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The Best Inns and Glamping Sites to Book in Maryland

Discover the sublime bliss of the Eastern Shore at the Inn at Perry Cabin
Discover the sublime bliss of the Eastern Shore at the Inn at Perry Cabin | Courtesy of Inn at Perry Cabin / Booking.com

More exciting than a motel, but not quite as intrepid as a tent beneath the stars, these Maryland inns and glamping sites hit the sweet spot. Better yet, they’re all bookable on Culture Trip.

Fancy a change from the standard hotel scene? We’ve got you covered in this Mid-Atlantic state. Far more than just a notable harbor and neighbor of the US capital, there’s a lot to miss in Maryland if you don’t know where to stay. Thankfully, these inns and glamping sites have a bed for you that’s right beside some of the most scenic spots in the Old Line State.

Family-friendly treehouse near Savage River State Forest in Maryland

Become a holiday hero to your kids by booking them their very own treehouse in Maryland. They’ll have a full acre (0.4ha) of forest to play in when they’re not scaring each other with Bigfoot stories in their private loft. Keep an eye on them from the fully equipped kitchen as you cook lunch – a meal that tastes much better when eaten on the open-air porch. When the night comes, more stories and roasting hot dogs around the fire pit are on the menu.

Rustic woodland log cabin rental near Deep Creek Lake, Maryland

Easy living has never been more accessible than at this cozy log cabin near Deep Creek Lake. Two bedrooms, a bathroom and a kitchen cater to your every need (and there’s a TV with a DVD player to keep the kids happy, too). Spend mornings with fresh-brewed coffee on the deck, finishing off last night’s marshmallows over the still-smoldering fire pit. Not feeling outdoorsy? The stone fireplace in the living room will keep you toasty as you kick back on the plush couch.

Rustic treehouse with majestic woodland views near Deep Creek Lake

The name says it all: this gorgeous treehouse in Maryland surrounds you with forest views. Your only neighbors will be those that chirp and caw, but don’t worry, you won’t need to share a birdbath with anyone. The full bathroom will leave you refreshed after a long day of hiking or swimming at Savage River State Forest. Sit out on your deck and keep your eyes peeled for shooting stars flying above the canopy.

Cherry Hill Park, for a cozy glamping pod

Throw a little style into your trip to the US capital with a glamping pod at Cherry Hill Park. Leave the sleeping bag at home and bring nothing but a comfortable robe and pair of slippers for your stay. Climate control and built-in beds with linens are housed in every pod, footsteps from a fire ring begging for a s’mores session. Your stay also includes access to all the Cherry Hill Park amenities including the swimming pool, mini-golf course and shuttle into DC.

Inn at Perry Cabin, for comfort on the Eastern Shore

Discover the sublime bliss of the Eastern Shore at the Inn at Perry Cabin. The wind, water and endless sky will be your only distraction. No matter if you choose a guest room with a private terrace or a suite with a crackling fire and soaking tub, you’ll enjoy relaxing to the whispered gurgles of the Miles River. Not a soul will prod you to leave the comfort of your room, though might we tempt you to charter a private voyage into the bay on one of the Inn yachts?

Robert Morris Inn, for a journey back in time

Vacation like they did in the 1700s at Robert Morris Inn. Although a few Founding Fathers laid their heads here many a fortnight ago, they’d still recognize the period pieces adorning the rooms. The Keurig coffee maker and mini fridge? Maybe less so, but you certainly won’t mind the modern creature comforts as you stare out at the water. Keen to learn a contemporary take on Chesapeake cuisine? Sign up for a field-to-table cooking class.

Rachael’s Dowry Bed and Breakfast, for baseball in Baltimore

Bed. Breakfast. Baseball. Rachael’s Dowry is a crowd-pleaser when it comes to a special Baltimore getaway. Calm is the game plan inside, with white noise machines and soaking tubs in every guest room. The parlor, gardens and library are equally relaxing, allowing you to save your voice for jeers at the game. Walk right around the corner and turn up the volume at Camden Yards, only a line drive away from Rachael’s.

Vandiver Inn, for a country inn near the top of the Chesapeake

Give the Upper Chesapeake experience from your childhood a refresh at Vandiver Inn. The Murphy room in the Murphy House lets you finally claim the king bed while the kids sleep on the daybed on the sleeping porch. The little ones will love their own space, but don’t be surprised if they crash your bed for cuddles and movie watching. Big kids in need of their own space? Combine the Murphy with the Donahoo room and give the preteens their privacy.

Did you know – Culture Trip now does bookable, small-group trips? Pick from authentic, immersive Epic Trips, compact and action-packed Mini Trips and sparkling, expansive Sailing Trips.

Culture Trip Fall Sale

Save up to $1,058 on our unique small-group trips! Limited spots.

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