Title: 10 TOP Things to Do in Annapolis September 2025 | Expedia.co.uk [Hotels in Annapolis](https://expedia.co.uk/Annapolis-Hotels.d6034082.Travel-Guide-Hotels)[Flights to Annapolis](https://expedia.co.uk/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Annapolis Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Annapolis.d6034082.Car-Hire-Guide)[Annapolis Holidays](https://expedia.co.uk/Annapolis.d6034082.Holidays-City-Breaks) # What to do in Annapolis, MD ## Activities, attractions and tours ## Visit Annapolis Types of activities Where to stay [Annapolis travel guide](https://expedia.co.uk/Annapolis.dx6034082) ![Annapolis](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253217-Annapolis.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Annapolis](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253221-Annapolis.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![U.S. Naval Academy featuring military items, interior views and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134419-Annapolis.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Annapolis as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238324-Annapolis.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Annapolis](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253222-Annapolis.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Annapolis Attractions If you are looking for a vacation option among the historical cities of America's eastern shores, you should consider a sojourn in Annapolis. Known as the country's "Sailing Capital," things to do in Annapolis include attending the Wednesday night sailing races that take place on a regular basis on Chesapeake Bay from the end of April through August. You can see the races best by going to Annapolis Harbor and grabbing a dockside chair. If you enjoy the water, Annapolis excursions you might enjoy include day cruises on the bay as well as renting sailboats on the docks. If you are a Renaissance Fair aficionado, the Maryland Renaissance Fair begins in late August and continues through October. Other attractions in Annapolis include the Maryland State House, which was built in 1772 and played a significant part in the early beginnings of the United States. The United States Naval Academy is located along the shores of the Chesapeake Bay and is among the favorite choices of the average tourist for Annapolis tours. One of the must see places in the Naval Academy is Preble Hall, which houses the Academy's museum. Because the Chesapeake Bay region of MD is renowned for its seafood, you won't want to miss the spots that specialize in the preparations of the bay's regional cuisine. The top places to eat are likely to be local restaurants a little off the beaten path. It is recommended you get a map of the city and look for side streets close to Chesapeake Bay's main harbor. However, if you love classic, picturesque Americana, you can't beat Main Street in downtown Annapolis. Its brick buildings, tall-steepled churches and old-fashioned lamp posts will make you think that you have gone back to another time. For more information on Annapolis activities as well as the latest news on lodging and dining, contact our offices here at Expedia. Whether you are seeking art and culture, heritage tours or outdoor water-based fun, we can help you put together the Chesapeake Bay vacation of your dreams. ## Browse Annapolis activities by category Tours & day trips [](https://expedia.co.uk/things-to-do/search?&rid=6034082&location=Annapolis&filter.categories=ToursDayTrips) History & culture [](https://expedia.co.uk/things-to-do/search?&rid=6034082&location=Annapolis&filter.categories=HistoryCulture) Food, drink & nightlife [](https://expedia.co.uk/things-to-do/search?&rid=6034082&location=Annapolis&filter.categories=FoodDrinkNightlife) Cruises & boat tours [](https://expedia.co.uk/things-to-do/search?&rid=6034082&location=Annapolis&filter.categories=CruisesBoatTours) Holiday & seasonal tours [](https://expedia.co.uk/things-to-do/search?&rid=6034082&location=Annapolis&filter.categories=HolidaySeasonalTours) Private & custom tours [](https://expedia.co.uk/things-to-do/search?&rid=6034082&location=Annapolis&filter.categories=Privatecustomtours) * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ## Recommended things to do in Annapolis | Number of things to do | 9 | | --- | --- | | Cheapest thing to do on Expedia | [Annapolis: Historical Treasures of the City with Self-Guided Audio Tour](https://expedia.co.uk/things-to-do/annapolis-historical-treasures-of-the-city-with-self-guided-audio-tour.a44923748.activity-details): £8 | | Top 5 things to do | - [Annapolis: Historical Treasures of the City with Self-Guided Audio Tour](https://expedia.co.uk/things-to-do/annapolis-historical-treasures-of-the-city-with-self-guided-audio-tour.a44923748.activity-details) - [Annapolis: Pirates, Patriots, and Poltergeists of Old Town](https://expedia.co.uk/things-to-do/phantoms-of-annapolis-ghost-walking-tour.a48147047.activity-details) - [Historic Annapolis Food Tour](https://expedia.co.uk/things-to-do/historic-annapolis-food-tour.a46405193.activity-details) - [Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://expedia.co.uk/things-to-do/annapolis-crabtown-boos-and-booze-haunted-pub-crawl.a48353835.activity-details) - [Haunted Annapolis: