Take This Road Trip Through Maryland’s Picturesque Waterside Towns For A Charming Experience
We’ve created quite a few Maryland road trips thus far, and today we’re bringing you one of the most picturesque. If you swoon over water views (who doesn’t?) then you’ll want to check out the following 10 towns. Take a few days to complete this entire trip and you’ll realize why it’s one of the most scenic Maryland road trips.
Click here to follow along with the Google Map. Ready? Let’s go!
You're sure to see the best of Maryland on this scenic coastal road trip!
This island town is completely surrounded by water views. Stop by to enjoy some seafood and learn about underwater life at Calvert Marine Museum. The bridge to get onto the Island is part of the adventure - but you might not want to look down!
This little town has a delightful boardwalk with sprawling views of the water and some of the best ice cream in the state! You can walk the rail trail or pick up a great crab dinner - this town is truly a choose-your-own-adventure. Be sure to also visit the nearby Chesapeake Beach for even more attractions, including charming antique shops.
Maryland's capital is a great place to spend a day. Visit the local shops and eat at one (or several) of the unique restaurants. Stop by the Iron Rooster near Ego Alley to watch the sailboats turn and snack on homemade pop tarts!
This little town is actually known as the decoy capital of the world. Visit the quirky decoy museum followed by a bite to eat, and burn off those calories with a walk along the promenade. We know you've driven through it a million times - why not stop and visit?
It's easy to fall in love with Chesapeake City for its calming water views and homey local businesses. Whether you explore by foot or boat, you're sure to have a wonderful time.
While the downtown area offers historic views full of shops, the waterfront is perfect for spending a sunny day. It's like taking a step back in time, and you'll find yourself truly stopping to smell the roses.
This quiet fishing town offers scrumptious spots for seafood and has a few bed & breakfasts that are sure to relax you. It's a great spot for a vacation, if you feel like ending your road trip now!
The ocean beckons when you head to Maryland's most popular beach. With the relaxing breeze and hundreds of restaurant options, you may never want to leave. There's a reason this spot is so popular!
Experience simpler times with a trip to Crisfield. You'll want to try the seafood while you're in town, and be sure to make a stop at Smith Island Baking Company for a slice of iconic Smith Island Cake.
Address: Saint Michaels, St Michaels, MD 21663, USA
Address: Rock Hall, MD 21661, USA
Address: Chestertown, MD 21620, USA
Address: Havre de Grace, Havre De Grace, MD 21078, USA
The OIYS Visitor Center
Scenic Road Trips In Maryland
July 29, 2021
Kim Magaraci
What are the most charming towns in Maryland?
Maryland is packed with charming towns! Whether you’re looking for tiny towns like Solomons or larger historic communities like Ellicott City, you’re sure to find a place that captures your heart. Head to Berlin to get a taste for quiet coastal life, or visit Crisfield to enjoy world-famous cakes in a quaint setting. Out in Western Maryland, Oakland is the best place to enjoy fall foliage in the mountains.
Where can nature lovers go for great day trips in Maryland?
If you love nature, you’ll want to head west! Western Maryland’s mountains are famous for their rolling and rocky trails and gorgeous natural formations. Towns like Cumberland and Walkersville will introduce you to a side of Maryland life that most visitors and locals tend to skip right over. Some of the best hikes in Maryland can be found in Patapsco Valley Park, South Mountain State Park, Swallow Falls State Park, and the Chesapeake and Ohio Canal National Historical Park.
Address: Solomons, MD, USA
Address: North Beach, MD, USA
Address: Annapolis, MD, USA
Address: Chesapeake City, MD, USA
Address: Crisfield, MD 21817, USA
Address: Ocean City, MD, USA
Address: Saint Michaels, St Michaels, MD 21663, USA
Address: Rock Hall, MD 21661, USA
Address: Chestertown, MD 21620, USA
Address: Havre de Grace, Havre De Grace, MD 21078, USA
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Jamie Alvarenga is a writer and editor for Only In Your State.
She spends her time chasing around a curious toddler and going on coffee-fueled adventures throughout Maryland. Contact: jalvarenga@onlyinyourstate.com
