Events

Midnight Madness

Midnight Madness – A Festive Shopping Celebration in Downtown Annapolis 2018 Thursdays, December 6 and 13 from 6PM until Midnight and December 20 from 6PM until 11PM http://www.downtownannapolispartnership.org/midnight-madness Downtown Annapolis Partnership proudly presents Midnight Madness—a Historic Downtown Annapolis holiday tradition…

Jolly Express Cruise

When: Fridays-Sundays, December 1-31 (except Saturday, December 8); 6:00 p.m., 7:00 p.m., 8:00 p.m. Where: Tours depart from the Information Booth at City Dock, Annapolis Admission: $23, adults; $13, children under 12 Enjoy a 45-minute, holiday-inspired, “sleigh ride” cruise aboard the…

Holiday Candlelight Stroll

When: Fridays and Saturdays, December 1, 7, 14-15, 21-22; 7:00 p.m. to 8:30 p.m. Where: Tours depart from the Information Booth at City Dock, Annapolis Admission: $21, adults; $12, children ages 3-11; children 2 and under, free Learn about the origin…

Open Mic Night

Every Monday night at Stan and Joe’s on West Street in Annapolis join Kevin “The Hurricane” Lebling and friends for open mic night.   410-263-1993 Free  http://www.stanandjoessaloon.com/  

Annapolis New Year’s Eve Celebration

Family activities fill the day and music and dancing fills the night at this annual celebration wishing 2018 goodbye and welcoming the New Year – 2019! Check website for even more to enjoy. https://www.visitmaryland.org/event/annapolis-new-years-eve-celebration

2018 Military Bowl

When: Monday, December 31; Starting at 12:00 p.m. Where: Navy-Marine Corps Memorial Stadium (550 Taylor Avenue, Annapolis) Tickets: 888-841-2787 The Military Bowl® presented by Northrop Grumman, benefiting the USO, will match a team from the Atlantic Coast Conference (ACC) against an…

The Polar Bear Plunge

When: January 25-27, 2018 Where: Sandy Point State Park Held each year at the end of January at Sandy Point State Park, the Polar Bear Plunge is one of the area’s favorite winter-time events. Brave participants take a frigid dip in the…