Observe the biggest Tug of War over a body of water between decades'-old rivals, the residents of Eastport and the residents of Annapolis. Known as "Slaughter across the Water", it's become a beloved annual charitable event with a party on each side afterwards. Spectators can view the spectacle from City Dock on the Annapolis side or, on the Eastport side, Second Street near the Chart House Restaurant. For a spectacle of a different sort, pack the kids in the car and head to Sandy Point State Park any night beginning mid-November for Lights on the Bay, a spectacular drive-through holiday lights show beside the Chesapeake Bay featuring more than 60 animated and stationary displays. Another beautiful display happens just two evenings in November, Annapolis by Candlelight. During this walking tour in historic Annapolis, participants glimpse the interior of some of the city's most impressive historic private homes.
When: Friday, November 2; 5:00 p.m. to 12:00 a.m.
Where: Annapolis Design District (Edgewood Ave. & Margaret Ave.)
Celebrate and learn more about the Hispanic community of Annapolis during the Dia de Los Muerots block party. The event is free for all ages and a great way for family and friends to come together as a city and celebrate the Annapolis Hispanic community. The event features delicious food, beer & wine sales, Mariachi music, local artisans, a kids zone, costume contest, salsa dancing and lessons, and more.
Drawing on a decades-old rivalry, the annual charitable event features the longest tug-of-war over a body of water in the world, pitting downtown Annapolitans against the rebels of the mock-breakaway Maritime Republic of Eastport. Dubbed the Slaughter across the Water, it features a 1700-foot rope, 450 tuggers and 1000 spectators. A festival-like atmosphere overtakes downtown Eastport and Annapolis beginning at 11:00 a.m. Tugging begins promptly (more or less) at the crack o' noon.
Let Historic Annapolis introduce you to some of the city’s finest architecture in its annual walking tour of private homes. This year’s tour focuses on historic neighborhoods in the vicinity of Prince George and King George Streets. Highlights include the Bordley-Randall House, a grand five-part colonial mansion; the Charles Carroll the Barrister House, an 18th-century building that Historic Annapolis moved in 1955 to save it from demolition; and the Patrick Creagh House, one of the best surviving examples of a home built for a member of the colonial merchant class.
When: Sunday, November 4; Noon to 5:00 p.m.
Where: West and Calvert Streets
Enjoy live entertainment as you stroll along the Annapolis Arts District on West Street and discover the work of 100 local and regional artists in search of unique holiday gifts. Local restaurants set up outside cafes that are perfect for people watching and an afternoon bite to eat. Free parking for the family-friendly event is available at the state parking garage on the corner of Calvert and Bladen Streets.
Don't miss this spectacular drive-through holiday lights show beside the Chesapeake Bay. The event features more than 60 animated and stationary displays, including traditional Maryland-themed favorites, holiday and children’s displays. Proceeds benefit the Annapolis-based SPCA.
When: Sunday, November 25; 5:30 p.m. to 7:15 p.m.
Where: Market Space at the Market House, 25 Market Street, Annapolis
With support from the Annapolis business community, the Annapolis Jaycees (Junior Chamber of Commerce) will once again host the Lighting of the Tree in Annapolis during the city’s Grand Illumination event. Watch Santa arrive in town and enjoy singing and dance performances by area youth. The Jaycees will provide refreshments and ornaments children can use to decorate the tree. Attendees are invited to bring nonperishable food items and new, unwrapped toys for the Jaycees’ annual Angel Tree Project.