Fun, and unique local events are at the heart of the Main Street experience.

Nowhere else can you find delightful festivals like Colorfest in Thurmont and the Peach Festival in Berlin, quirky events like the Tricycle Races in Cambridge and the Muskrat Celebration in Princess Anne, and classic family-friendly activities such as the New Year’s Eve Ball Drop in Cumberland and Holiday Electric Parade and Tree Lighting in Westminster.

With so many great events taking place throughout the year in Main Streets across the state, chances are you’re just a short drive from being a part of what makes the Main Street experience one-of-a-kind. But remember, when the event ends the fun doesn’t have to! Be sure to stay for the great shopping and dining on Main Street too.

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December 2018

Santa Con

December 8, 2018 @ 3:00 pm
Cork Bar, 3 Wicomico Street
Ocean City, MD 21842 United States
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Free but must pay for beverages

Adults Only fun in celebration of the holiday season in downtown OC. We'll start at Cork Bar on Wicomico Street and go to a total of 8 bars throughout downtown OC.

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46th Annual Candlelight Tour of Historic Havre de Grace: “The Art of Grace”

December 8, 2018 @ 4:00 pm - 8:00 pm
Lock House Museum, 817 Conesteo Street
Havre de Grace, MD 21078 United States
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$20 – $25

A self paced tour of  homes, inns, churches, and museums, with beautiful luminary lit streets. This year's theme "Art of Grace" indicates the artists' homes and galleries that are the focus of this year's tour. Tour starts at the Lock House Museum.

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Old Fashioned Christmas

December 14, 2018 @ 5:00 pm - 8:00 pm
Downtown Elkton

Come join us for horse and buggy rides, carolers, Santa, and store specials!

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Takoma Cocoa Crawl

December 15, 2018 @ 3:00 pm - 5:00 pm
Takoma Park Businesses

Grab a Takoma mug and enjoy discounts at participating businesses while you shop for the holidays.

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Girls Night Out Cocoa Crawl

December 20, 2018 @ 5:00 pm - 8:00 pm
Downtown Bel Air

Girls Night Out was created to encourage women of all ages to shop, dine, and explore historic Downtown Bel Air. It's an evening to enjoy extended shopping hours in the various specialty boutiques and dine in the restaurants and pubs. Join us for a special night of cocoa sipping and holiday shopping. Kickoff Location: Harford Artist Gallery at 37 N. Main Street

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City of Annapolis New Year’s Eve Celebration

December 31, 2018 @ 3:00 pm - January 1, 2019 @ 12:00 am
Kids: Weems Whelan Fields Adults: Susan Campbell Park and City Dock Annapolis

Family activities fill the day and music and dancing fill the night at this annual celebration welcoming the New Year. For the second year, kids activities will also be available. Participants are invited to park at Park Place garage and take City of Annapolis provided shuttles to and from the new location. Activities will include face painting, an obstacle course, moon bounces, and music performed by kids rock bands. The first round of festivities wraps up with on-site fireworks at…

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Berlin New Year’s Eve Celebration

December 31, 2018 @ 5:00 pm - January 1, 2019 @ 1:00 am
Berlin Main Street

Celebrate the arrival of the New Year in Berlin. Kids ball drops at 5:00pm with family fun. Adult celebration starts at 10:00pm with music, beer, and wine. Kids Event 5-6pm and Adult Event 10pm-1am

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Downtown Salisbury New Year’s Eve

December 31, 2018 @ 9:00 pm - January 1, 2019 @ 12:00 am
Downtown Salisbury

New Year's Eve Ball Drop in Downtown Salisbury, MD. Live Entertainment. 9-Midnight. Free for all ages.

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New Year’s Eve Boat Drop

December 31, 2018 @ 11:00 pm - January 1, 2019 @ 12:30 am
500 Block of Poplar Street

Times Square has the ball drop and now Cambridge has the BOAT DROP! Come celebrate the new year with our boat drop along the 500 block of Poplar Street which features THE GROOVE CITY LADY, a to-scale replica deadrise waterman's workboat that "drops" crabs every 5 feet from it's "trot line". It's a fun and funky good time! Fabricated by Rob Kramer Welding and sponsored by Bay County Communications.

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January 2019

January First Saturday

January 5, 2019 @ 5:00 pm - 9:00 pm
Downtown Frederick

Bask in the afterglow of the holidays with winter lights in Downtown Frederick. First Saturdays mean all day activities, holiday lights, late-night shopping and dining, live music on the street, and a free trolley to guide your way!

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