Explore the Charm of Annapolis Historic Main Street
Discover the historic charm of Annapolis Main Street, where stunning architecture meets vibrant local culture in Maryland's capital city.
Annapolis Historic Main Street is a picturesque destination that blends rich history with vibrant local culture. Stroll along the cobblestone streets lined with charming shops, restaurants, and historic buildings, making it a must-visit for tourists seeking an authentic experience in Maryland.
A brief summary to Annapolis Historic Main St
- 206-298 Main St, Annapolis, Maryland, 21401, US
Local tips
- Visit early in the morning to enjoy a quieter experience and take stunning photos without the crowds.
- Check local event calendars before your visit to catch festivals or special events along the street.
- Explore the side streets for hidden gems, including unique boutiques and local eateries.
- Don't miss the opportunity to try Maryland crab cakes at one of the local seafood spots.
- Wear comfortable shoes, as you'll want to explore the cobblestone streets and historic sites on foot.
Getting There
-
Car
If you're traveling by car from Annapolis Waterfront, head northeast on West Street toward Calvert Street. Continue straight until you reach the intersection with Main Street. Turn right onto Main Street, and you will find Annapolis Historic Main St at 206-298 Main St. There is street parking available, but be aware that metered parking may incur costs, typically ranging from $1.00 to $2.00 per hour.
-
Public Transportation
For public transportation, you can take the Annapolis Circulator bus. Board the bus at the nearest stop in Annapolis Waterfront. The Circulator runs every 15-30 minutes, and a one-way fare is $1.00. Stay on the bus until you reach the stop at Main Street and State Circle. From there, it’s a short walk to Annapolis Historic Main St, located at 206-298 Main St.
-
Walking
If you prefer to walk from Annapolis Waterfront, exit the waterfront area and head northwest toward West Street. Continue onto Main Street, where you will find Annapolis Historic Main St at 206-298 Main St. This scenic walk is about a 15-20 minute stroll and allows you to enjoy the beautiful views of the waterfront and local shops along the way.
Discover more about Annapolis Historic Main St
Iconic landmarks you can’t miss
The Maryland Inn of the Historic Inns of Annapolis
0.0 km
Experience the enchanting blend of history and modern comfort at The Maryland Inn, your ideal escape in the heart of Annapolis.
St. Anne's Parish
0.1 km
Explore the historic St. Anne's Parish in Annapolis, a captivating Episcopal church rich in history, stunning architecture, and cultural significance.
McBride Gallery
0.1 km
Explore the vivid artistry and unique collections at McBride Gallery in Annapolis, Maryland – a must-visit for art lovers.
Robert Johnson House of the Historic Inns of Annapolis
0.1 km
Discover the historic elegance of the Robert Johnson House, where modern comfort meets the charm of Annapolis's rich heritage.
Circle Gallery
0.1 km
Explore the vibrant world of local art at Circle Gallery in Annapolis, showcasing diverse works and talented regional artists.
Maryland Federation of Art
0.1 km
Explore the vibrant art scene at the Maryland Federation of Art in Annapolis, showcasing local talent through dynamic exhibitions and community events.
Annapolis Visitor Center
0.2 km
Discover Annapolis at the Visitor Center - your essential stop for maps, local insights, and the history of Maryland's beautiful capital.
State House Cannon
0.2 km
Explore the State House Cannon in Annapolis, a historical landmark that showcases Maryland's military heritage and offers a glimpse into the past.
Rams Head On Stage
0.2 km
Experience the best of live music in Annapolis at Rams Head On Stage, where great performances meet a vibrant atmosphere.
Annapolis Eventours
0.2 km
Discover Annapolis's rich history and stunning waterfront with Annapolis Eventours, your guide to an unforgettable adventure in Maryland.
The Annapolis Pottery
0.2 km
Discover the artistry of handmade ceramics at The Annapolis Pottery, where local craftsmanship meets unique design in the heart of Maryland.
Mission Escape Rooms
0.2 km
Experience the thrill of teamwork and adventure at Mission Escape Rooms in Annapolis, Maryland, where every puzzle brings excitement and fun.
Downtown Annapolis Partnership
0.2 km
Experience the rich history and vibrant culture of Downtown Annapolis, a charming waterfront destination perfect for tourists seeking local delights.
Historic Inns of Annapolis
0.2 km
Discover the Historic Inns of Annapolis, where historical charm meets modern comfort amidst Maryland's captivating capital.
The Colonial Players
0.3 km
Experience captivating performances at The Colonial Players in Annapolis, Maryland, where community meets creativity in a unique theater setting.
Unmissable attractions to see
The Original Local Annapolis Ghost Tours & Crawls
0.0 km
Discover the haunted history of Annapolis with the Original Local Ghost Tours, where chilling tales await to enthrall and entertain visitors of all ages.
Twisted history tavern tour
0.0 km
Explore Annapolis' rich history and vibrant tavern culture on the Twisted History Tavern Tour, where captivating stories meet delightful brews.
