Best Day Trips in Maryland
Maryland is a state that blends history, nature, and coastal charm, making it a wonderful place for day trips. Having explored its cities, beaches, and scenic countryside, I’ve found that Maryland offers a surprising variety of destinations, all just a short drive from one another.
I discovered historic towns filled with character, peaceful trails that showcase the state’s natural beauty, and waterfront spots perfect for relaxing or dining by the bay. From family-friendly adventures to romantic escapes and outdoor fun, Maryland has no shortage of incredible places to enjoy in a single day. Here are the trips I recommend, and I think you’ll enjoy them too.
1. Chesapeake Beach: Boardwalk Breezes & Bayfront Nostalgia
We drove south from Annapolis in about forty minutes, the road curving past stretches of farmland and small towns before opening to the shoreline at Chesapeake Beach.
When I first visited Chesapeake Beach, I couldn’t believe how close it was to Washington, D.C., and yet it felt like a world away. Just about 40 minutes from the city, this coastal town quickly became one of my favorite Maryland escapes.
We strolled along the waterfront boardwalk, taking in sweeping views of the Chesapeake Bay, and it instantly felt like a joyful change of pace from city life. The breeze, the salty air, and the sound of seagulls made me want to stay all day.
One of the coolest things we discovered was the Chesapeake Beach Railway Trail, which winds through marshes and wetlands. It felt like a hidden piece of natural beauty, and I loved how peaceful it was compared to busier attractions.
I always enjoy a good seafood meal, and Chesapeake Beach delivers. We grabbed crabcakes at a local spot overlooking the water, and I thought it was an awesome way to experience Maryland’s coastal flavor.
For a bit of fun, we also stopped by the Chesapeake Beach Water Park. Even as an adult, I thought it was exciting, especially for families looking for a playful way to cool off in summer.
We ended the day watching the sunset over the Bay, and it truly felt like a spectacular moment. The colors reflected on the water reminded me why this town is such an underrated day trip destination in Maryland.
Whenever I need a quick getaway near D.C., Chesapeake Beach is one of the best choices I can think of—it mixes small-town charm, history, and waterfront beauty in the most effortless way.
2. Bethesda: Neighborhood Energy & Hands-On Wonder
We drove northwest from Washington, D.C. in about twenty minutes, the city streets giving way to leafy neighborhoods and busy avenues until we reached Bethesda.
When I think of Bethesda, I picture a lively town just outside Washington, D.C., that’s perfect for a quick day trip or even a weekend stroll. It’s so close to the city but feels like its own unique destination.
We started with a walk along the Capital Crescent Trail, and I loved how peaceful it felt, even though it’s right near the hustle of downtown. The shaded paths, bikers, and joggers made it a cool place to enjoy the outdoors without driving far.
Downtown Bethesda itself surprised me with how vibrant it is. I wandered past cafes, boutiques, and restaurants that gave the area such an exciting and modern vibe. It’s the kind of spot where you can sip coffee in the morning and enjoy cocktails in the evening without leaving the same block.
One of my favorite stops was Bethesda Row. With its shops, galleries, and eateries, it really felt like the heartbeat of the town. I could easily spend hours here, and it reminded me of an underrated urban gem hidden in the suburbs.
Food is always a highlight for me, and Bethesda didn’t disappoint. From cozy brunch spots to international cuisine, every meal felt like a joyful discovery. I especially loved the outdoor dining options that made the whole scene feel so welcoming.
By the end of the day, I realized Bethesda is more than just a suburb near D.C.—it’s a destination filled with energy, culture, and the absolute best mix of city convenience and small-town charm.
3. Germantown: Parks, Quiet Trails & a Crab Cake Detour
We drove north from Bethesda in about twenty minutes, the road lined with neighborhoods and patches of woodland before arriving in Germantown.
When I made a day trip to Germantown, I was struck by how it felt both laid-back and full of life at the same time. Just 30 miles northwest of Washington, D.C., it’s one of those underrated Maryland towns that surprised me with its variety of things to do.
We started at Seneca Creek State Park, which was my favorite stop of the day. I loved wandering the wooded trails and enjoying the peaceful views around Clopper Lake. It felt like such a hidden escape where I could just breathe and recharge.
Downtown Germantown had a totally different vibe. I enjoyed walking around the Town Center with its shops, cafés, and restaurants. It’s not huge, but it has a cool community feel that made me want to linger a little longer.
One of the most joyful parts of the trip was catching a show at the BlackRock Center for the Arts. This local venue really impressed me with its performances and exhibitions, and it made the day feel more cultural and exciting.
I also thought Germantown was an affordable spot compared to bigger Maryland cities. We found plenty of casual dining options and cozy coffee shops where I could relax without breaking the budget.
By the time I headed home, I realized Germantown might just be one of the best low-key getaways near D.C. It has that mix of outdoor adventure, small-town charm, and a welcoming atmosphere that makes every visit feel special.