Ghosts of the Harbour & Old Town Tour](https://expedia.co.uk/things-to-do/crabtown-ghosts-dark-history-haunted-tour-of-annapolis.a44904461.activity-details) | | Half-day tours | - [Annapolis: Historical Treasures of the City with Self-Guided Audio Tour](https://expedia.co.uk/things-to-do/annapolis-historical-treasures-of-the-city-with-self-guided-audio-tour.a44923748.activity-details) - [Annapolis: Pirates, Patriots, and Poltergeists of Old Town](https://expedia.co.uk/things-to-do/phantoms-of-annapolis-ghost-walking-tour.a48147047.activity-details) - [Historic Annapolis Food Tour](https://expedia.co.uk/things-to-do/historic-annapolis-food-tour.a46405193.activity-details) - [Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://expedia.co.uk/things-to-do/annapolis-crabtown-boos-and-booze-haunted-pub-crawl.a48353835.activity-details) - [Haunted Annapolis: Ghosts of the Harbour & Old Town Tour](https://expedia.co.uk/things-to-do/crabtown-ghosts-dark-history-haunted-tour-of-annapolis.a44904461.activity-details) | | With kids | - [Annapolis: Pirates, Patriots, and Poltergeists of Old Town](https://expedia.co.uk/things-to-do/phantoms-of-annapolis-ghost-walking-tour.a48147047.activity-details) - [Historic Annapolis Food Tour](https://expedia.co.uk/things-to-do/historic-annapolis-food-tour.a46405193.activity-details) | ## What to do in Annapolis * * * ### Popular places to visit ![U.S. Naval Academy showing interior views, heritage architecture and military items](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134417-Annapolis.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### U.S. Naval Academy See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor. [](https://expedia.co.uk/US-Naval-Academy-Annapolis.d6077390.Attraction) ![Chesapeake Bay Bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253322-Chesapeake-Bay-Bridge.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chesapeake Bay Bridge Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers. [](https://expedia.co.uk/Chesapeake-Bay-Bridge-Annapolis.d6077400.Attraction) ![Sandy Point State Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253523-Sandy-Point-State-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sandy Point State Park Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park. [](https://expedia.co.uk/Sandy-Point-State-Park-Annapolis.d6163398.Attraction) ![Maryland Quiet Waters Park which includes a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135017-Maryland-Quiet-Waters-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Maryland Quiet Waters Park Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park. [](https://expedia.co.uk/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Attraction) ![Maryland State House showing heritage architecture and an administrative building](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134423-Annapolis.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Maryland State House Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use. [](https://expedia.co.uk/Maryland-State-House-Historic-District.d6077394.Attraction) ![William Paca House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253407-William-Paca-House.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### William Paca House Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca. [](https://expedia.co.uk/William-Paca-House-Historic-District.d6077398.Attraction) ![Ego Alley](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/455000/455131-Ego-Alley.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ego Alley Explore the waterfront in Annapolis with a trip to Ego Alley. While you're here, you can savour the top-notch restaurants. [](https://expedia.co.uk/Ego-Alley-Historic-District.d553248635919228117.Attraction) #### Annapolis City Dock You can enjoy retail therapy at Annapolis City Dock during your trip to Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants. [](https://expedia.co.uk/Annapolis-City-Dock-Historic-District.d553248633992240262.Attraction) #### Navy-Marine Corps Memorial Stadium Catch an event at Navy-Marine Corps Memorial Stadium during your trip to Annapolis. Stroll along the waterfront or visit the shops in the area. [](https://expedia.co.uk/Navy-Marine-Corps-Memorial-Stadium-Annapolis.d6091645.Attraction) ### Explore areas of Annapolis ![Annapolis featuring a city and street scenes as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/146000/146977-Annapolis.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic District While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House. [](https://expedia.co.uk/Annapolis-Historic-District.dx553248635976472706) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Eastport While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor. [](https://expedia.co.uk/Annapolis-Eastport.dx553248635976473127) ![Default Image](https://mediaim.expedia.com/destination/2/5538baf61de729b4ad7b0432300f2a7d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Murray Hill If you're spending some time in Murray Hill, Ballet Theater of Maryland and Spa Creek are top sights worth seeing. [](https://expedia.co.uk/Annapolis-Murray-Hill.dx553248635976473392) ![Maryland Quiet Waters Park showing a garden and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134444-Annapolis.