U.S. Powerboat Show

Annapolis City Dock City Dock, Annapolis, MD, United States

At the country's oldest and largest in-water powerboat exhibition, over 450 powerboats are on display at the Annapolis City Dock. Attendees can purchase supplies from all major powerboat dealers and even try out equipment at the Demo Dock before making a purchase.  Thursday (VIP day) hours are 10 a.m. to 6 p.m. Friday and Saturday [...]

Patuxent Wildlife Festival

Patuxent National Wildlife Visitor Center 10901 Scarlet Tanager Court, Laurel, MD, United States

Learn all about regional species, including the endangered whooping crane and sea duck, at the Patuxent Wildlife Festivals. Festival-goers can enjoy live animals, tram rides and research center tours, childrens crafts and more. 

Annapolis by Candlelight

Downtown Annapolis Annapolis, MD, United States

View historic, nighttime Annapolis by candlelight while taking a walking tour of private homes which, this year, will focus on historic neighborhoods in the vicinity of Prince George and King George Streets. 

Maritime Republic of Eastport’s Tug of War

Annapolis City Dock City Dock, Annapolis, MD, United States

Bizarre as it sounds, lots of money is raised for Annapolis charities every year at the longest tug-o'-war over a body of water in the world. Annapolitans face off against the fictional Maritime Republic of Eastport while 100+ spectators join in on the fun in the festival-like atmosphere downtown. Tug of War XX will begin [...]

First Sunday Arts Festival

Downtown Annapolis Annapolis, MD, United States

As always, enjoy live entertainment and the work of over 100 artists outside in the city's Arts District--this time with a holiday twist! Find gifts for family and friends or pick up a souvenir for yourself that's 100% original. Festival can be found next to the Whitmore parking garage on West Street and Calvert. 

Grand Illumination, City Tree Lighting

Market House 25 Market Space, Annapolis, MD, United States

A Christmas tradition, the Annapolis Junior Chamber of Commerce will once again light up the Christmas tree at the city's Grand Illumination. Enjoy refreshments, help decorate the tree, shake hands with Santa Claus himself and bring nonperishable food items or new, unwrapped toys for the Chamber's Angel Tree Project. 

Chocolate Binge Festival

Downtown Annapolis Annapolis, MD, United States

Did somebody say chocolate? This third annual chocolate festival will feature holiday shopping, the lighting of the new West Street Light Canopy and lots and lots of chocolate. Located at the first block of West Street in Downtown Annapolis. Buy tickets here. 

Midnight Madness Holiday Shopping

Downtown Annapolis Annapolis, MD, United States

Come to the downtown "block party" and holiday shop 'til you drop! On the first three Thursdays of December, there will be live music and refreshments to enjoy while you stroll downtown and shop locally during the season of giving. Soak up the beauty of a lit-up Annapolis in the wintertime at this holiday event, [...]

Parade of Lights Cruise

Severn Inn 1993 Baltimore Annapolis Blvd, Annapolis, MD, United States

Eat dinner at the Severn Inn, then set sail aboard the Catherine Marie on a dessert cruise with unbeatable views of the Eastport Yacht Club Parade of Lights.  All-inclusive admission is $145.  Cruise begins and ends at the Severn Inn. 

Eastport Yacht Club Parade of Lights

Annapolis City Dock City Dock, Annapolis, MD, United States

Watch all kinds of decked-out boats parade through the Annapolis waterfront as thousands of lights twinkle and holiday music plays (usually from the boats!). Prime viewing areas include Eastport, Spa Creek, the City Dock and the Naval Academy sea wall. Admission is free. 

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