4. Salt air and wild ponies on Assateague Island
We drove south from Ocean City in about twenty minutes, the highway narrowing into marshland and dunes until we crossed onto Assateague Island.
When I first visited Assateague Island, I felt like I had stepped into a dream. Located just off Maryland’s eastern shore near Ocean City, this barrier island is famous for its wild horses, and seeing them roaming free along the beach was one of the coolest travel moments I’ve ever had.
We started the day by walking the sandy shoreline, and it instantly felt like a hidden paradise. The crashing waves, the salty air, and the sight of ponies grazing nearby made me realize how unique this place really is.
I loved exploring the trails through dunes and marshes. Each turn seemed to reveal something new—herons wading in the water, crabs scurrying along, and wildflowers swaying in the breeze. It was an exciting reminder that Assateague is not just a beach, but also a thriving natural habitat.
Camping on the island is an awesome experience too. We set up our tent right by the ocean, and falling asleep to the sound of waves felt like pure magic. Waking up to horses walking through camp was unforgettable.
One of my favorite parts of the trip was kayaking through the bayside. I spotted osprey overhead and felt so connected to nature in a way I rarely do elsewhere. It was peaceful, affordable, and truly spectacular.
By the end of the day, I knew Assateague Island was one of the best day trips in Maryland. It’s a place where you can relax, explore, and experience the wild beauty of the coast all in one joyful adventure.
5. Boardwalk nostalgia and summer buzz in Ocean City
We drove east across the Chesapeake Bay Bridge and followed the highway for about three hours until the scent of salt air and the sound of gulls led us into Ocean City.
Ocean City was the kind of loud
When I think about Ocean City, Maryland, I picture long stretches of sandy beach and a lively boardwalk that feels like pure summer fun. Just a few hours from Washington, D.C. and Baltimore, it’s one of the best coastal getaways in the state.
We started with a morning walk on the famous three-mile boardwalk, and it was my favorite part of the trip. Between the ocean views, arcades, shops, and food stands, it had an exciting energy that made me feel like a kid again.
I couldn’t resist grabbing Thrasher’s Fries, and later we cooled off with some saltwater taffy. Eating right on the boardwalk with the waves in the background felt like such a joyful and classic experience.
During the afternoon, we relaxed on the beach itself. The wide, golden sand and rolling waves made it a spectacular spot to swim, sunbathe, or just watch surfers ride the waves. I loved how family-friendly and fun the atmosphere was all around us.
For a bit of adventure, we tried a boat tour that took us out into the bay. It was an awesome way to see the water from a different perspective and even spot dolphins playing nearby.
As the day ended, we rode the Ferris wheel and watched the sunset over the ocean. It felt like the coolest way to wrap up the visit, and I left thinking Ocean City is an absolute must for anyone looking for a Maryland beach day filled with energy, charm, and memories.
6. Skyline views and calm waves at Sandy Point State Park
We drove east from Annapolis in just fifteen minutes, crossing the Bay Bridge approach before turning off toward Sandy Point State Park.
When I visited Sandy Point State Park, just outside Annapolis and right by the Chesapeake Bay Bridge, I was amazed at how close it was to the city yet how much it felt like a true coastal escape. It’s one of those underrated Maryland spots that makes for a perfect day trip.
We headed straight for the sandy beach, and I loved how relaxed the atmosphere was. Families were swimming, people were fishing off the pier, and the Bay Bridge made a spectacular backdrop to it all. It instantly became one of my favorite views in the state.
I thought it was awesome that the park offers so many different activities. We had the option to go swimming, launch kayaks, or even set up a picnic under the shady trees. It felt like the kind of place you could shape into your own perfect outing.
Walking the trails through wetlands and wooded areas gave me a joyful break from the busier beach scene. I spotted herons and other birds, which made me realize just how much natural beauty was tucked into this cool park.
We also noticed how affordable the entrance fee was compared to other waterfront spots, which made the whole experience even better. It felt like such a hidden gem for anyone looking to enjoy Chesapeake Bay without spending much.
By sunset, the golden glow over the water was unforgettable. I left thinking Sandy Point State Park is one of the best spots near Annapolis for a quick, easy, and truly spectacular Maryland getaway.
7. Crabbing piers and quiet breezes in North Beach
We drove south from Annapolis for about forty minutes, the road passing through small towns and stretches of farmland before opening to the shoreline at North Beach.
When I first drove into North Beach, Maryland, I was surprised by how charming and inviting it felt. Just about an hour from Washington, D.C., this little town on the Chesapeake Bay is an awesome choice for a quick and refreshing day trip.
We started with a walk along the waterfront boardwalk, and it quickly became one of my favorite parts of the visit. The bay views, gentle breeze, and colorful flowerbeds made it feel like a joyful escape from the city.
I loved that the beach here is small but welcoming. Families were splashing in the water, couples were lounging on the sand, and it created such a cool, laid-back atmosphere that made me want to stay all afternoon.
