There’s always something new to see in Maryland; throughout the years, we have combined some of the best spots into amazing Maryland road trips. Now, take a look at some of the best trips featured throughout recent years. We’ve detailed a few of the best road trips in Maryland and some thoroughly enjoyable road trip ideas from Maryland. From a foodie road trip involving delicious crab cakes to an epic waterfalls road trip, you can add these itineraries to your own yearly calendar for some fun exploration. Consider adding a few of these Maryland road trips to your bucket list. You won’t be sorry you did.

1. Maryland Waterfalls Road Trip
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Flickr / Random Michelle
This Maryland road trip takes you to seven of the state's most majestic waterfalls. These natural wonders are gorgeous year-round, but a trip in early spring offers the most water flow. If you just so happen to wait until after a rainfall, you'll likely see the best waterfalls around.
2. Ultimate Terrifying Road Trip In Maryland
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Flickr / Forsaken Fotos
If you're up for a spooktacular scenic drive in Maryland, then you're sure to love this one, which takes you to eerie abandoned spots and places that are known to be haunted. Use caution when entering the abandoned buildings, as some might be marked on private property and those signs should be respected. Also, make sure that when you tackle the spooky road trip, you bring your wits! Some of these spots are not for the faint of heart.
3. Maryland's Scary Eastern Shore Road Trip
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Tobaccoland.us
Similar to the above trip, this creepy Maryland road trip will take you to eerie eastern shore spots. Most places are outdoors, offering haunted hikes. This road trip is wildly popular during the autumn months, or for a fun Halloween spell.
4. Western Maryland Road Trip On One Tank Of Gas
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Flickr / Mariano Mantel
We haven't forgotten Western Maryland. One of the best road trips from Maryland will take you to some of the most charming towns in the western portion of the state. The best part? You'll need less than a tank of gas to visit all ten locations. Memorable adventures that won't break the bank - sign us up!
5. Maryland Covered Bridge Road Trip
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Flickr/James Walsh
Maryland has quite a few historic covered bridges left, and this picturesque road trip in Maryland takes you to six of them. There's something special about seeing these centuries-old structures up close. Make sure to take it all in with these covered bridges! Throughout the years, many of them have shuttered, so enjoy these slices of history while you can.
6. Natural Wonders Road Trip In Maryland
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Flickr / David Heise
From cliffs, to overlooks, to astounding caves, this natural wonders road trip is one of the most scenic drives in Maryland. This trek will fuel your need for adventure. Visit Maryland's most majestic spots in one delightful trip. You'll enjoy a little bit of a coastal adventure along this trek, but also a few of the best inland natural spots, too.
7. Haunted Road Trip Through Maryland
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Flickr / Chesapeake Bay Program
This haunted route will take you to some of the most haunted places in the state. Ghost stories abound at these spots and you may even witness a paranormal happening. As far as road trip ideas from Maryland go, this one is particularly enjoyable in October or around Halloween!
8. Fall Foliage Road Trip Through Maryland
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Flickr / F Delventhal
This just may be the most beautiful of all our Maryland road trips. Autumn foliage is at its peak at the end of October through November and you won't want to miss out on the best spots to see the leaves emblazoned with hues of copper, red, and yellow. Not every state within the US offers a fall foliage views quite like we get here in Maryland, so make sure to take full advantage with this epic road trip adventure.
9. Iconic Maryland Foods Road Trip
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Flickr/Joseph
Feeling hungry? Then head out on this epic food road trip in Maryland Crab cakes, oysters, and Smith Island cakes await your consumption on this delicious trip to remember. There is something about a road trip featuring food, especially a coveted seafood spread, that makes us hungry just thinking about planning it.

So, which one of these road trips in Maryland are you doing first? Looking for other road trips from Maryland that are worth the trip? Before you set out on the road, look at our Road Trip Essentials Packing List & Guide first! You don’t want to leave home without most of these items, from battery packs to emergency road trip kits.

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Best Road Trips In Maryland

Leah | April 23, 2021

What are the best scenic drives in Maryland?

Maryland is full of beautiful views, and you can enjoy them right through your windshield on some of these scenic drives in Maryland:

  • Driving down Interstate 68 along Sideling Hill is certainly an experience worth having. The colorful rock layers surrounding the road are mesmerizing.
  • For a drive through some historic charm, try Route 222. The scenic bridges and old homes make for quite a picturesque experience.
  • If you like a view of the water, you can't go wrong with Hoopers Island Road. You could make an entire day out of that one if you stop at some of the sights along the way, including a tasty seafood restaurant.

What other things to do in Maryland are bucket list-worthy?

Road trips in Maryland are only a few of the bucket-list-worthy adventures, some other things to do in Maryland include:

What other adventures in Maryland can I take?

If you're feeling adventurous, road trips are where it's at. But additionally, scenic trails also make for great adventures in Maryland!

  • The Appalachian Trail spans 40 miles in Maryland on its long route from Maine to Georgia, and your inner explorer might love the trek - if you're up for it, that is.
  • Explore a swamp without getting your feet wet on the beautiful boardwalk trails of Battle Creek Cyprus Swamp.
  • If you're an avid rock climber, visit Carderock. You don't need to be an expert - there are climbs for all levels of experience available there.
  • Paddleboarding along the coast is an option many people enjoy.
  • For some true adrenaline-pumping thrills, take a ride on a mountain coaster at WISP Resort.

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