Win Free Tickets This Halloween!

693+ Interested

Food Tasting and Diwali Celebration

Thu, 23 Oct at 05:00 pm

Baltimore's Ultimate Halloween Party Canton

Sat, 01 Nov at 01:00 pm

Dupont Circle Halloween Bar Fest 2025

Sat, 01 Nov at 02:00 pm

Nightmare On O'Donnell St

Sat, 01 Nov at 01:00 pm

DC Halloween Bar Crawl Dupont Circle

Sat, 25 Oct at 02:00 pm

All Events in Annapolis

Discover the best things to do & events in Annapolis. Explore concerts, meetups, open mics, art shows, music events and a lot more.

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Popular Events in Annapolis

Sat, 25 Oct

Improv Comedy Show - Annapolis Maryland

ArtFarm
Fri, 14 Nov

Sister Hazel

Rams Head On Stage
Wed, 04 Mar

Spyro Gyra

Rams Head On Stage
Fri, 05 Dec

Pure Prairie League in Annapolis

Rams Head On Stage

18+ Interested
Mon, 17 Nov

Emma Nissen at Rams Head On Stage

Rams Head On Stage
Sat, 18 Apr

Jonathan Butler at Rams Head On Stage

Rams Head On Stage

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Halloween Events in Annapolis

Wed, 29 Oct

Trunk or Treat

2016 Industrial Dr, Annapolis, MD, United States, Maryland 21401
Fri, 31 Oct

Annapolis Halloween Rooftop Party : Haunted Heights

Metropolitan Kitchen & Lounge
Sat, 25 Oct

Haunted Harbour Day 2025

2512 A Solomons Island Road, Annapolis, MD 21401
30 Oct-03 Nov

Annapolis Spooky Halloween: A Family Ghost Hunt

40 Francis St
Sun, 19 Oct

Halloween Spooktacular! - October 19, 2025

St. John's College
Sun, 26 Oct

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401

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Trunk Or Treat Events in Annapolis

Wed, 29 Oct

Trunk or Treat

2016 Industrial Dr, Annapolis, MD, United States, Maryland 21401

Music events in Annapolis

Sun, 19 Oct

Tribute Night: Sly Stone & Earth, Wind & Fire

Rams Head On Stage
Sat, 02 May

Live Arts Maryland Presents Timeless Brilliance

Maryland Hall
19-20 Sep

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

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

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Arts events in Annapolis

Sun, 19 Oct

Ballet Theatre of Maryland presents "Giselle"

Maryland Hall
20-21 Feb

Live Arts Maryland Presents Broadway Favorites

Maryland Hall
Fri, 24 Apr

Ballet Theatre of Maryland presents "La Esmeralda"

Maryland Hall

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Popular formats in Annapolis

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Theatre events in Annapolis

Sun, 21 Dec

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall
17-18 Oct

Giselle at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts
Fri, 24 Oct

Dracula: A Comedy of Terrors

108 East St, Annapolis, MD, United States, Maryland 21401

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Concerts in Annapolis

Sun, 09 Nov

Najee in Annapolis

Rams Head On Stage
Thu, 04 Dec

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage
Fri, 24 Oct

Thomas Dolby - The Iconic 80s at Rams Head On Stage

Rams Head On Stage

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Thanksgiving in Annapolis

Sat, 01 Nov

Thanksgiving Food Drive

2016 Industrial Dr, Annapolis, MD, United States, Maryland 21401
Fri, 21 Nov

Slugs & Special Guests at Annapolis Smokehouse

Annapolis Smokehouse and Tavern
21-22 Nov

Mac Heat @ Blackwall Hitch Annapolis

Blackwall Hitch - Annapolis

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Live Music in Annapolis

Fri, 21 Nov

Keb' Mo' in Annapolis

Maryland Hall
Sun, 02 Nov

Richard Thompson in Annapolis

St. John's College - Francis Scott Key Auditorium
Sat, 06 Dec

Atlanta Rhythm Section in Annapolis

Rams Head On Stage

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Business events in Annapolis

