All Upcoming events

• Sat, 19 Sep, 2026 - 10:00 AM

  BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20

  1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409

  559+ Interested
• Sat, 10 Jan, 2026 - 01:00 PM

  Sacred Triptych Workshop with Rev. Sarah Phillips and Lolly Jefferson

  4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409
• Sun, 11 Jan, 2026 - 01:00 PM

  A Day of the Arts with Gallery Demonstations

  57 West St., Annapolis, MD, United States, Maryland 21401

  13+ Interested
• Thu, 22 Jan, 2026 - 05:00 PM

  2026 Mountain Maryland PACE

  The Westin Annapolis

  USD 189
• Sat, 21 Feb, 2026 - 08:00 PM

  Fallin' Free: A Tribute to Tom Petty & The Heartbreakers feat. Scott Kurt

  Rams Head On Stage

  5+ Interested
• Sun, 28 Dec, 2025 - 12:30 PM

  winter reset: acupuncture + yin for deep restoration

  48 Maryland Ave., Annapolis, MD, United States, Maryland 21403
• Sat, 24 Jan, 2026 - 07:00 PM

  The Dave Matthews Tribute Band

  Rams Head On Stage
• Sat, 17 Jan, 2026 - 07:00 PM

  Avery Sunshine

  Rams Head On Stage
• Sat, 16 May, 2026 - 09:30 AM

  Loving the Woman You Already Are (and Learning to See Yourself Again)

  2158 Renard Ct

  Free
• Sun, 11 Jan, 2026 - 02:00 PM

  The Annapolis Opry

  St. Margaret's Episcopal Church

  58+ Interested
• Sat, 28 Mar, 2026 - 08:00 PM

  Joanne Shaw Taylor at Rams Head On Stage

  Rams Head On Stage
• Fri, 09 Jan, 2026 - 01:00 PM

  PILATES CERTIFICATION COURSE: Comprehensive Program in Annapolis, MD

  Evolutions Annapolis
• Thu, 22 Jan, 2026 - 07:00 PM

  SHE Book Club

  35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

  7+ Interested
• Tue, 13 Jan, 2026 - 07:30 PM

  2026 CSCIA Annual Membership Meeting

  1223 River Bay Rd, Annapolis, MD, United States, Maryland 21409

  14+ Interested
• Thu, 26 Feb, 2026 - 07:00 PM

  Chart House Prime - Stags' Leap Wine Dinner

  Chart House Prime

  USD 149
• Mon, 05 Jan, 2026 - 10:00 AM

  Breastfeeding Support Group in-person

  AAMC Clatanoff Pavilion

  Free
• Thu, 05 Feb, 2026 - 04:00 PM

  Vital You Functional Medicine: 2026 Reset Event

  49 Old Solomons Island Rd suite 303

  Free
• Sun, 08 Mar, 2026 - 08:00 PM

  The High Kings: The Rocky Road Tour (8:00pm)

  Rams Head On Stage

  22+ Interested
• Sat, 18 Apr, 2026 - 07:30 PM

  The Magic of Cinema - April 18, 2026

  Maryland Hall

  Free
• Sat, 14 Feb, 2026 - 09:00 PM

  LIVE MUSIC with Alt Rewind

  Blackwall Hitch - Annapolis
• Fri, 16 Jan, 2026 - 08:00 PM

  Danah Denice Band at Rams Head On Stage

  Rams Head On Stage
• Mon, 05 Jan, 2026 - 06:30 PM

  Mindfulness Meditation 101 with Amy Cratty

  4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

  12+ Interested
• Sun, 08 Feb, 2026 - 10:00 AM

  Galentine’s Day: A Celebration of Community

  Crowne Plaza Annapolis

  67+ Interested
• Mon, 09 Feb, 2026 - 06:00 PM

  Blueprint Day 2026

  Lawyers Mall

  Free
• Sat, 06 Jun, 2026 - 07:30 PM

  American Voices United Through Song - June 6, 2026

  Maryland Hall

  Free
• Tue, 06 Jan, 2026 - 06:00 PM

  Rumba Group Class

  1907 West Street 102B, Annapolis, MD, United States, Maryland 21401
• Mon, 09 Feb, 2026 - 07:00 PM

  Songwriter Monday's at 49 West

  49 West St, Annapolis, MD 21401-2420, United States
• Wed, 31 Dec, 2025 - 06:30 PM

  🎷 Jazz Night at Reynolds Tavern — Every Wednesday! 🎷

  7 Church Cir, Annapolis, MD, United States, Maryland 21401
• Sat, 07 Mar, 2026 - 06:00 PM

  Black Tie & Diamonds

  Graduate By Hilton Annapolis (Annapolis, MD)

  27+ Interested
• Fri, 20 Feb, 2026 - 09:00 AM

  Access Annapolis: Mobility For All Symposium 2026

  Graduate by Hilton Annapolis

  Free
• Tue, 30 Dec, 2025 - 05:30 PM

  Paint & Poké @ BLOWFISH POKE HAWAIIAN GRILL [DOCK STREET]

  Blowfish Poké Hawaiian Grill

  USD 40
• Sat, 07 Feb, 2026 - 09:00 AM

  Exhale: A Retreat for Women Who are Tired of Trying So Hard

  The Collective

  USD 268
• Sun, 18 Jan, 2026 - 09:00 PM

  Parking George Mason Patriots at Navy Midshipmen Wrestling

  Alumni Hall - Navy
• Mon, 16 Mar, 2026 - 07:30 PM

  Bobby Thompson and Karen Jonas in Annapolis, MD

  49 West Coffeehouse, Winebar & Gallery

  USD 23
• Sun, 08 Feb, 2026 - 07:00 PM

  Bucknell Bison at Navy Midshipmen Wrestling

  Alumni Hall - Navy
• Thu, 12 Feb, 2026 - 08:00 PM

  Brandon Hardesty of Bumpin' Uglies w/ Nate Finn

  Rams Head On Stage

  13+ Interested
• Wed, 22 Apr, 2026 - 08:00 PM

  BBMak at Rams Head On Stage

  Rams Head On Stage
• Mon, 09 Feb, 2026 - 06:45 PM

  Sound Healing and Gentle Yoga with Ruth Milsten, LCSW-C, RYT

  2158 Renard Ct

  Free
• Sat, 31 Jan, 2026 - 09:00 PM

  Parking Loyola Maryland Greyhounds at Navy Midshipmen Mens Basketball

  Alumni Hall - Navy
• Sun, 08 Feb, 2026 - 07:00 PM

  Parking Bucknell Bison at Navy Midshipmen Wrestling

  Alumni Hall - Navy
• Tue, 20 Jan, 2026 - 07:00 PM

  Women, Wine, & Wisdom Annapolis - Market Update

  Rams Head Tavern Annapolis

  9+ Interested
• Mon, 19 Jan, 2026 - 06:30 PM

  Sensual Zen Workshop with Danielle Branche-Brown

  4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409
• Mon, 09 Nov, 2026 - 06:30 PM

  Grief Sucks: Finding Comfort and Strength During the Holidays

  2158 Renard Ct

  Free
• Mon, 12 Jan, 2026 - 10:00 AM

  In-person Breastfeeding Support Group

  Annapolis Pediatrics Annapolis

  Free
• Sat, 07 Feb, 2026 - 08:00 PM

  Capitol Fools at Rams Head On Stage

  Rams Head On Stage