INSTAFAMOUS ANNAPOLIS

With meandering cobblestone streets, inviting picturesque 18th-century buildings, and captivating views of the Chesapeake Bay—you could not plan a more Instagram-worthy shot list if you tried! Read along as we offer up a road map to the most picturesque locales in downtown #Annapolis. Be sure to tag us @visitannapolis on social media. You never know; we may share it on our feed!

Pinkney Street

On Pinkney Street, visitors are greeted by a colorful array of historic residences, including a pink house! On this one-way street, there is no parking; therefore, your snaps will look much the same as they did in the early 1800s. With its white picket fence at the bottom of the street, the red Shiplap House is thought to be the city’s second-oldest structure and is also rumored to be haunted! This cobbled colonial street is also in high demand for family photo shoots and is incredibly vibrant during sunrise.

#FamilyGoals

Maryland Avenue

Maryland Avenue is a quaint and vibrant shopping destination. It is also a mix of several architectural styles that serve as the perfect backdrop for Instagram Influencers: centuries-old buildings juxtaposed with Art Deco storefronts; homes made of formstone, a stucco treatment that peaked in the 1950s; to slightly tilting row homes and shops from the 1900s, all spilling onto the cobblestone street. This early American avenue is the crossroads of urban bohemian and American Revolutionary elegance and deserves a prominent post on your account.

Murals

Annapolis was once known as the cultural center of the colonies, the Athens of the New World. So, it is no wonder that art, especially outdoor art, continues to call to us to this day. Murals in Anne Arundel County are painted to enhance the architecture of the building or praise the joys of living in a bayside town. Some commemorate the history and culture of Annapolis or simply beg to be the star of your next Instagram post. The most celebrated murals on the ‘Gram are the Wisteria Wall on Fleet Street, the Equal Justice for All Mural just off Church Circle, The Best Place-For All Interactive Mural at Gotts Court Garage, and the new Watermen’s Mural across from Gibson’s Lodgings on Prince George Street.

ALLEYS & LANES

Annapolis was designed in the style of Baroque European cities. City planners built grand traffic circles with vast roadways spreading outward around religious and state power centers. The layout made it difficult to travel on foot, so instead of cutting through backyards and vacant lots, Annapolitans took shortcuts between buildings. Chancery Lane and Cabbage Alley are two old alleyways in downtown Annapolis, of the handful remaining intact. Chancery Lane provides a quick route from Main Street to State Circle and is the perfect location for photos of the historic State House dome. Cabbage Alley transforms

Though I may be a bit biased, I truly believe Maryland Hall for the Creative Arts is one of the best places to visit in Annapolis! There are shows, classes, gallery exhibitions, workshops and events happening all year long. For a smile, I enjoy visiting the dog beach at Quiet Waters Park. The trails at Greenbury Point are fun with stunning Bay views. And there’s always something unique and delicious to eat at Preserve.

JACKIE COLEMAN, Executive Director, Maryland Hall for the

into Snowflake Alley during the holidays, and residents, as well as tourists, line up for their turn to make a little selfie history of their own, with many making it an annual winter holidays tradition. Smile, and say “snowflake!”

Great Frogs Winery

A mere four miles from the city center and the historic selfie spots of downtown Annapolis lies Harness Creek Vineyards, home to Great Frogs Winery. This lovely plot of land has been used for agriculture since 1691, so it retains its green space roots and provides the perfect terroir for a winery. No matter the weather, this winery serves up the charm. Just a quick look at their Instagram account, and you will see they have more than their fair share of rainbows. Add in a stunning tasting room, repurposed from an old barn with twinkling lights, to create the perfect atmosphere—and backdrop for romance, girls’ nights, and of course, swoon-worthy selfies! We know what is at the end of the rainbow, Instagram gold!

Now that you have the info the only thing left to do is snap away! Tag us and share what you discover in Annapolis and Anne Arundel County. Instagram and Facebook @visitannapolis.

Located on West Street in Downtown Annapolis, Rams Head Tavern has been an award winning favorite for over 30 years. Enjoy modern tavern fare in one of our cozy dining rooms, historic pub, or on the Wisteriacovered patio and you’ll see why so many Annapolitans consider Rams Head their second home.

Since 1997, Rams Head On Stage has welcomed over 2 million music lovers to experience ‘The Top Club Under 500 Seats In The World’. Our intimate venue offers reserved table seating, light tavern fare, cocktail service and exceptional views of the stage from every seat.