All Upcoming events

• Fri, 05 Dec, 2025 - 08:00 PM

  Pure Prairie League in Annapolis

  Rams Head On Stage

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

  A2B Offshore Racing Safety Seminar

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

  91+ Interested
• Sat, 06 Dec, 2025 - 08:00 PM

  Atlanta Rhythm Section in Annapolis

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

  Annapolis Chocolate Binge Festival

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

  693+ Interested
• Sun, 07 Dec, 2025 - 10:00 AM

  Nutcracker Tea 2025

  DoubleTree by Hilton Hotel Annapolis

  13+ Interested
• Sat, 22 Nov, 2025 - 02:00 PM

  Holiday Craft Fair!

  1601 Pleasant Plains Rd, Annapolis, MD, United States, Maryland 21409

  75+ Interested
• Sun, 07 Dec, 2025 - 05:00 PM

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

  Latitude 38 Annapolis

  180+ Interested
• Wed, 19 Nov, 2025 - 06:00 PM

  The Next Chapter: A Community Book Club

  Tatte Bakery & Cafe | Annapolis

  Free
• Fri, 21 Nov, 2025 - 08:00 PM

  Keb' Mo' in Annapolis

  Maryland Hall
• Fri, 14 Nov, 2025 - 08:00 PM

  Marshall Crenshaw: 40+ Years in Showbiz

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

  Pure Comedy: Annapolis Stand Up Showcase

  Pure Boardshop
• Fri, 21 Nov, 2025 - 06:00 PM

  November Film Club - "For All Have Sinned"

  AND Creative Studio
• 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
• Sun, 16 Nov, 2025 - 08:00 PM

  Will Hoge Band w/ July Moon

  Rams Head On Stage
• Thu, 04 Dec, 2025 - 06:30 PM

  Peter White, Mindi Abair, Vincent Ingala in Annapolis

  Rams Head On Stage
• Sat, 22 Nov, 2025 - 03:00 PM

  The Great Annapolis Gingerbread Houses Contest

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

  47+ Interested
• Sat, 22 Nov, 2025 - 05:00 PM

  2025 Lights on the Bay (Annapolis)

  Sandy Point State Park
• Sat, 15 Nov, 2025 - 01:00 PM

  Sister Hazel (matinee)

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

  2025 FRA 24 Holiday Party

  Fleet Reserve Club Of Annapolis
• Fri, 21 Nov, 2025 - 10:00 AM

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

  Ulta Beauty
• Thu, 13 Nov, 2025 - 06:00 PM

  Holiday Parenting: Navigating Challenges with Calm & Connection

  2158 Renard Ct
• Fri, 14 Nov, 2025 - 05:00 PM

  Siren's Call

  The Westin Annapolis
• Sat, 06 Dec, 2025 - 02:00 PM

  Encore Chorale Annapolis - 12/6 Concert

  Maryland Hall
• Sun, 30 Nov, 2025 - 07:00 PM

  Hotel Paradise (Dance Area!)