Exploring the local shops and cafés nearby was another highlight. From cute boutiques to cozy coffee spots, North Beach had that hidden gem vibe that made wandering around so much fun.
We also checked out the North Beach Pier, which was spectacular at sunset. Standing there watching the colors reflect on the Chesapeake Bay was such a peaceful and memorable moment.
By the end of the day, I realized North Beach is one of the best underrated towns along the bay. It combines small-town warmth, affordable fun, and waterfront beauty in a way that feels both relaxing and exciting.
8. Salisbury: Small City Strolls & Eastern Shore Ease
We drove inland from Ocean City in about forty minutes, the highway cutting through flat farmland before the streets widened into Salisbury.
When I spent a day in Salisbury, Maryland, I realized it’s one of those underrated towns on the Eastern Shore that has a little bit of everything. Just about 30 minutes from Ocean City, it makes for a cool stop if you’re looking for a mix of culture, history, and outdoor fun.
We started in the downtown area, and I loved walking past the murals and small shops. The streets had such a joyful, artsy vibe, and it quickly became one of my favorite parts of the trip. There’s a welcoming, local feel that makes the town easy to enjoy at a slower pace.
One of the highlights for me was visiting the Ward Museum of Wildfowl Art. It might sound unusual, but it’s actually spectacular—the exhibits celebrate the region’s wildlife and heritage in a way that feels both creative and authentic.
We also took some time to explore Salisbury University’s campus. The landscaping, sculptures, and community energy gave the area a hidden charm, and it was exciting to see how much life the university brings to the town.
For nature, we stopped by the Salisbury Zoo, which was free and surprisingly awesome. It’s small but thoughtfully designed, and I loved seeing animals up close in such a family-friendly setting.
By evening, we grabbed dinner at a local seafood spot and enjoyed fresh Maryland crabcakes that made the day complete. I left feeling like Salisbury is one of the best day trips in Maryland—affordable, cultural, and full of unexpected gems.
9. Woodsmoke, trails, and quiet at Oregon Ridge Park and Lodge
We drove north from Baltimore in about half an hour, the city fading into rolling hills and patches of forest before reaching Oregon Ridge Park and Lodge.
When I visited Oregon Ridge Park in Cockeysville, just north of Baltimore, I was amazed at how quickly I felt surrounded by nature. Only a short drive from the city, it’s one of the best spots for anyone who wants a quick outdoor getaway without going too far.
We started with a hike on the trails, and I loved how peaceful it felt walking through dense woods and open meadows. The rolling hills and bird calls gave the whole place a joyful calm that made me forget I was so close to Baltimore.
One of my favorite parts of the park was discovering the hidden lake. Sitting by the water felt spectacular, and it was the perfect place to pause, reflect, and soak in the scenery. I even spotted families fishing, which added to the laid-back vibe.
Oregon Ridge is also home to a nature center, which I thought was awesome. It’s full of exhibits and activities for kids, making it a cool choice for family outings. I enjoyed learning more about the local plants and wildlife before heading back on the trail.
In the summer, the outdoor amphitheater hosts concerts and festivals, which makes the park feel even more exciting. I can imagine how fun it must be to enjoy live music under the stars in such a natural setting.
By the end of the day, I realized Oregon Ridge is an underrated Maryland gem—affordable, scenic, and filled with ways to enjoy the outdoors no matter the season.
Conclusion
After exploring so many of these destinations, I’ve come to realize that Maryland is filled with an exciting mix of coastal escapes, small-town charm, and outdoor adventures. From the wild horses at Assateague Island to the boardwalk buzz of Ocean City, every spot offers its own unique flavor that makes a day trip feel like a true getaway.
I loved how affordable and accessible many of these places are. Whether it’s enjoying sunsets in North Beach, hiking through Oregon Ridge, or savoring crabcakes in Salisbury, each experience feels like a hidden treasure waiting to be discovered. The best part is that most of these towns and parks are only a short drive from Washington, D.C. or Baltimore, which makes it so easy to plan spontaneous adventures.
What stood out to me most is how joyful these trips can be, no matter what kind of traveler you are. Families, couples, or even solo explorers will find something spectacular—whether it’s history, food, nature, or simply a quiet moment by the bay.
For me, the magic of Maryland day trips lies in their variety and simplicity. You don’t have to go far to feel like you’ve escaped somewhere special. Each destination leaves you with memories that are worth far more than the miles it takes to get there.
If you’re looking for the absolute best way to enjoy Maryland, start with a day trip—you’ll quickly see just how many gems are waiting right in your backyard.
Booking Checklist
1. Book Your Flight - I use Expedia because I like their mobile app with my itinerary. They've helped me re-book flights on many occasions. Once you reach their Gold tier, support is especially good.
2. Book Your Hotel - I use Booking.com or Expedia, depending on my destination.
3. Book Your Rental Car - I use Expedia.
4. Book your tours on Viator or Get Your Guide.
