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Arts & Entertainment, Community, Do Not Miss

Save The Date List

September 27, 2026 by Piper Langenfeld

Thursday, October 29

Live Arts Maryland Golf Classic | Bay Hills Golf Club 

Candlelight: A Haunted Evening of Halloween Classics | Maryland Hall 

A multi-sensory, Halloween-themed music experience. 

Die Laughing Presents “Halloween Whodunit 3”: A Comedy Murder Mystery | Rams Head on Stage 

Friday, October 30

Pumpkin Walk | Hammond-Harwood House 

Kid-friendly activities and a costume parade. 

Disney’s Frozen the Broadway Musical | Children’s Theatre of Annapolis

Annapolis Opera Presents The Pirates of Penzance | Maryland Hall (Oct. 30-Nov. 1)

Sunday, November 1

The Gunston School Open House | The Gunston School

Inner West Street Association Presents the First Sunday Arts Festival | Downtown Annapolis

Wednesday, November 4

Gaelic Storm | Rams Head on Stage (Nov. 4-5)

Thursday, November 5

Historic Annapolis Presents a Visit to the Brandywine Museum of Art and N.C. Wyeth House & Studio: A Bus Tour | Maryland Hall

Friday, November 6

Game Night | iCode Gambrills

Saturday, November 7

Stride for SPAN 14th Annual Turkey Trot 5K/1M | Kinder Farm Park 

Appalachian Promotions Presents the Gun and Knife Show | Anne Arundel County Fairgrounds (Nov. 7-8)

Navy Football vs Temple | Navy-Marine Corps Memorial Stadium 

Sunday, November 8

Corrigan Sports Presents the Bay Bridge Run | Chesapeake Bay Bridge 

Makaya McCraven | Maryland Hall 

Tuesday, November 10

Retirement Homestretch | CovingtonAlsina: Virtual

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

About Piper Langenfeld

Previous Post:The Real Mom Recap | Sept. 28, 2026
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