  Rams Head On Stage
• Sat, 15 Nov, 2025 - 03:00 PM

  Footworks Percussive Dance Ensemble

  Unitarian Universalist Church of Annapolis
• Fri, 21 Nov, 2025 - 09:00 PM

  Slugs & Special Guests at Annapolis Smokehouse

  Annapolis Smokehouse and Tavern
• Fri, 19 Dec, 2025 - 07:30 PM

  Holiday Pops at Maryland Hall

  Maryland Hall for the Creative Arts
• Sat, 15 Nov, 2025 - 10:00 AM

  Canvass with Allison and Delegate Dana Jones

  801 Compass Way, Annapolis, MD 21401
• Fri, 14 Nov, 2025 - 07:00 PM

  Navy Midshipmen vs. South Florida Bulls

  Navy Marine Corps Memorial Stadium
• Fri, 14 Nov, 2025 - 08:00 PM

  Marshall Crenshaw at Rams Head On Stage

  Rams Head On Stage
• Sat, 22 Nov, 2025 - 08:00 PM

  The Brit Pack at Rams Head On Stage

  Rams Head On Stage
• Sat, 15 Nov, 2025 - 10:00 AM

  Navy Football-Bay Paddle Tailgate

  Navy–Marine Corps Memorial Stadium
• Sun, 07 Dec, 2025 - 08:00 PM

  Chris Isaak in Annapolis

  Maryland Hall
• Sat, 22 Nov, 2025 - 07:00 PM

  Natalie Merchant

  Maryland Hall For The Creative Arts
• Sun, 21 Dec, 2025 - 07:30 PM

  Jon McLaughlin & Friends: Home For The Holidays

  Rams Head On Stage
• Sat, 06 Dec, 2025 - 09:30 AM

  41st Annual Broadneck Craft Bazaar

  1265 Green Holly Dr, Annapolis, MD
• Sun, 14 Dec, 2025 - 07:00 PM

  An Annapolis Christmas

  Rams Head On Stage
• Mon, 01 Dec, 2025 - 07:00 PM

  Encore ROCKS Annapolis - 12/1 Concert

  Maryland Hall
• Sat, 22 Nov, 2025 - 07:30 PM

  Paapa-Berchie, Live Music Experience

  Annapolis Mall
• Sun, 14 Dec, 2025 - 07:00 PM

  Vintage Vibe Finds private holiday shopping experience

  40 Hudson St unit 107
• Sun, 23 Nov, 2025 - 12:00 PM

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

  Graduate Annapolis
• Sun, 16 Nov, 2025 - 08:00 PM

  Will Hoge at Rams Head On Stage

  Rams Head On Stage
• Sat, 15 Nov, 2025 - 07:30 PM

  Live Arts Maryland Presents Music of the Spheres

  Maryland Hall
• Mon, 10 Nov, 2025 - 06:00 PM

  Me Time with Girl Scouts

  Michael E. Busch Annapolis Library
• Sat, 06 Dec, 2025 - 01:00 PM

  Laura Tsaggaris (Matinee)

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

  Atlanta Rhythm Section at Rams Head On Stage

  Rams Head On Stage
• Tue, 11 Nov, 2025 - 06:30 PM

  Novemer In House Wine Dinner

  36 West St, Annapolis, MD, United States, Maryland 21401
• Wed, 19 Nov, 2025 - 07:00 PM

  Annapolis True Crime: Volume 2

  O'Brien's Oyster Bar & Seafood Tavern
• Sat, 13 Dec, 2025 - 06:00 PM

  Eastport Yacht Club Lights Parade

  Historic Downtown Annapolis
• Wed, 03 Dec, 2025 - 07:00 PM

  MPSSAA Football State Championships

  Navy Marine Corps Memorial Stadium
• Thu, 13 Nov, 2025 - 05:30 PM

  Angler's Night Out with Zach Ditmars

  WEST END Sports Bar & Grill
• Fri, 14 Nov, 2025 - 08:00 AM

  Leadership in the Battlefield - Underground Railroad

  Annapolis
• Tue, 11 Nov, 2025 - 08:00 PM

  Colin Hay in Annapolis

  St. John's College - Francis Scott Key Auditorium
• Sat, 13 Dec, 2025 - 10:00 AM

  East of Maui Santa Paddle

  Horn Point Street End Park
• 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
• Sat, 18 Apr, 2026 - 06:30 PM

  Jonathan Butler at Rams Head On Stage

  Rams Head On Stage
• Fri, 14 Nov, 2025 - 06:00 PM

  Mystery Art Making at ArtFarm

  ArtFarm
• Mon, 17 Nov, 2025 - 06:30 PM

  Sensual Zen Workshop with Danielle Branche-Brown

  4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409
• Tue, 25 Nov, 2025 - 08:00 PM

  Jim Messina and his band The Road Runners

  Rams Head On Stage
• Sat, 22 Nov, 2025 - 06:00 PM

  Masquerade…The Phantom of the Opera!

  Annapolis Lodge #622, 2 Pythian Drive, Edgewater, MD 21401
• Sun, 16 Nov, 2025 - 07:00 PM

  Emma Nissen

  Rams Head On Stage
• Fri, 26 Dec, 2025 - 08:00 PM

  Jimmie's Chicken Shack Holidaze Show

  Rams Head On Stage
• Sun, 18 Jan, 2026 - 08:00 PM

  Avery Sunshine at Rams Head On Stage

  Rams Head On Stage
• Tue, 11 Nov, 2025 - 07:00 PM

  Citizens & Sovereigns Book Club

  35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401
• Mon, 17 Nov, 2025 - 07:30 PM

