Maryland might be one of the smaller states, but it punches above its weight when it comes to stunning and diverse driving roads. From the rolling hills of the Piedmont Plateau to the picturesque Chesapeake Bay, Maryland offers a mix of scenic beauty, winding curves, and peaceful straightaways. Whether you’re a driving enthusiast seeking the thrill of tight corners or a casual driver looking for a weekend escape, here are some of the best driving roads in Maryland.

1. Historic National Road (U.S. Route 40)

Distance: Approximately 170 miles (Maryland portion)
Highlights:

• This historic route stretches across Maryland, offering a blend of history and natural beauty.
• Notable stops include the charming town of Frederick, with its quaint streets and shops, and the rugged hills of Western Maryland.
• The road is perfect for a leisurely cruise, with plenty of scenic overlooks to take in the views.

2. Route 77 through Cunningham Falls State Park

Distance: Around 12 miles
Highlights:

• A short but sweet drive that winds through the lush forests of Cunningham Falls State Park.
• The curves and elevation changes make it a fun, dynamic route for drivers.
• Stop by the park to explore trails and Maryland’s largest cascading waterfall.

3. Maryland Route 450 (Defense Highway)

Distance: About 30 miles
Highlights:

• Connecting Annapolis to Bowie, this road offers a blend of suburban and rural landscapes.
• In spring and fall, the tree-lined sections create a canopy of vibrant colors.
• Proximity to Annapolis means you can easily combine the drive with waterfront dining or a tour of the U.S. Naval Academy.

4. Catoctin Mountain Park Scenic Drives

Distance: Varies depending on your route
Highlights:

• Nestled near Thurmont, this area is home to a network of scenic roads through the Catoctin Mountains.
• Challenge yourself with winding roads while soaking in views of forests, wildlife, and mountain ridges.
• The nearby Presidential retreat at Camp David adds a touch of intrigue to the area.

5. Chesapeake Country Scenic Byway

Distance: 85 miles
Highlights:

• This route follows the meandering roads along the Eastern Shore, showcasing quintessential Maryland charm.
• You’ll pass through small towns like Chestertown and Rock Hall, where you can enjoy fresh seafood and waterfront views.
• Perfect for convertible drivers wanting to feel the breeze off the bay.

6. Route 50 from Annapolis to Ocean City

Distance: Approximately 120 miles
Highlights:

• A classic Maryland road trip, this route takes you from the state capital to the Atlantic Ocean.
• The drive features expansive views of the Chesapeake Bay, the Bay Bridge (an adventure in itself), and the open farmland of the Eastern Shore.
• End your journey in Ocean City, a quintessential beach town with plenty to offer.

7. Savage River Road

Distance: About 10 miles
Highlights:

• Located in Western Maryland, this road cuts through the Savage River State Forest, one of the most serene areas in the state.
• The road is narrow and curvy, making it a joy for skilled drivers looking for a challenge.
• The tranquility and natural beauty of this area are unmatched.

8. Maryland Route 144

Distance: 60+ miles (varies by section)
Highlights:

• A less-traveled alternative to Route 40, Route 144 takes you through rolling hills and past historic landmarks.
• Great for those who enjoy a quieter drive with scenic farmland and forest views.

Driving Tips for Maryland Roads

• Seasons Matter: Fall is arguably the best time to explore Maryland’s roads, with autumn foliage adding to the scenery. Spring also offers beautiful blooming landscapes.
• Stay Safe: Many of these roads are rural, so watch for wildlife and take curves cautiously.
• Plan Stops: Maryland is full of parks, small towns, and historic sites, so build in extra time for detours.
• Check Weather: Some roads, especially in Western Maryland, can be tricky in inclement weather.

Whether you’re exploring the tranquil Eastern Shore, cruising the historic roads of Western Maryland, or chasing the horizon along Chesapeake Bay, Maryland’s roads offer a perfect escape. Fill up the tank, grab your favorite driving playlist, and discover the Old Line State from behind the wheel!