The 5 Best Outdoorsy Towns to Explore in Maryland

Outdoorsy towns in Maryland all have something in common: they're absolutely stunning. Perhaps it seems obvious, but it's true that these stunning natural backdrops inspire all kinds of recreational activities, whether you're kayaking along a creek, hiking up a mountain, or ziplining over a forest. The next time you're craving a bona fide adventure in the Old Line State, let this list of the top outdoorsy towns in Maryland inspire your next great outing.

1. Cumberland

Cumberland might just be the destination for adventure in western Maryland; in fact, it's sometimes called the "Gateway to the West," a nod to its heritage as a transportation hub in the Appalachian Mountains. Today, travelers to Cumberland can expect a lot of fun things to do, from admiring the Victorian-era homes dotting the historic main street to a bustling arts district. But no trip to Cumberland is complete without spending some time outside. From town, you can walk or bike the Great Allegheny Passage, which stretches all the way to Pittsburgh. Another must is a visit to Rocky Gap State Park, set in a gorgeous mountainscape and home to the lovely Lake Habeeb.

2. Oakland

Oakland is nestled in the heart of Garrett County, and it's a gateway to some of the most loved natural wonders in Maryland, including Deep Creek Lake State Park, Swallow Falls State Park, and the Youghiogheny River, just to name a few. In town, you'll love perusing the antique shops and historic storefronts. Start your day off right with an excellent breakfast from Heidi's Bakery and Cafe, with hits like sourdough French toast paired with bottomless coffee. Then, head out to experience the signature outdoor adventure in Oakland: hiking Swallow Falls Canyon Trail, a breathtaking waterfall loop that features Muddy Creek Falls, Maryland's highest free-falling waterfall.

3. Sandy Spring

Located in north-central Maryland, Sandy Spring may not be as obviously outdoorsy as the other towns on this list—that is, until you visit the Adventure Park at Sandy Spring. This action-packed destination is the largest forest-based aerial adventure and zipline park. It has a staggering 34 individual zip lines plus 16 interconnecting treetop trails. But the adventure park is just the start of all that Sandy Spring has to offer. While there, you can also explore some fascinating Underground Railroad history. In fact, there's an Underground Railroad Experience Trail that allows you to walk the same trail as those who sought freedom.

4. St. Michaels

Established in 1672, St. Michaels has a rich maritime history. Visiting feels a bit like stepping back in time, with classic sailboats and historic vessels bobbing in the harbor. If you're fascinated by this part of the town's identity, spend some time exploring the 18-acre Chesapeake Bay Maritime Museum. It features a working boatyard and exhibits on the local watermen's culture. Of course, one of the best ways to experience this little Eastern Shore town is from the water. Visitors can rent kayaks or paddleboards to put in right from the downtown harbor. And history buffs won't want to miss the Shore Pedal & Paddle's Sunset Cruise, a unique opportunity to watch the sun set over the quaint town center.

5. Cambridge

Another historic waterfront town, Cambridge is the perfect home base for your adventures at Blackwater National Wildlife Refuge. For birding enthusiasts, this destination is nothing short of paradise—you can spot great blue herons, bald eagles, and other migrating waterfowl throughout the year. One of the most popular trails within the refuge is the Key Wallace Trail, an easy, three-mile loop that's mostly in the woods. (Pro tip: pack some bug spray!) You can also rent a kayak from Blackwater Adventures, located in the heart of the refuge. Kayakers agree it's one of the very best destinations for paddling on the East Coast, and it's open to all ages. Back in town, head to Christopher's Corner with hearty dishes like cast iron mac & cheese, buffalo oysters, and even wild boar.

As you can see, every corner of the state has its own adventure hub to explore. No matter if you're looking for something short and scenic or an adrenaline-packed adventure, you'll find it when you visit the most outdoorsy towns in Maryland.