Colonial Annapolis Historic District
0.1 km
Discover the charm of Colonial Annapolis Historic District—where rich history meets stunning architecture in Maryland's picturesque capital.
Wagner Square
0.1 km
Discover the charm of Annapolis at Wagner Square, a tranquil oasis blending history, culture, and nature in Maryland's picturesque capital.
Maryland State House
0.1 km
Explore the Maryland State House, the oldest state capitol still in use, and immerse yourself in the rich history and stunning architecture of Annapolis.
Banneker-Douglass Museum
0.1 km
Discover the rich tapestry of African American history at the Banneker-Douglass Museum in Annapolis, Maryland, a cultural treasure that informs and inspires.
Banneker-Douglass-Tubman Museum
0.1 km
Discover the inspiring stories of African American heroes at the Banneker-Douglass-Tubman Museum in Annapolis, where history and culture come to life.
Visit Annapolis & Anne Arundel County
0.2 km
Explore the historic charm, rich maritime culture, and vibrant waterfront of Annapolis & Anne Arundel County.
Old Treasury Building
0.2 km
Explore the Old Treasury Building, a historic museum in Annapolis showcasing Maryland's rich 18th-century history and captivating artifacts.
The Governor Calvert House at Historic Inns of Annapolis
0.3 km
Discover the charm of The Governor Calvert House, a historic inn in Annapolis, where past elegance meets modern comfort for an unforgettable stay.
Acton's Cove Waterfront Park
0.4 km
Discover tranquility at Acton's Cove Waterfront Park, a serene haven in Annapolis with scenic views and lush landscapes perfect for relaxation.
Hogshead
0.4 km
Explore the rich history of Annapolis at Hogshead Museum, where the past comes alive through engaging exhibits and colonial charm.
William Paca House & Garden
0.4 km
Visit the William Paca House & Garden in Annapolis for a captivating journey into 18th-century history and stunning landscapes.
St. John's College
0.4 km
Explore St. John's College: a historic liberal arts institution in Annapolis, offering a unique educational experience amidst stunning architecture and scenic grounds.
Historic Annapolis, Inc.
0.4 km
Discover the rich maritime history and charming streets of Historic Annapolis, a captivating destination in Maryland perfect for all travelers.
Essential places to dine
Acqua al 2 - Annapolis
0.0 km
Experience authentic Italian cuisine at Acqua al 2 in Annapolis - where tradition meets modern culinary artistry.
Treaty of Paris Restaurant
0.1 km
Experience delicious American cuisine at Treaty of Paris Restaurant in Annapolis - where comfort meets flavor.
DRY 85
0.1 km
Experience the lively ambiance and unique flavors at DRY 85, Annapolis' premier grill destination known for its creative cocktails.
Red Red Wine Bar + Bistro
0.1 km
Discover delicious American cuisine paired with exquisite wines at Annapolis' charming Red Red Wine Bar + Bistro.
Mason's Famous Lobster Rolls
0.1 km
Experience authentic New England flavors at Mason's Famous Lobster Rolls in Annapolis - A seafood lover's paradise.
Café Normandie
0.2 km
Discover Café Normandie: A modern French culinary gem in Annapolis offering exquisite seafood and classic dishes in an inviting atmosphere.
Fox's Den
0.2 km
Discover Fox's Den: A gastropub in Annapolis serving unique American dishes & artisanal pizzas in a vibrant atmosphere.
Osteria 177
0.2 km
Experience authentic Italian cuisine at Osteria 177 in Annapolis – where every meal tells a story of flavor and tradition.
Luna Blu Ristorante Italiano
0.2 km
Experience authentic Italian flavors at Luna Blu Ristorante Italiano in Annapolis—where every dish tells a story.
Preserve
0.2 km
Experience the best of American cuisine at Preserve in Annapolis - where innovation meets tradition in every dish.
Potato Valley Café
0.2 km
Discover Potato Valley Café: A charming spot in Annapolis offering delicious American cuisine made from fresh local ingredients.
Harry Browne's Restaurant
0.2 km
Experience fine American dining at Harry Browne's Restaurant in Annapolis - where exceptional cuisine meets historic charm.
Dinner Under the Stars
0.3 km
Experience exquisite dining under the stars with live music at Annapolis' charming Dinner Under the Stars – perfect for unforgettable nights.
Galway Bay Irish Restaurant and Pub
0.3 km
Discover authentic Irish flavors at Galway Bay Irish Restaurant and Pub in Annapolis – a cozy spot for delicious food and drinks.
Level a small plates lounge
0.3 km
Experience exquisite American cuisine with local flavors at Level - Annapolis' premier small plates lounge and cocktail bar.
Markets, malls and hidden boutiques
Trendy Tides Boutique
0.0 km
Explore Trendy Tides Boutique in Annapolis for unique gifts and home goods that capture the essence of your visit.