Wed, 19 Nov

The WE C.A.R.E.™ Conference 2025

801 Chase St
Sat, 15 Nov

Retirement Master Class & Breakfast at The Lodge

The Lodge Annapolis
Tue, 28 Oct

GHCA Candidates Forum

1410 West St, Annapolis, MD 21401-4036, United States

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Parties in Annapolis

Sat, 01 Nov

2025 Shore Party

Safe Harbor Annapolis
Fri, 24 Oct

Tall Tall Trees & Christopher Paul Stelling

Rams Head On Stage
Sun, 07 Dec

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

Latitude 38 Annapolis

4+ Interested

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Food & Drink events in Annapolis

Sun, 02 Nov

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401
Sat, 25 Oct

Navy Midshipmen Tailgate Party

The Westin Annapolis
Thu, 06 Nov

The Prisoner Wine Dinner - Chart House Prime

Chart House

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Performances in Annapolis

Sat, 01 Nov

Richard Thompson

Francis Scott Key Auditorium
31 Oct-02 Nov

Crack the Sky at Rams Head On Stage

Rams Head On Stage
Fri, 07 Nov

Eli Lev at Unity by the Bay Church

Unity by the Bay (Maryland)

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Dance events in Annapolis

Fri, 24 Oct

Dancing Night at Caliente Grill - Bachata Class & Social Dance

Caliente Grill
Fri, 05 Dec

Full Moon Celebration - December

Unitarian Universalist Church of Annapolis
Fri, 24 Oct

2nd Annual Halloween Dance

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

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Mental health events in Annapolis

Sat, 18 Oct

Mental Health and Wellness Resource Fair!

2158 Renard Ct
Thu, 06 Nov

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

2158 Renard Ct
Thu, 11 Dec

¿Cómo andas con el amor hacia ti misma?

2158 Renard Ct

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Frequently Asked Questions

Which are the most trending events happening in Annapolis today?

Here are the best events happening in Annapolis today:

Mental Health and Wellness Resource Fair! is happening on 18 Oct 2025 from 10:00 AM onwards at 2158 Renard Ct, Annapolis
Annapolis Pride Parade and Festival is happening on 18 Oct 2025 from 10:00 AM onwards at Maryland Hall, Annapolis
Which Disney Icon Are You? Daisy or Minnie? is happening on 18 Oct 2025 from 11:00 AM onwards at MAC Cosmetics, Annapolis
Wellness & Waves: Luxury Yacht Experience is happening on 18 Oct 2025 from 5:00 PM onwards at Annapolis City Dock
Shaun Cassidy: The Road To Us Tour (Annapolis, MD) is happening on 18 Oct 2025 from 8:00 PM onwards at 33 West St, Annapolis, MD, United States, Maryland 21401
Annapolis Pride 2025 is happening on 18 Oct 2025 from 12:00 PM onwards at Maryland Hall, Annapolis

Which are the most trending events happening in Annapolis this weekend?

Here are the best events happening in Annapolis this weekend:

Tribute Night: Sly Stone & Earth, Wind & Fire is happening on Sun 19 Oct 2025 from 8:00 PM onwards at Rams Head On Stage, Annapolis
Ballet Theatre of Maryland presents "Giselle" is happening on Sun 19 Oct 2025 from 2:00 PM onwards at Maryland Hall, Annapolis
Fall Foliage Bay Lighthouse Cruise is happening on Sun 19 Oct 2025 from 11:30 AM onwards at 1 Dock St, Annapolis, MD, United States, Maryland 21401
Mental Health and Wellness Resource Fair! is happening on Sat 18 Oct 2025 from 10:00 AM onwards at 2158 Renard Ct, Annapolis
Fall Festival on Maryland Avenue is happening on Sun 19 Oct 2025 from 10:00 AM onwards at Maryland Ave at State Cir, Annapolis, MD, United States, Maryland 21401
Annapolis Pride Parade and Festival is happening on Sat 18 Oct 2025 from 10:00 AM onwards at Maryland Hall, Annapolis

Which kind of events are trending in Annapolis?

Here are the top trending events in Annapolis

Trending in Annapolis

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