  The Doug Segree Band at 49 West

  49 West St, Annapolis, MD 21401-2420, United States
• Sun, 16 Nov, 2025 - 10:00 AM

  Magic Wand Workshop

  Blush Hair Salon - Annapolis
• Sat, 06 Dec, 2025 - 07:00 PM

  Tab Benoit

  Rams Head On Stage
• Sun, 30 Nov, 2025 - 03:00 PM

  Grand Illumination Tree Lighting - Downtown Annapolis 2025

  Market Space, Annapolis, MD 21401, United States
• Sat, 14 Feb, 2026 - 08:00 PM

  Vanessa Collier at Rams Head On Stage

  Rams Head On Stage
• Sun, 23 Nov, 2025 - 08:00 PM

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

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

  Retirement Master Class & Breakfast at The Lodge

  The Lodge Annapolis
• Sat, 29 Nov, 2025 - 07:00 PM

  Broadneck Class of 2015

  Metropolitan Kitchen & Lounge
• Wed, 19 Nov, 2025 - 10:00 AM

  Breastfeeding Support Group in-person

  AAMC Belcher Pavilion
• Sat, 06 Jun, 2026 - 07:30 PM

  American Voices United Through Song - June 6, 2026

  Maryland Hall
• Tue, 11 Nov, 2025 - 07:30 PM

  Deadgrass, Bluegrass Covers of The Grateful Dead

  Annapolis Mall
• Sun, 23 Nov, 2025 - 07:30 PM

  Natalie Merchant at Maryland Hall for the Creative Arts

  Maryland Hall for the Creative Arts
• 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
• Sat, 13 Dec, 2025 - 08:30 PM

  Carbon Leaf: 'I Want To Be Leaf' Tour 2025

  Rams Head On Stage
• Sun, 07 Dec, 2025 - 10:00 AM

  Annapolis Italian Christmas Market 2025

  620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401
• Fri, 12 Dec, 2025 - 07:00 PM

  Ballet Theatre of Maryland: The Nutcracker

  Maryland Hall For The Creative Arts
• Sat, 13 Dec, 2025 - 07:00 PM

  Shakey Graves

  Rams Head On Stage
• Sun, 14 Dec, 2025 - 01:00 PM

  Ballet Theatre of Maryland presents "The Nutcracker"

  Maryland Hall
• Fri, 05 Dec, 2025 - 07:30 PM

  Live Arts Maryland presents Bluegrass Nutcracker

  Annapolis Mall
• Thu, 13 Nov, 2025 - 08:00 PM

  Uli Jon Roth at Rams Head On Stage

  Rams Head On Stage
• Sat, 15 Nov, 2025 - 01:00 PM

  Sister Hazel in Annapolis

  Rams Head On Stage
• Thu, 20 Nov, 2025 - 05:30 PM

  18th Annual Tree Lighting

  1906 Towne Centre Boulevard, Annapolis, MD, United States, Maryland 21401
• Sat, 14 Feb, 2026 - 06:00 PM

  Hearts & Hatters Revelry

  126 West St, Annapolis, MD 21401-2880, United States
• Fri, 28 Nov, 2025 - 08:00 PM

  U2topia: The Mid-Atlantic U2 Tribute Band

  Rams Head On Stage
• Sun, 07 Dec, 2025 - 03:00 PM

  Annual Boxwood Wreath Making

  Charles Carroll House
• Sat, 06 Dec, 2025 - 06:00 PM

  SOD-O Holiday Party

  Acqua al 2 - Annapolis
• Wed, 19 Nov, 2025 - 06:00 PM

  BikeAAA 2025 Annual Meeting

  Metropolitan Kitchen & Lounge
• Fri, 05 Dec, 2025 - 07:30 PM

  Full Moon Celebration - December

  Unitarian Universalist Church of Annapolis
• Sat, 15 Nov, 2025 - 11:00 AM

  Annapolis Jazz & Roots - Ed Hrybyk "Bass Traditions"

  Anne Arundel County Public Library (Eastport-Annapolis Neck Library)
• Fri, 21 Nov, 2025 - 08:00 PM

  The Martin Sexton Abbey Road Show at Rams Head On Stage

  Rams Head On Stage
• Fri, 05 Dec, 2025 - 06:30 PM

  Be Still and Know: A Journey Into Sound & Soul

  Unity by the Bay
• Fri, 21 Nov, 2025 - 08:00 AM

  Women in Business Networking Annapolis

  Annapolis Crystals
• Fri, 26 Dec, 2025 - 07:00 PM

  PARKING: Military Bowl

  Navy Marine Corps Memorial Stadium Parking Lots