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Annapolis Holiday Guide

As the holiday season approaches, Annapolis emerges as the perfect destination to revel in the festive atmosphere. Renowned as one of America's best Christmas towns by Travel + Leisure, the downtown area exudes a Charles Dickens-esque charm.

Click here for our Annapolis Holiday Guide promising to immerse everyone in the holiday spirit.  Our guide includes some of our favorite places to grab hot cocoa, irish eggnog and some shops you don't want to miss during Midnight Madness.

To make your downtown parking experience more enjoyable:

  • Free parking is available at Calvert Street Parking Garage (19 St Johns Street) from 6 pm to 6 am

  • Parking on commercial streets will be free for short-term 2-hour parking.

  • City residents can park at the City-owned parking garages for free for 2 hours at Hillman Garage. contact Annapolis Parking at 60 West Street for details.

  • Free Circulator buses and shuttles will help you get around town with stops at many of the parking garages.

  • Learn more about parking and free shuttles at www.AnnapolisParking.com

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