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Hillsmere While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery. [](https://expedia.co.uk/Annapolis-Hillsmere.dx553248635976473205) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Cape Saint Claire Though Cape Saint Claire may not have many top sights, you can venture to the surrounding area to see attractions like Sandy Point State Park and Chesapeake Bay Bridge. [](https://expedia.co.uk/Annapolis-Cape-Saint-Claire.dx3000440447) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Admiral Heights If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts. [](https://expedia.co.uk/Annapolis-Admiral-Heights.dx903582789788700672) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.co.uk/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Frequently asked questions ### Is Annapolis worth visiting? > One of the most common things to do in Annapolis is visit Annapolis City Dock. Check this major sight off your itinerary, then discover more of this area's watersports and history. ### How do I spend a day in Annapolis? > After you've visited leading attractions like Annapolis City Dock and Sandy Point Beach, spend some time discovering Annapolis's retail and dining scene. ### What is the top tourist attraction in Annapolis? > You can't go home without exploring Annapolis City Dock, rated the top tourist attraction in Annapolis. ### Is three days enough to stay in Annapolis? > Three days will give you enough time to tick off popular city sights, such as Annapolis City Dock, Sandy Point Beach and London Town. The average stay in Annapolis is two days. If you have the urge to extend your getaway, Washington isn't far away. ### Is Annapolis a walkable city? > Some major attractions in Annapolis, including Annapolis City Dock and Bay Ridge Beach, are within walking distance. You can also experience several of the city's popular neighbourhoods on foot. Just 5 kms (3 miles) from the city centre of Annapolis is Parole and Historic District is 0.16 kms (0.10 miles) away. ### What are some activities to do in Annapolis with kids? > Whether you're holidaying with hard-to-please teens or tiny adventurers, a fun-filled itinerary takes your trip to the next level. Take a look at our ideas for what to do in Annapolis with kids. > > > > - [Annapolis: Pirates, Patriots, and Poltergeists of Old Town](https://expedia.co.uk/things-to-do/phantoms-of-annapolis-ghost-walking-tour.a48147047.activity-details) > - [Historic Annapolis Food Tour](https://expedia.co.uk/things-to-do/historic-annapolis-food-tour.a46405193.activity-details) ### What to do in Annapolis for adults? > Whether you're a culture enthusiast, avid foodie or outdoor explorer, there are lots of things to do in Annapolis for adults including 14 Fleet Street and U.S. Naval Academy. ### Are there free things to do in Annapolis? > In Annapolis, Annapolis City Dock is a top spot for anyone looking to tour the city without reaching for their wallet. Also, wander around the local parks and neighbourhoods, and ask for ideas from a local tour guide. It's a simple way to explore the best free things to do in Annapolis. - Annapolis sightseeing tours & attractions - Hotels near popular Annapolis Attractions - Cities to visit near Annapolis - [U.S. Naval Academy](https://expedia.co.uk/US-Naval-Academy-Annapolis.d6077390.Attraction) - [Maryland Quiet Waters Park](https://expedia.co.uk/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Attraction) - [Hammond-Harwood House](https://expedia.co.uk/Hammond-Harwood-House-Historic-District.d6077396.Attraction) - [Hotels near Annapolis City Dock](https://expedia.co.uk/Annapolis-City-Dock-Hotels.0-l553248633992240262-0.Travel-Guide-Filter-Hotels) - [Hotels near Maryland Quiet Waters Park](https://expedia.co.uk/Maryland-Quiet-Waters-Park-Hotels.0-l6172639-0.Travel-Guide-Filter-Hotels) - [Hotels near Annapolis Landing Marina](https://expedia.co.uk/Annapolis-Landing-Marina-Hotels.0-l553248621558039664-0.Travel-Guide-Filter-Hotels) - [New York Activities](https://expedia.co.uk/Things-To-Do-In-New-York.d178293.Travel-Guide-Activities) - [Atlantic City Activities](https://expedia.co.uk/Things-To-Do-In-Atlantic-City.d602179.Travel-Guide-Activities) - [Ocean City Activities](https://expedia.co.uk/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities) - [Washington Activities](https://expedia.co.uk/Things-To-Do-In-Washington.d178318.Travel-Guide-Activities) - [Virginia Beach Activities](https://expedia.co.uk/Things-To-Do-In-Virginia-Beach.d10271.Travel-Guide-Activities) - [Philadelphia Activities](https://expedia.co.uk/Things-To-Do-In-Philadelphia.d178297.Travel-Guide-Activities) - [Cape May Activities](https://expedia.co.uk/Things-To-Do-In-Cape-May.d10465.Travel-Guide-Activities) - [Baltimore Activities](https://expedia.co.uk/Things-To-Do-In-Baltimore.d178235.Travel-Guide-Activities) - [Newark Activities](https://expedia.co.uk/Things-To-Do-In-Newark.d601760.Travel-Guide-Activities) - [Wildwood Activities](https://expedia.co.uk/Things-To-Do-In-Wildwood.d10401.Travel-Guide-Activities) - [Richmond Activities](https://expedia.co.uk/Things-To-Do-In-Richmond.d601761.Travel-Guide-Activities) - [Williamsburg Activities](https://expedia.co.uk/Things-To-Do-In-Williamsburg.d6296.Travel-Guide-Activities) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)