Meet & Greet at Market House Rise Up Coffee with Jessica Haire

Art in a Bottle - Painting Night at Caliente Grill!

Wed, 14 Oct at 06:00 pm Caliente Grill

Open Stitch Night @ Timber

Wed, 14 Oct at 06:00 pm Timber Pizza Co. Annapolis

Sisiwitch at 49 West

Wed, 14 Oct at 07:00 pm 49 West Coffeehouse, Winebar & Gallery

Annapolis Powerboat Show - Thursday

Wed, 14 Oct at 07:00 pm Annapolis City Dock

Josh Blue

Wed, 14 Oct at 07:00 pm Rams Head On Stage

Gerald Albright at Rams Head On Stage

Wed, 14 Oct at 08:00 pm Rams Head On Stage

Annapolis Sailboat Show - October 2026

Thu, 15 Oct at 09:00 am Annapolis City Dock

2026 Tent Sale Sailboat Show

Thu, 15 Oct at 09:30 am 214 Eastern Ave, Annapolis, MD, United States, Maryland 21403

Annapolis Outback Presents: Canvas, Cocktails and Cuisine!

Thu, 15 Oct at 06:00 pm Outback Steakhouse

Understanding the Chemistry Behind Habits (and How to Change Them)

Thu, 15 Oct at 06:30 pm 2158 Renard Ct

Annapolis Powerboat Show - Friday

Thu, 15 Oct at 07:00 pm Annapolis City Dock

Chart House Prime - Rodney Strong Wine Dinner

Thu, 15 Oct at 07:00 pm Chart House Prime

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