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Arts & Entertainment, Community, Do Not Miss

Do Not Miss List

October 28, 2025 by Piper Langenfeld

Week of 10/30-11/5

Presented by

Thursday, October 30 

Arundel Federal Savings Bank Presents the Annual Fall Food Drive | Heritage Baptist Church (Oct. 30 & 31)

Great Annapolis Pumpkins | Downtown Annapolis (Oct. 30 & 31) 

Share the Warmth at Annapolis Mall | Discoveries: Library at the Mall (Oct. 30-Nov. 30)

Annapolis Scarecrow Stroll | Downtown Annapolis (Oct. 30-Nov. 2)

Got Mahj? Presents Mahjoween | BD Provisions 

Golden Gatherings are HERE. a pop-up shop | 6 Fleet Street (Oct. 30-Nov. 9)

Parenting in the Real World | Betty Center: Virtual 

Live Arts Maryland Presents Silent Phantom of the Opera | St. Anne’s Episcopal Church

Dracula: A Comedy of Terrors | The Colonial Players Theater (Oct. 30-Nov. 1)

Watermark Presents the Annapolis Harbor & USNA Cruise | Annapolis City Dock (Oct. 30-Nov. 9)

Friday, October 31 

Halloween Celebration | Federal House 

The Lion, the Witch, and the Wardrobe | Annapolis Area Christian School (Oct. 31 & Nov. 1)

USNA Halloween/All Saints’ Day Concert | United States Naval Academy Chapel (Oct. 31 & Nov. 1)

Annapolis Opera Presents Don Giovanni | Maryland Hall (Oct. 31 & Nov. 2)

Halloween Party | Rams Head Tavern 

Halloween Storytime & Parade | Discoveries: Library at the Mall 

Saturday, November 1 

Muay Thai Amateur Athletic Circuit | Chesapeake Christian Fellowship 

Stride for SPAN 13th Annual Turkey Trot 5K/1M | Kinder Farm Park

Annapolis Crystals Presents Past Life Regression with Sound Bowls | 158 W Lake Drive, Annapolis 

West Side Story | Children’s Theatre of Annapolis (Nov. 1 & 2)

Historic Annapolis Presents U.S. Colored Troops in the Civil War | Hogshead Trades Museum

Historic Annapolis Presents the Brewer Hill Cemetery Tour | Brewer Hill Cemetery 

Fish for a Cure Shore Party | Safe Harbor Annapolis 

Watermark Presents Scandalous Annapolis | Market House Park 

Royal Book Bash in the DMV | DoubleTree Hotel (Nov. 1 & 2)

Holiday Preview Party | All Homestead Gardens Locations

Beer Farm | Homestead Gardens: Davidsonville (Nov. 1 & 2)

Sunday, November 2

Admissions Open House | The Gunston School 

Honoring Maryland’s Emancipation Day | Museum of Historic Annapolis 

First Sunday Arts Festival | West Street 

Macy Gray | Rams Head On Stage

Monday, November 3 

Retirement Homestretch | CovingtonAlsina: Virtual 

Ketch Secor of Old Crow Medicine Show | Rams Head On Stage

Tuesday, November 4 

Historic Annapolis Presents Mr. Paca’s Garden Storytime: Federico and the Wolf | William Paca House & Garden 

Jean Vandesteen Masterclass | Kogen Dojo Severna Park 

Chesapeake Watershed Semester Virtual Information Session | The Gunston School: Virtual

Wednesday, November 5

Severn Lower School Parent Preview Days | Severn Lower School 

Full Moon Tour | Hammond-Harwood House BD Provisions Book Club: Tender at the Bone | BD Provisions

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Related posts:

Family Night Out: Vivi’s Chicken ‘N Mac Interior of a living room spaceLocal Home Services You Didn’t Know You Needed Guess the Flick: AMC’s Screen Unseen Graphic of lighthouse and bridge with "Annapolis Songwriters Festival" written on it.Know Before You Go: Annapolis Songwriters Festival
Category: Arts & Entertainment, Community, Do Not MissTag: Activities, Annapolis, Family Friendly See all posts by Piper Langenfeld

About Piper Langenfeld

Previous Post:Turkey Trots and Holiday Runs
Next Post:Eye on Annapolis: Top 5 in the News | October 29th, 2025 |

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