10 Best Scenic Drives In Maryland + Scenic Stops, Overnight Stay Hotels

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Here’s a list of scenic drives in Maryland or beautiful road trips in Maryland with starting points, ending points, total distance covered, things to do, scenic stopovers, and overnight places to stay with hotel names:

ALSO READ: Best 10 Days Virginia Road Trip Itinerary – Virginia Road Trip Stops

Scenic Drives In Maryland - road trips in Maryland

Scenic Drives In Maryland – Road Trips In Maryland

Embark on scenic drives in Maryland to discover a diverse landscape that seamlessly blends historic charm, coastal beauty, and picturesque countryside, offering a visual feast for nature enthusiasts and history buffs alike. 

From winding coastal highways to mountainous backdrops, Maryland’s scenic drives provide an immersive escape, inviting travelers to unwind amidst breathtaking vistas and explore the rich tapestry of the state’s natural and cultural heritage.

👉🏼15 Arkansas Scenic Drives + Best Scenic Byways, Routes, & Overnight Stays

Chesapeake Country Scenic Byway:

Total Distance: Approximately 180 miles

Overnight Stay: Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina (Cambridge)

The Chesapeake Country Scenic Byway in Maryland is a captivating journey that unfolds along the Chesapeake Bay, offering panoramic views, quaint waterfront towns, and access to cultural gems like the Chesapeake Bay Maritime Museum. 

Road Trips In Maryland Maryland Road Trips

With its picturesque landscapes, historic sites, and opportunities for maritime exploration, this byway provides a perfect blend of relaxation and discovery for those seeking a quintessential Chesapeake Bay experience.

  • Starting Point: Chesapeake City
  • Ending Point: Crisfield

Things to Do: Explore Chesapeake Bay Maritime Museum, visit Blackwater National Wildlife Refuge

Scenic Stopovers: Chesapeake Bay Bridge, Oxford Historic District

ALSO READ10 Best Scenic Drives In Virginia – Best Day Trips In Virginia + Scenic Stopovers

Historic National Road – Maryland Scenic Drives

Total Distance: About 170 miles

Overnight Stay: The Wayside Inn Bed & Breakfast (Ellicott City)

The Historic National Road in Maryland invites travelers to traverse a storied route, mirroring the path of America’s first federally funded highway. 

scenic drives in Maryland - maryland road trips

This scenic drive in Maryland offers a captivating journey through time, allowing explorers to encounter charming towns, historic sites, and natural wonders. It is a must-do for those seeking a unique blend of history and scenic beauty in the heart of Maryland. This is one of the most historic and well-known road trips in Maryland.

  • Starting Point: Cumberland
  • Ending Point: Ellicott City

Things to Do: C&O Canal National Historical Park, Allegany Museum

Scenic Stopovers: Sideling Hill, Antietam National Battlefield

Harpers Ferry Scenic Drive – Day Trips In Maryland

Total Distance: Around 60 miles

Overnight Stay: Best Western Historic Frederick (Frederick)

The Harpers Ferry Scenic Drive in Maryland beckons with its stunning vistas of the Potomac and Shenandoah rivers converging at the historic town of Harpers Ferry. 

Harpers Ferry - Maryland scenic drives - day trips in Maryland

This road trip in Maryland offers a captivating journey through Civil War history and breathtaking landscapes, making it a compelling choice for those seeking a scenic and historically rich adventure.

  • Starting Point: Harpers Ferry, West Virginia (near the Maryland border)
  • Ending Point: Frederick

Things to Do: Harpers Ferry National Historical Park, visit the National Museum of Civil War Medicine

Scenic Stopovers: South Mountain State Battlefield, Gambrill State Park

Catoctin Mountain Scenic Byway:

Total Distance: Approximately 30 miles

Overnight Stay: Antrim 1844 (Taneytown)

The Catoctin Mountain Scenic Byway in Maryland offers a captivating drive through lush forests and rolling hills, with stops at picturesque waterfalls and state parks such as Cunningham Falls State Park.

scenic drives in Maryland - road trips in Maryland

This scenic byway in Maryland provides a peaceful escape into nature, making it an ideal choice for those seeking tranquility, outdoor recreation, and a rejuvenating connection with Maryland’s natural beauty.

  • Starting Point: Thurmont
  • Ending Point: Smithsburg

Things to Do: Cunningham Falls State Park, Catoctin Mountain Park

Scenic Stopovers: Chimney Rock, Hog Rock

Southern Maryland Heritage Area:

Total Distance: About 150 miles

Overnight Stay: Quality Inn Marina (Solomons)

The Southern Maryland Heritage Area beckons with its scenic drive through charming towns, waterfront landscapes, and historic sites, encapsulating its rich cultural heritage. 

Scenic Drives In Maryland - road trips in Maryland

From the Calvert Marine Museum to the tranquil shores of Point Lookout State Park, this drive offers a unique blend of maritime history, natural beauty, and Southern Maryland’s charm.

