Maryland Avenue & State Circle Spring Festival

Maryland Avenue & State Circle Merchants Association 69 Maryland Ave, Annapolis, MD, United States

The brick paved sidewalks of Maryland Avenue & State Circle are home to some of the most historic buildings in all of Annapolis, with the past seeping out from each street and building. The shops you will discover while strolling this memorable location are full of charm, elegance and  style, and this years May Day [...]

First Sunday Arts Festival

First block of West and Calvert Streets Annapolis, MD, United States

Enjoy live entertainment while admiring the works of 100 local and regional artists as you stroll along the first block of West and Calvert Streets next to Whitmore parking garage. Local restaurants set up outside cafes that are perfect for people watching over an afternoon snack. This family friendly event has the benefit of free [...]

Class of 2019 Herndon Climb,

U.S. Naval Academy 121 Blake Road, Annapolis, MD, United States

As a tradition during Commissioning Week, the first-year plebes will climb the 21-foot obelisk to retrieve a white "dixie cup" hat on top of the monument and replace it with an upperclassman's hat.

Paint Annapolis

Around Annapolis Annapolis, MD, United States

There could not be a more beautiful city to paint than Annapolis, and the 5 day plein air Paint Annapolis competition will bring plein air painters from around the world to this historic city. Plein air means to paint outside, so the streets of Annapolis will be scattered with artists aiming to capture the atmosphere and [...]

4TH of July Fireworks in Historic Annapolis

Downtown Annapolis Annapolis, MD, United States

Watch the stunning 4th of July fireworks over the beautiful Annapolis Harbor. Annapolis launches its fireworks from a barge in Annapolis Harbor. The best places to view them includes public spaces Northeast of the Severn River, along the Naval Academy Bridge (limited parking area), any of the street-end parks facing Spa Creek, and aboard a boat [...]

4th of July Fireworks

City Docks Annapolis, MD, United States

Come celebrate the 4th of July with a spectacular fireworks display in Annapolis. Around 9:15 p.m. on July 4th, fireworks will be launched from a barge in Annapolis Harbor to celebrate Independence Day. The fireworks can be seen all over town, but the best viewing area is Northeast of the Severn River, along the Naval [...]

United States Sailboat Show

City Dock Annapolis, MD, United States

Head down to the City Docks in beautiful historic Annapolis and join sailors from all over the world who gather on the miles of docks for the United States Sailboat Show, the largest and oldest in-water sailboat show in the world. There will be the opportunity to compare boats from six feet to 80. New [...]

United States Powerboat Show

City Docks Annapolis, MD, United States

The City Dock of Historic Downtown Annapolis is the venue for the 44th United States Powerboat Show.  The miles of docks will exhibit everything from luxurious motor and ocean-going yachts and trawlers to high-performance powerboats and offshore fishing machines. Every type of boat including family cruisers, center console fishing collections, inflatables, paddleboards, ski boats, and [...]

Midnight Madness

Downtown Annapolis Annapolis, MD, United States

Don't miss Midnight Madness on December 8th where select stores in downtown Annapolis will remain open until midnight, giving everyone an excuse to get out and shop well into the night.  The beautiful old streets of Annapolis will be alive with music from choirs, musicians, and carolers, and some Downtown merchants will offer complimentary refreshments [...]

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