Downtown Annapolis' Ego Alley
Explore Annapolis and Beyond
A water lover’s 3-day getaway through Maryland’s capital city and its surrounding areas.
Downtown Annapolis' Ego Alley
Few Maryland towns offer the charm of its state capital. Let this trip idea navigate you to the best spots in Annapolis, and then find a wide range of experiences as you explore beyond the city center.
Historical touches and nautical influences make Annapolis an irresistibly charming stop for Marylanders and visitors alike.
Start your day with a cup of fresh-brewed coffee and a good read inside Old Fox Books & Coffeehouse. Next, head to the Annapolis Maritime Museum, where interactive exhibits provide a true sense of the Chesapeake Bay’s maritime heritage.
At lunchtime, go straight to Chick & Ruth’s Delly. This local institution has been dishing out colossal sandwiches and traditional Maryland crab cakes for more than 60 years. Walk off lunch as you explore the murals and galleries of the Annapolis Arts District.
For dinner, enjoy the locally sourced, fermentation-focused offerings of Preserve.
Finally, get some rest at the bespoke Annapolis Waterfront Hotel.
Keep the Annapolis adventure going with more engaging, exciting and delicious moments around this unique town.
Get started with brunch at Iron Rooster, a breakfast-all-day joint famous for comforting dishes like homemade Pop-Tarts. Then step into the legacy of the United States Naval Academy by touring its property.
Take a break and satisfy your sweet tooth at the Annapolis Ice Cream Company, where homemade scoops are sure to delight the whole crew. Next, soak up the rich history of the area at the Museum of Historic Annapolis, which offers three floors of exhibits and stories.
For dinner, enjoy the bounty of the Chesapeake Bay with fresh seafood and refreshing cocktails at O’Brien’s Oyster Bar & Seafood Tavern.
Stay the night at one of three beautifully appointed Historic Inns of Annapolis.
There’s more to see and do as you venture beyond Annapolis and discover the rest of Anne Arundel County.
Indulge in a retro breakfast at Honey Bee Dinner, and then partake in some retail therapy at Arundel Mills. The largest outlet shopping experience in Maryland, this destination features over 200 stores and a variety of fashion brands.
Refuel with lunch at The Seaside Restaurant, renowned for its crab cakes, steamed crabs and Maryland crab soup.
Finish off your stay at the electric Live! Casino and Hotel, where you can enjoy gaming, live entertainment, an elegant dinner at The Prime Rib and some well-deserved rest.