  • Starting Point: Prince Frederick
  • Ending Point: St. Mary’s City

Things to Do: Calvert Marine Museum, Sotterley Plantation

Scenic Stopovers: Point Lookout State Park, Historic Leonardtown

Ocean City to Assateague Island Coastal Highway:

Total Distance: Approximately 25 miles

Overnight Stay: Howard Johnson Plaza by Wyndham (Ocean City)

  • Starting Point: Ocean City
  • Ending Point: Assateague Island

The Ocean City to Assateague Island Coastal Highway in Maryland offers a breathtaking coastal journey with views of the Atlantic Ocean, sandy beaches, and the iconic wild ponies of Assateague Island. 

scenic drives in Maryland - day trips in Maryland

This road trip in Maryland provides a perfect blend of beachside relaxation, outdoor recreation, and wildlife encounters, making it a must-do for those seeking a coastal escape with diverse natural wonders.

Things to Do: Enjoy the beaches of Ocean City, visit the Ocean City Boardwalk, explore Assateague Island National Seashore

Scenic Stopovers: Ocean City Inlet, Assateague Island wild ponies

Chestertown to Rock Hall:

Total Distance: Around 20 miles

Overnight Stay: The Osprey Point Inn (Rock Hall)

  • Starting Point: Chestertown
  • Ending Point: Rock Hall

The Chestertown to Rock Hall scenic drive in Maryland winds through picturesque landscapes, historic towns, and scenic waterways.

scenic drives in maryland - road trips in Maryland

With charming stops like Chestertown and Rock Hall, this drive perfectly blends colonial history, maritime culture, and waterfront beauty, making it an enchanting journey for those seeking a quintessential Chesapeake Bay experience.

Things to Do: Explore historic Chestertown, visit the Schooner Sultana Education Foundation, and enjoy maritime activities in Rock Hall

Scenic Stopovers: Eastern Neck National Wildlife Refuge

Western Maryland Rail Trail:

Total Distance: Approximately 23 miles

Overnight Stay: Hancock Motel (Hancock)

  • Starting Point: Hancock
  • Ending Point: Pearre Station

The Western Maryland Rail Trail offers a unique scenic drive experience, running along the former Western Maryland Railway line and providing picturesque views of the C&O Canal and Potomac River. It is one of the most unique scenic drives in Maryland.

Sideling Hill Road Cut for I68 Interstate near Hancock in Maryland

With its well-maintained trail suitable for biking or hiking, this route immerses travelers in a tranquil natural setting, making it an ideal choice for outdoor enthusiasts seeking history and active recreation in Maryland.

Things to Do: Bike or hike the rail trail, enjoy the C&O Canal towpath

Scenic Stopovers: Paw Paw Tunnel, Sideling Hill Creek Aqueduct

Potomac-Garrett State Forest Loop:

Total Distance: About 70 miles

Overnight Stay: The Inn on Decatur (Cumberland)

  • Starting Point: Oakland
  • Ending Point: Cumberland

The Potomac-Garrett State Forest Loop in Maryland winds through the stunning landscapes of Garrett County, offering a captivating journey featuring dense forests, pristine lakes, and the scenic beauty of the Appalachian Mountains. 

Swallow Falls State Park

With stops at Swallow Falls State Park and the Wisp Resort area, this loop provides a perfect blend of outdoor adventure and natural tranquility, making it an enticing choice for those seeking a scenic drive in Maryland’s western wilderness.

Things to Do: Swallow Falls State Park, Wisp Resort activities, visit the town of Cumberland

Scenic Stopovers: Deep Creek Lake, Big Savage Tunnel

Green Ridge State Forest – Maryland Road Trips

Total Distance: Approximately 40 miles

Overnight Stay: Town Hill Bed and Breakfast (Little Orleans)

  • Starting Point: Flintstone
  • Ending Point: Little Orleans

The Green Ridge State Forest Scenic Drive in Maryland invites travelers to immerse themselves in the serene beauty of Appalachia, featuring expansive forests, mountainous terrain, and peaceful creeks. 

green ridge maryland

With hiking, fishing, and wildlife observation opportunities, this scenic drive offers a secluded escape into nature, making it an ideal choice for those seeking a tranquil and rejuvenating journey in Maryland’s remote wilderness.

Things to Do: Hike the trails in Green Ridge State Forest and enjoy fishing and wildlife viewing.

Scenic Stopovers: Town Creek Aqueduct, Fifteen Mile Creek

Maryland is perfect for scenic drives, boasting a diverse landscape that includes coastal vistas, historic landmarks, and picturesque countryside, creating an ideal backdrop for leisurely road trips. 

scenic drives in maryland - day trips in maryland

From the shores of the Chesapeake Bay to the winding mountain roads, Maryland scenic drives or beautiful Maryland road trips offer a delightful blend of natural beauty and cultural richness, making it a perfect destination for those seeking a visually stunning and culturally enriching driving experience.

I hope you loved reading about some of the stunning road trips in Maryland with all useful tips. Plan your next adventurous road trip in Maryland with some of these scenic drives in Maryland.

Read More About Scenic Drives In USA

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