Alpaca International
0.1 km
Explore Alpaca International, your go-to destination for stylish and sustainable alpaca wool clothing and accessories in Annapolis, Maryland.
Back Creek Books
0.1 km
Discover rare books and local art at Back Creek Books, a cozy haven for literary enthusiasts in the heart of Annapolis.
B Boutique Annapolis
0.2 km
Explore unique fashion and accessories at B Boutique Annapolis, a charming clothing store in the heart of Maryland's historic city.
Lou Lou Boutiques
0.2 km
Explore Lou Lou Boutiques in Annapolis for unique fashion accessories and jewelry that embody style and local artistry.
The Lucky Knot
0.2 km
Explore The Lucky Knot in Annapolis for unique clothing, jewelry, and shoes that capture local charm and style.
3 Sisters
0.2 km
Discover unique fashion at 3 Sisters, a charming clothing store in Annapolis offering trendy apparel and local designs that reflect the city's style.
Mango and Main
0.2 km
Explore Mango and Main for unique gifts, local artistry, and fair-trade treasures in the heart of Annapolis, Maryland.
Hatley Boutique Annapolis
0.2 km
Explore Hatley Boutique Annapolis for trendy and high-quality children's clothing, perfect for stylish families looking for unique apparel.
Annapolis Shirt Co.
0.2 km
Discover the charm of Annapolis through unique t-shirts and gifts at Annapolis Shirt Co., your go-to shop for local souvenirs.
The Spice & Tea Exchange of Annapolis
0.2 km
Explore a world of flavors at The Spice & Tea Exchange of Annapolis, where gourmet spices and exotic teas await your discovery.
Roberta Bell Vintage Treasures
0.2 km
Explore the charm of Roberta Bell Vintage Treasures, where timeless antiques and unique finds await every visitor in Annapolis.
Evergreen Antiques and True Vintage
0.3 km
Discover timeless treasures at Evergreen Antiques and True Vintage, where each piece tells a story and nostalgia meets elegance in Annapolis.
Annapolis Essentials
0.3 km
Explore Annapolis Essentials for local T-shirts, unique souvenirs, and gifts that embody the charm of Annapolis, Maryland.
The Unknown Artist
0.3 km
Explore The Unknown Artist in Annapolis, a vibrant art gallery showcasing local talent and unique handcrafted treasures.
Essential bars & hidden hideouts
Harold Black - Annapolis
0.0 km
Discover the hidden gem of Annapolis at Harold Black, where craft cocktails and a vibrant atmosphere await you.
Drummer's Lot Pub
0.0 km
Discover the inviting atmosphere of Drummer's Lot Pub in Annapolis, where craft beers and classic pub fare await in a historic setting.
Reynolds Tavern and 1747 Pub
0.1 km
Experience the rich history and delicious cuisine at Reynolds Tavern and 1747 Pub, a historic gem in Annapolis, Maryland.
Parley Room
0.1 km
Experience the best of Annapolis nightlife at Parley Room, where expertly crafted cocktails meet an elegant atmosphere for unforgettable evenings.
Castlebay Irish Pub
0.1 km
Discover the heart of Irish culture at Castlebay Irish Pub, Annapolis' premier destination for food, drinks, and live music.
Rams Head Tavern
0.2 km
Discover the lively Rams Head Tavern in Annapolis, where American cuisine meets local craft beers in a vibrant atmosphere.
Acme Bar & Grill
0.2 km
Discover the vibrant flavors of Annapolis at Acme Bar & Grill, where great food and good times come together.
Stan & Joe's Saloon
0.2 km
Discover the lively atmosphere of Stan & Joe's Saloon in Annapolis, featuring American cuisine, live music, and a spirited sports bar vibe.
Ponche Tiki Bar
0.4 km
Discover Ponche Tiki Bar in Annapolis, where tropical vibes meet creative cocktails in a vibrant atmosphere perfect for unwinding.
Armadillos Restaurant
0.5 km
Experience the best of Annapolis dining at Armadillos Restaurant, where grill favorites and a lively bar atmosphere await.
Trophy Room
0.5 km
Discover Trophy Room in Annapolis, a vibrant bar and restaurant offering delicious cuisine and refreshing drinks in a lively atmosphere.
Chessie's Wharf
1.7 km
Discover the flavors of Annapolis at Chessie's Wharf, where culinary excellence meets waterfront charm in a delightful dining experience.
Grapes Wine Bar & Restaurant
2.4 km
Discover the perfect fusion of exquisite wines and gourmet dining at Grapes Wine Bar & Restaurant in Annapolis, Maryland.
Heroes Pub
2.5 km
Discover Heroes Pub in Annapolis, where grill favorites and a vibrant bar atmosphere come together for an unforgettable dining experience.
DARK HORSE
3.6 km
Discover the lively Dark Horse in Annapolis, a sports bar and restaurant offering delicious food, craft drinks, and a vibrant atmosphere for sports lovers.
