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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

September 23, 2025 by Piper Langenfeld

Week of 9/25-10/1

Presented by

Thursday, September 25

Smithsonian SPARK! Places of Innovation Exhibit | Captain Avery Museum (September 25-October 5)

Blazers . Bourbon . Cigars | William Paca House & Garden

WAR: 50th Anniversary Tour of Why Can’t We Be Friends? | Rams Head On Stage (September 25-26)

FY27 Grant Application Training Series | Virtual

Women With Scars: Strength in the Storm | Betty Center

Friday, September 26

Social Bridge | Captain Avery Museum 

Ballet Storytime and Preview | Eastport-Annapolis Neck Library

The Galbani Maryland Italian Festival | Ripken Stadium (September 26-28)

Brigadoon | Maryland Hall (September 26-27)

Watermark’s Colonial Annapolis & Maryland State House Walking Tour + USNA Option | 188 Main Street (September 26-28)

Saturday, September 27 

Anne Arundel County Literacy Council Book Fair | Annapolis Mall 

The Crabtown Frolic | Downtown Annapolis (September 27-28)

Autumn Light Reiki, Sound Bath & Meditation | 158 West Lake Drive

AACS Fall Festival | Annapolis Area Christian School 

First Rhode Island Regiment with a Living Historian | Hogshead Trades Museum

Navy Football vs Rice | Navy-Marine Corps Memorial Stadium 

Live Music from Guava Jelly | O’Loughlin’s Restaurant

Watermark’s Annapolis Sunset Cruise with Sister Midnight Band | Annapolis City Dock

Freedom on the Horizon | Historic London Town & Gardens

Sunday, September 28

Spar A Thon | Kogen Dojo Annapolis

World Rivers Day | Historic London Town & Gardens

Anchors & Artisans | Annapolis Town Center

Oktoberfest | Annapolis Street

National Drink Beer Day | Federal House 

Kent Island Fall Picnic | The Kirwan House 

Monday, September 29

National Coffee Day | Federal House 

Tuesday, September 30 

Quickstart Mahjong | BD Provisions (September 30 & October 2)

Major Developments in American Constitutional History | Historic Annapolis: Virtual

Tom Sandoval & The Most Extras | Rams Head On Stage

Wednesday, October 1 

BD Provisions Book Club | BD Provisions

Navy Women’s Soccer vs Lehigh Game | Navy-Marine Corps Memorial Stadium

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Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

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