 05 Nov, 2025 - 07:00 PM

  WED 11/5/25: YOUNGBLOOD #1 Signing with JIM RUGG!

  209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401
• Fri, 07 Nov, 2025 - 08:00 PM

  North Mississippi Allstars

  Rams Head On Stage
• Sat, 29 Nov, 2025 - 07:00 PM

  Broadneck Class of 2015

  Metropolitan Kitchen & Lounge
• Fri, 23 Jan, 2026 - 06:30 PM

  Sensual Connection for Couples

  groundswell yoga annapolis
• Sat, 15 Nov, 2025 - 07:00 PM

  Will Hoge

  Rams Head On Stage
• Sat, 08 Nov, 2025 - 02:30 PM

  Maternity Tour

  AAMC Clatanoff Pavilion
• Mon, 17 Nov, 2025 - 07:30 PM

  The Doug Segree Band at 49 West

  49 West St, Annapolis, MD 21401-2420, United States
• Fri, 14 Nov, 2025 - 07:00 PM

  Stand Up Comedy & Music Night at The Lounge @ Stan and Joe's Saloon

  Stan & Joe's Saloon
• Sat, 15 Nov, 2025 - 10:00 AM

  Navy Midshipmen Tailgate Party

  The Westin Annapolis
• Sun, 16 Nov, 2025 - 03:00 PM

  Annapolis Jazz & Roots Festival Freedom Choir led by Elizabeth Melvin

  St. Luke's Eastport
• Thu, 06 Nov, 2025 - 08:00 PM

  Dan Navarro at Rams Head On Stage

  Rams Head On Stage
• Sat, 13 Dec, 2025 - 07:00 PM

  Shakey Graves

  Rams Head On Stage
• Sat, 15 Nov, 2025 - 09:30 AM

  Retirement Master Class & Breakfast at The Lodge

  The Lodge Annapolis
• Tue, 11 Nov, 2025 - 07:30 PM

  Deadgrass, Bluegrass Covers of The Grateful Dead

  Annapolis Mall
• Sun, 30 Nov, 2025 - 03:00 PM

  Grand Illumination Tree Lighting - Downtown Annapolis 2025

  Market Space, Annapolis, MD 21401, United States
• Sun, 16 Nov, 2025 - 08:00 PM

  Will Hoge at Rams Head On Stage

  Rams Head On Stage
• Tue, 04 Nov, 2025 - 06:00 PM

  Annapolis Songwriters Showcase

  Middleton Tavern
• Sat, 18 Apr, 2026 - 06:30 PM

  Jonathan Butler at Rams Head On Stage

  Rams Head On Stage
• Sun, 09 Nov, 2025 - 08:00 AM

  Bay Bridge Run/Walk 10k

  Chesapeake Bay Bridge
• Sun, 23 Nov, 2025 - 07:30 PM

  Natalie Merchant at Maryland Hall for the Creative Arts

  Maryland Hall for the Creative Arts
• Sun, 23 Nov, 2025 - 08:00 PM

  Live Dead and Brothers: An All-Star Celebration of Grateful Dead & Allman Brothers

  Rams Head On Stage
• Thu, 06 Nov, 2025 - 06:00 PM

  Suzy & Shaun Duo in Annapolis

  The Annapolis Market House
• Thu, 06 Nov, 2025 - 07:00 PM

  The Prisoner Wine Dinner - Chart House Prime

  Chart House
• Sat, 15 Nov, 2025 - 01:00 PM

  Sister Hazel (matinee)

  Rams Head On Stage
• Sat, 14 Feb, 2026 - 06:00 PM

  Hearts & Hatters Revelry

  126 West St, Annapolis, MD 21401-2880, United States
• Fri, 05 Dec, 2025 - 07:30 PM

  Live Arts Maryland presents Bluegrass Nutcracker

  Annapolis Mall
• Fri, 07 Nov, 2025 - 06:00 PM

  50th Annual Freedom Fund Banquet

  DoubleTree by Hilton (Annapolis, MD)