'Tis the Season...for the Jolly Express! Hop aboard Miss Anne, all decked out for the Holidays and see the sights along Spa Creek on the Jolly Express. Miss Anne will be adorned with reindeer spirit for a 45-minute cruise including hot cocoa, holiday music and holiday cheer. Cuddle up under blankets and enjoy the cruise […]
1 and a half hour walking tour. $21/Adults, $12/Children 3-11, Free 2 & Under Welcome the holidays with an evening stroll and a pleasant remembrance of Christmas past. Glowing lanterns light your way as you stroll around Maryland’s historic State Capital, all trimmed in holiday greenery. Walk along the streets of Annapolis, past colonial mansions, […]
The Annapolis Chocolate Binge Festival is now in it's fourth year. This family friendly festival includes entertainment, live music, chocolate, holiday shopping and the lighting of the festive West Street Holiday Light Canopy. Take a walk along West Street and tour over 35 chocolate vendors selling all types of chocolate specialties, including chocolate truffles, caramels, and […]
Downtown Annapolis Partnership proudly presents Midnight Madness—a Historic Downtown Annapolis holiday tradition that encompasses the charm and character of our most beloved memories of Norman Rockwell and Charles Dickens. We will adorn the streets and participating storefronts with holiday decorations, trees, garland, snowflakes, bows and lights to create a Downtown Winter Wonderland. Residents and visitors […]
Experience the magic of a winter evening at Illuminated London Town! Sip hot cider and roast s'mores beside roaring fires in the Historic Area. Explore the gardens illuminated with festive holiday lights. Discover colonial nighttime festivities and holidays at a candlelit William Brown House, decorated for the season. Enjoy special performances each week. Thanks to Dogwood […]
Shells & Bells, a Party on the Creek will feature a front row seat to the Eastport Yacht Clubs Parade of Lights. As part of the evening, guests will enjoy specialty cocktails, wine and spirits tastings, local food, live music, oysters & champagne, an auction and so much more! This tented event will be hosted […]
Few places are more magical than downtown Annapolis during the holidays. There’s no better place than downtown Annapolis to share a holiday tradition with family and friends. J. Ernest Green conducts the Chorale’s Chamber Chorus, the Annapolis Chamber Orchestra and guest soloists in a very special performance of Handel’s “Messiah” at historic St. Anne’s Church […]
Come join us for a Holiday inspired drag brunch. Let our entertainers help determine if you've been naughty or nice over the last year while they perform a chorus of your favorite holiday inspired songs, some of your favorite hits from the radio, provide you with a laugh as they do comedic skits, and make […]
The Military Bowl presented by Northrop Grumman kicks off for the 11thtime in December. at Navy-Marine Corps Memorial Stadium, featuring a matchup between representatives from the Atlantic Coast Conference and the American Athletic Conference. Organized by the DC Bowl Committee, the Military Bowl serves as a premier regional event benefiting the USO and other organizations supporting members of the […]
Join us at the Annapolis Waterfront Hotel for our New Year's Eve Bash! On Monday, December 31st, starting at 8:30pm, enjoy a full open bar with heavy hors d'oeuvres, DJ and dancing in our Ballroom and on our patio, and the best view of Annapolis' midnight fireworks, complete with a champagne toast! A portion of […]
Visitors guide to Annapolis, Maryland.
Hotels, Restaurants, Things to Do, and local knowledge.
