The State Exploration Challenge - Essential Maryland Stops For Any Roadtrip

Whether it’s exploring hidden gems, delving into history and culture, or uncovering off-the-beaten-path adventures, our writers are the experts within their state. Each list is curated and checked by our state writers to include local attractions, must-visit spots, and insider tips, making us the go-to authority for fellow adventurers seeking authentic experiences each month.

Who’s ready for THE BEST Maryland adventure challenge? Envision yourself embarking on a journey through Maryland’s charming towns, where you can fully immerse yourself in its vibrant arts scene and indulge in the delectable local cuisine. Make sure to visit Baltimore, where you can experience a delightful blend of historic charm and modern allure. Maryland’s picturesque landscape with rolling hills and idyllic farmhouses is truly one-of-a-kind. Don’t miss out on the exciting adventures along the Eastern Shore! Exploring Annapolis and its rich maritime history? Absolutely iconic. With every mile, you’ll uncover Maryland’s diverse cultures, breathtaking scenery, and captivating stories. This road trip is all about creating lasting memories and savoring the unique vibes of Maryland.

Not Your Average Bucket List, an OnlyInYourState podcast, has curated an incredible experience filled with essential Maryland road trip stops. This is created for anyone who is looking to get out and explore the Free State. Not only have we asked our resident in-house experts, but we also asked YOU! On our Maryland Facebook Page and through our Maryland Newsletter, we asked you for some of the quintessential Maryland spots to add to this road trip, and we listened. So get ready for the ultimate road trip adventure, filled with food, fun, and maybe even a field of cement corn.

Click to access the entire road trip, where you can create the ultimate choose-your-own-adventure Maryland road trip.

Essential Maryland Road Trip Stops

Edgar Allan Poe's Grave, 515 W Fayette St, Baltimore, MD 21201, USA

Tripadvisor Miguemex

Edgar Allan Poe's final resting place in Baltimore, Maryland, at Westminster Hall and Burying Ground, is a place of pilgrimage for literature enthusiasts. His timeless legacy and eerie tales continue to draw admirers who leave tokens of remembrance on his grave.

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George Peabody Library, 17 E Mt Vernon Pl, Baltimore, MD 21202, USA

Tripadvisor Momma23boyz

The George Peabody Library, nestled in Baltimore, Maryland, is an architectural marvel. Its breathtaking atrium features ornate ironwork, gilded columns, and a collection of over 300,000 books, offering a tranquil haven for scholars and book lovers.

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Assateague State Park Headquarters, 6915 Stephen Decatur Hwy, Berlin, MD 21811, USA

Tripadvisor SusanMcK_44

Assateague State Park, located on Maryland's Eastern Shore, is a natural wonderland known for its pristine beaches, wild horses, and abundant wildlife. Visitors can explore dunes, hike scenic trails, and enjoy water-based activities in this coastal paradise.

Boardwalk, Ocean City, MD 21842, USA

Tripadvisor dczanowski

Ocean City Boardwalk, an iconic seaside promenade in Maryland, offers a vibrant coastal experience. With amusement rides, unique shops, delicious eateries, and ocean views, it's a lively hub of fun and relaxation.

B&O Railroad Museum, 901 W Pratt St, Baltimore, MD 21223, USA

Tripadvisor Management

The B&O Railroad Museum in Baltimore, Maryland, is a treasure trove of American railroad history. It boasts a vast collection of locomotives and railcars, showcasing the evolution of the railroad industry over centuries.

The Horse You Came In On Saloon, 1626 Thames St, Baltimore, MD 21231, USA

Tripadvisor Management

The Horse You Came In On Saloon, located in Baltimore, Maryland, is a historic watering hole known for its lively ambiance. Frequented by Edgar Allan Poe, it offers live music, great drinks, and a charming, rustic atmosphere.

Rocky Gap State Park, 12900 Lake Shore Dr, Flintstone, MD 21530, USA

Tripadvisor teresa3000

Rocky Gap State Park, in Maryland's stunning Allegheny Mountains, is a nature lover's paradise. With its pristine lake, hiking trails, and serene campsites, it's a haven for outdoor enthusiasts seeking scenic beauty and recreational adventures.

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American Visionary Art Museum, 800 Key Hwy, Baltimore, MD 21230, USA

Tripadvisor RogueTrippers

The American Visionary Art Museum in Baltimore, Maryland, celebrates self-taught artists and visionary creativity. It's a captivating space with colorful, unconventional art, showcasing the power of imagination and artistic innovation.

NASA Goddard Visitor Center, 9432 Greenbelt Rd, Greenbelt, MD 20771, USA

Google Review Alan Varghese

The NASA Goddard Visitor Center in Greenbelt, Maryland, offers a captivating space exploration experience. Visitors can explore interactive exhibits, view space artifacts, and engage with scientists, providing a fascinating glimpse into NASA's cutting-edge work.

Fort McHenry National Monument and Historic Shrine, 2400 E Fort Ave, Baltimore, MD 21230, USA

Tripadvisor Webbknight

Fort McHenry National Monument and Historic Shrine, in Baltimore, Maryland, is a symbol of American resilience. It's where "The Star-Spangled Banner" was penned. Visitors can explore history, watch reenactments, and enjoy picturesque views of Baltimore's harbor.

The PaperMoon Diner, 227 W 29th St, Baltimore, MD 21211, USA

Facebook Papermoon Diner

Paper Moon Diner, a quirky and eclectic eatery in Baltimore, Maryland, is a favorite among locals and tourists. Known for its whimsical decor and creative cuisine, it's a must-visit spot for a delightful dining experience.

Vanadu Art House, 3810 Nicholson St, Hyattsville, MD 20782, USA

Google Reviews Artyom Shmatko

Vanadu Art House, situated in Baltimore, Maryland, is a captivating artistic haven. This unique space showcases a diverse range of artworks and hosts exhibitions, making it a must-visit destination for art enthusiasts and those seeking creative inspiration.

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Crystal Grottoes Caverns, 19821 Shepherdstown Pike, Boonsboro, MD 21713, USA

Tripadvisor mattstud

Crystal Grottoes Caverns, located in Boonsboro, Maryland, is a mesmerizing underground world filled with stunning crystal formations. Visitors can embark on guided tours to explore the unique, subterranean beauty of this natural wonder.

529 N Charles St, Baltimore, MD 21201, USA

Google Maps

In April 1890, Elijah Bond, the Ouija board's patentee, along with Helen Peters, a gifted medium, gathered at 529 North Charles Street. They asked the board itself for its name, thus birthing the "Mystifying Oracle."

Recommended Maryland Lodging

• Retro Lake Landing, McHenry
• Four Seasons Hotel Baltimore
• Gaylord National Resort
• Sagamore Pendry Baltimore
• Sandaway Suites & Beach
• 7 C’s Lodging
• Antrim 1844

Best Maryland Beachfront Dining

• Rusty Scupper Restaurant
• Hemingway’s Restaurant
• M.R. Ducks
• Drydock Restaurant
• Waterman’s Crab House
• Nauti Goose Restaurant
• Lee’s Landing Dock Bar
• Doc’s Sunset Grille
• The Crab Claw

Check out the entire list of the best beachfront restaurants in Maryland mentioned above.

Downloadable Maryland Passport

Click here to view and download the passport!

Your Curated Maryland Road Trip Playlist

Podcast Episode

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You can also watch the entire episode on YouTube!

If you have personal experiences with any of the essential Maryland road trip stops mentioned above, call or text 805-298-1420! We’d love to hear your thoughts on what your visit was like and maybe even share your clip on the show! You can also reach out to us via email at podcast@onlyinyourstate.com.