Summer's Last Crush!

Are you looking for a last minute Labor Day getaway?

Look no further than Annapolis & Anne Arundel County, Maryland, where you can enjoy a variety of activities along the shores of the Chesapeake Bay. From one last beach lounge to one final crab feast with all the fixins', you will find all of this and more in Annapolis & Anne Arundel County. 

Speaking of 'Crushes', learn more about one of Maryland's favorite summer cocktails, the Orange Crush!


One Last Summer Getaway

Are you ready for some Navy Football?

Annapolis is known as America's Sailing Capital, but we have much more to offer than sailboats and Chesapeake Bay sunsets. Have you ever experienced the fanfare, pomp, and circumstance of a U.S.N.A. Football Game? 


Check off this fall bucket list item with a stay in the heart of historic downtown Annapolis! Walk to the stadium, or take a quick shuttle for an unforgettable Navy tailgate and watch the Midshipmen at their home opener on Saturday, September 9, 2023, vs. Wagner.



Navy Football


Annapolis Songwriters Festival

Get ready for Blondie, LeeAnn Rimes, and many other incredible songwriters at one of the premier music festivals on the shores of the Chesapeake Bay, held annually in Maryland’s Music Capital - Annapolis.

Modeled after the hugely successful Key West Songwriters Festival, the Annapolis Songwriters Festival brings the love for live music to the Bay. Like Key West, Annapolis has its own world-renowned watering holes and intimate theater settings, making Maryland’s state capital the perfect location for concert enthusiasts to get acquainted with the faces, voices, and stories behind the songs in an intimate and easily walkable setting. 


Annapolis Songwriters Tickets


Baltimore Orioles are #1

Stay and play in the Arundel Mills/BWI districts and take the MARC train straight to Camden Yards, and watch the O's battle for the AL East Championship!... Learn More.

Kunta Kinte Heritage Festival

The Kunta Kinte Heritage Festival returns September 23rd, the festival celebrates the perseverance, education, and cultural heritage of Africans, African Americans, and Caribbean people of African descent... Learn More.

Family Fun!

Anne Arundel County is where family adventure begins! Hop aboard a pirate ship, search for buried treasure, visit a park or nature trail... Learn More.

Fall Into Annapolis

Bookmark these upcoming events and festivals for a Fall escape. Head to our website for more festivals, tours, and adventures in Annapolis & Anne Arundel County!


October 5-8 – Annapolis Powerboat Show (Downtown Annapolis) The City Docks of Annapolis will buzz with excitement as boat lovers from around the globe return to celebrate the 50th anniversary of the US Powerboat Show. Spend days exploring powerboats of all varieties and shopping for boat supplies, navigation equipment, and other marine accessories. 

October 12-15 – Annapolis Sailboat Show (Downtown Annapolis) If sailing is your style, the US Sailboat Show is just three days after the Powerboat Show. From seasoned sailors to first-time boat buyers, this five-day event highlights new and premier boats. Check out educational opportunities for all skill levels, like the highly sought-after Cruisers University. Make plans today to maximize your time at the Boat Shows.

November 12Bay Bridge Run (Chesapeake Bay) The Bay Bridge Run is a 10K race that traverses the eastbound span of the Chesapeake Bay Bridge from Anne Arundel County to Kent Island in Queen Anne's County and finishes with a huge post-race party! Once a year, the bridge shuts down traffic on the eastbound span for a race that tests your mettle and your fear of heights! The views and photo ops abound, and this race is bringing in race enthusiasts from across the country. 


Event Calendar


**Trigger Warning**

Christmas is only 4 Months AWAY!

Start planning your holiday escape at


Holidays in Annapolis