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

DC Halloween Bar Crawl Dupont Circle

Sat, 25 Oct at 02:00 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

Win Free Tickets This Halloween!

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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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Fall Festivals Events in Annapolis

Sun, 19 Oct

Fall Festival on Maryland Avenue

Maryland Ave at State Cir, Annapolis, MD, United States, Maryland 21401
Sun, 19 Oct

Fall Festival on Maryland Ave

Maryland Avenue, Annapolis
Sun, 19 Oct

The Pup Parade

35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401
Fri, 24 Oct

Trunk or Treat

Eucalyptus Rd, Annapolis, MD 21402, United States

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Halloween Events in Annapolis

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
Fri, 24 Oct

FRI 10/24/25: Corpse Tour Signing with JAMES TYNION IV, TYLER BOSS & Surprise Guests

209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

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Trunk Or Treat Events in Annapolis

Wed, 29 Oct

Trunk or Treat

Fidelity First Mortgage

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
Sat, 08 Nov

Annapolis Jazz & Roots Festival "Art Music & the Muse" Artist talk - Jabari and JC Jefferson

Banneker-Douglass-Tubman Museum

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Arts events in Annapolis

Sun, 19 Oct

Ballet Theatre of Maryland presents "Giselle"

Maryland Hall
Fri, 24 Apr

Ballet Theatre of Maryland presents "La Esmeralda"

Maryland Hall
Sun, 21 Dec

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall

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Popular formats in Annapolis

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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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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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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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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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Trips & Adventurous Activities in Annapolis

Mon, 20 Oct

Love Yourselfie with Girl Scouts

Eastport-Annapolis Neck Library - Anne Arundel County Public Library
Fri, 28 Nov

Motown and More

Rams Head On Stage
Sat, 25 Oct

Funny How Marriage Works Date Night Experience

Church of Severn

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Sports events in Annapolis

Sat, 25 Oct

Navy Midshipmen Tailgate Party

The Westin Annapolis
Fri, 14 Nov

Navy Midshipmen vs. South Florida Bulls

Navy Marine Corps Memorial Stadium
Sat, 25 Oct

Parking - Florida Atlantic Owls at Navy Midshipmen Football

Navy-Marine Corps Memorial Stadium

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Food & Drink events in Annapolis

Thu, 06 Nov

The Prisoner Wine Dinner - Chart House Prime

Chart House
Sun, 02 Nov

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401
Sun, 09 Nov

Taste of Fall on West Street

53 West St

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Christmas events in Annapolis

Sun, 07 Dec

Chris Isaak in Annapolis

Maryland Hall
Sat, 08 Nov

Tribute Show for John “Jumaane” Noel

Metropolitan Kitchen & Lounge
Sat, 13 Dec

Eastport Yacht Club Lights Parade

Historic Downtown Annapolis

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Conferences in Annapolis

Sat, 15 Nov

A2B Offshore Racing Safety Seminar

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

4+ Interested
Thu, 23 Oct

GA20 at Rams Head On Stage

Rams Head On Stage
Fri, 07 Nov

50th Annual Freedom Fund Banquet

DoubleTree by Hilton (Annapolis, MD)

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Meetups in Annapolis

Fri, 31 Oct

Come Out and Play with Naleighna Kai and the Tribe

210 Holiday Ct
Wed, 19 Nov

The Next Chapter: A Community Book Club

Tatte Bakery & Cafe | Annapolis
Thu, 06 Nov

What the Fox? Book Club

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

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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:

Tribute Night: Sly Stone & Earth, Wind & Fire is happening on 19 Oct 2025 from 8:00 PM onwards at Rams Head On Stage, Annapolis
Ballet Theatre of Maryland presents "Giselle" is happening on 19 Oct 2025 from 2:00 PM onwards at Maryland Hall, Annapolis
Fall Foliage Bay Lighthouse Cruise is happening on 19 Oct 2025 from 11:30 AM onwards at 1 Dock St, Annapolis, MD, United States, Maryland 21401
Fall Festival on Maryland Avenue is happening on 19 Oct 2025 from 10:00 AM onwards at Maryland Ave at State Cir, Annapolis, MD, United States, Maryland 21401
Collector's Choice 2025 is happening on 19 Oct 2025 from 6:00 PM onwards at Volvo Cars Annapolis
Come & Vibe with the Bay Girlz: Pretty in Pink Brunch is happening on 19 Oct 2025 from 10:00 AM onwards at The Lodge 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
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
Collector's Choice 2025 is happening on Sun 19 Oct 2025 from 6:00 PM onwards at Volvo Cars Annapolis
Come & Vibe with the Bay Girlz: Pretty in Pink Brunch is happening on Sun 19 Oct 2025 from 10:00 AM onwards at The Lodge Annapolis

Which kind of events are trending in Annapolis?

Here are the top trending events in Annapolis

Trending in Annapolis

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