A Short Trip from Deep Creek Lake
When you’re ready to explore beyond Deep Creek Lake, there’s a nearby gem waiting just a short drive away—Oakland, Maryland. This charming small town offers the perfect mix of history, local flavor, and unique shopping, making it ideal for a day trip.
Oakland’s highlights include fascinating museums, well-preserved architecture, vibrant local shops, and relaxing parks. Let’s map out your visit.
Stepping Back in Time: Oakland’s Rich History
Once a hub for the railroad and lumber industries, Oakland played a key role in regional growth during the 19th and early 20th centuries. Start your historical journey at the Garrett County Historical Society Museum, where you’ll find exhibits showcasing the area’s past, from Native American artifacts and Civil War memorabilia to displays about pioneer life in the mountains. It’s a thoughtful stop that offers deeper context for the town you’ll be walking through.
Just a few blocks away, the Oakland B&O Railroad Station Museum is a proud reminder of Oakland’s connection to the iconic Baltimore & Ohio Railroad. The restored station highlights the importance of train travel to the town’s economy and development, with exhibits on rail travel, engineering, and local stories.
As you explore downtown, take time to admire Oakland’s historic architecture. Many buildings date back over a century and showcase a mix of Victorian, Colonial Revival, and early 20th-century styles. It’s like walking through a living history book—perfect for anyone who appreciates the charm of well-preserved heritage.
Exploring Local Shops
Oakland’s Main Street district is packed with locally owned shops that reflect the character and creativity of the community.
For treasure hunters and vintage lovers, antique and collectible stores offer everything from rustic furniture and retro kitchenware to rare books and classic toys. Each shop is different, so leave time to browse.
If handmade goods are more your style, you’ll love The Gallery Shop, where you can find locally made jewelry, candles, pottery, and textiles. This is a great place to find local art and support regional makers.
You’ll also find a few boutiques and specialty shops offering unique clothing, home decor, and thoughtful gifts. If your timing is right, don’t miss the Mountain Fresh Farmers Market (held Wednesdays and Saturdays), which brings local produce, baked goods, and crafts to the heart of town.
The best part? Everything is within walking distance. A casual stroll through downtown lets you pop into whatever catches your eye—and maybe grab a coffee or snack along the way.
Seasonal Activities in Oakland, Maryland
You might catch a local event or festival, depending on the time of year. Fall brings Autumn Glory, a regional celebration of parades, crafts, and community spirit. Watch for live music and family-friendly happenings in the park or downtown in summer.
If you’re craving more nature, there are scenic trails and overlooks nearby—distinct from Deep Creek Lake but still easy to reach within the day. Places like Swallow Falls State Park or Herrington Manor offer peaceful hikes, waterfalls, and plenty of photo ops to extend your day’s adventure.
And for a little local flavor, consider stopping by one of the town’s cozy cafes or the local brewery—perfect for a midday bite or afternoon refreshment.
Planning Your Day Trip to Oakland
Oakland is about a 15- to 20-minute drive from the heart of Deep Creek Lake, making it an easy and worthwhile detour.
There’s ample parking downtown, with free lots and street parking near the main shopping and museum areas.
The best times to visit are spring through fall, especially during seasonal events like Autumn Glory or the farmers market season. Weekdays tend to be quieter, while Saturdays offer the most bustle and activity.
You’ll find options for dining, from local diners and cafes to spots offering hearty pub fare or sweet treats. While a complete restaurant guide is a story for another day, rest assured you won’t go hungry.
To make the most of your visit, plan to combine a few activities: tour a museum, stroll through shops, grab lunch, and relax in the park.
The next time you’re at Deep Creek Lake, carve out a day for discovery. Head south to Oakland and experience the heart of Garrett County. You just might find your new favorite getaway.
The Deep Creek Regular 