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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

September 30, 2025 by Piper Langenfeld

Week of 10/2-8

Presented by

Thursday, October 2 

Smithsonian SPARK! Places of Innovation Exhibit | Captain Avery Museum (Oct. 2-5)

Annapolis Powerboat Show | Annapolis City Dock (Oct. 2-5)

Historic Annapolis’ and Watermark’s Special Historic Hauntings | 188 Main Street (Oct. 2-4)

Women With Scars: Strength in the Storm | Betty Center

Bring a Friend Week with Chesapeake Youth Symphony Orchestra | Maryland Hall (Oct. 2-9)

Friday, October 3

Free Root Beer Float Day | Rams Head Tavern

Social Bridge | Captain Avery Museum

Anne Arundel County Hispanic Heritage Awards | Maryland Hall

First Fridays Halloween Party | Federal House

Greg Hawkes with Eddie Japan | Rams Head On Stage

Watermark’s Historic Maryland State House Tour | 188 Main Street (Oct. 3-5)

Field Work Fridays | Jug Bay Wetlands Sanctuary 

Saturday, October 4 

Fall Plant Sale | Historic London Town & Gardens

Harvest Moon Crystal Grid, Astrology and Meditation Workshop | 158 W Lake Drive 

Arts in the Park Festival | Chesapeake Arts Center

Storytime at Hogshead: Tales of a Tradesperson | Hogshead Trades Museum

National Taco Day | Federal House 

Barktoberfest | Annapolis Town Center

Navy Football vs Air Force | Navy-Marine Corps Memorial Stadium 

GBIA FallFest | GBIA Carnival Grounds

Lori McKenna | Rams Head On Stage

Odenton Day | Odenton Heritage Society 

Sunday, October 5

Lifeline 100 | Kinder Farm Park 

Somatic Movement, Serenity Yoga & Sound Healing | 158 W Lake Drive 

First Sunday Arts Festival | West Street 

NFL Sunday Specials | Rams Head Tavern 

Opera Up-Close | Asbury United Methodist Church

Thomas Point Shoal Lighthouse Cruise | Annapolis City Marina

Monday, October 6 

American Red Cross Blood Drive | Busch Annapolis Library 

Tuesday, October 7

Mr. Paca’s Garden Storytime: The Little Old Lady Who Was Not Afraid of Anything | William Paca House & Garden

Tall Tales of Annapolis & the Chesapeake Bay | Historic Annapolis: Virtual

Wednesday, October 8 

The Garden Ramble with the Black-Eyed Suzies | Historic London Town & Gardens

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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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⚾️ Opening Day is almost here… where are you watching the O’s?! 🧡🖤

From wings and crab cakes to cold beers and big screens, we’ve rounded up the BEST spots in Annapolis to catch first pitch 🍻

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