Annapolis events October 2025

Things to do in October 2025 in Annapolis

With a bunch of festivals in October 2025 in Annapolis queued up, there is a lot to catch on! From being a spectator at all the cool festivals to attending some interesting events in October in Annapolis there is all the fun awaiting you this month. Take a tour to this interesting guide or list of things to do in Annapolis in October 2025 and make the most of your holidays and weekends!

Trending events in october in Annapolis

THE AUSTRALIAN BEE GEES SHOW: A TRIBUTE TO THE BEE GEES (2ND SHOW ADDED BY POPULAR DEMAND 5:00PM)

33 West St, Annapolis, MD, United States, Maryland 21401

Sun, 05 Oct
Technicolor Motor Home

Rams Head On Stage

Sun, 12 Oct
Technicolor Motor Home - A Steely Dan Tribute

Rams Head On Stage

11 Oct Onwards
Full Moon Celebration - October

Unitarian Universalist Church of Annapolis

Fri, 03 Oct
Party in the Port

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

Sat, 11 Oct
American Aquarium in Annapolis

Rams Head On Stage

Wed, 08 Oct

Most popular events in october in Annapolis

The Amish Outlaws return to Rams Head On Stage

Rams Head On Stage

Fri, 17 Oct
Shaun Cassidy at Rams Head On Stage

Rams Head On Stage

Sat, 18 Oct
The Australian Bee Gees

Rams Head On Stage

Sat, 04 Oct
Four80East at Rams Head On Stage

Rams Head On Stage

Sat, 25 Oct
Mental Health and Wellness Resource Fair!

2158 Renard Ct

Sat, 18 Oct
Annapolis Skelly Run

Annapolis, Annapolis, Maryland

Sat, 04 Oct

Free events in october in Annapolis

Zumba class with Diana Bobrow

2158 Renard Ct

Tue, 21 Oct
Baltimore-Washington Shenandoah Harmony All-Day Singing

Annapolis Friends Meeting, Quakers

Sat, 04 Oct
Maternity Tour

AAMC Clatanoff Pavilion

Sat, 11 Oct
Women in Business Networking Annapolis

Annapolis Crystals

Fri, 17 Oct
Fall Fling With Bling

2747 Riva Rd

Wed, 22 Oct
Discovering your Unique Strengths with Dr. Caren Carney

2158 Renard Ct

Thu, 16 Oct

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Music events in Annapolis

Band of a Thousand Names

Rams Head On Stage

Sat, 11 Oct
*SOLD OUT* The Ocean Blue w/ Brian Tighe of The Hang Ups

Rams Head On Stage

Fri, 10 Oct
Shaun Cassidy: The Road To Us Tour (Annapolis, MD)

33 West St, Annapolis, MD, United States, Maryland 21401

Sat, 18 Oct

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Entertainment events in Annapolis

Annapolis Skelly Run

Annapolis, Annapolis, Maryland

Sat, 04 Oct
Lori McKenna

Rams Head On Stage

Sat, 04 Oct
Candlelight: Halloween Classics | Annapolis

Maryland Hall

Thu, 30 Oct

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Events in October from nearby cities

Trending tags in Annapolis

country-concert americana guitaring orchestra classical-concert wine auctions 80s christian books women-empowerment movie-screenings astrology

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Upcoming Events in October in Annapolis

Date	Event	Venue
02 Oct 2025	Greg Hawkes and Eddie Japan	Rams Head On Stage, Annapolis
24 Oct 2025	Thomas Dolby "The Iconic 80s"	Rams Head On Stage, Annapolis

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