Eager for a Maryland-inspired escape with your team? Whether you’re familiar with this stunning state’s offerings or brand new to this location, we promise you an extraordinary retreat infused with Old Line State's vibrant history, culture, and flavors!
If you’re looking to strengthen your team’s bonds or simply offer a change of scenery, Maryland boasts an impressive array of venues suited for every type of corporate retreat!
From the tranquil coastline of Chesapeake Bay to the majestic mountains of Western Maryland, the state offers a diverse landscape that promises a remarkable retreat for all!
In this article we'll go over:
What Makes Maryland an Ideal Choice for your Next Offsite?
What Unique Team-building Activities Can you Find in Maryland?
With a vast set of options for every taste and needs, Maryland's got you covered! Let's dive in and explore the top retreat locations that promise to make your next corporate offsite both productive and memorable.
The perfect retreat location awaits you at Moofy's Farmhouse, the spot to connect, relax, and enjoy.
This 30-acre waterfront estate on the Eastern Shore balances seclusion and accessibility. Treat your team to a stay surrounded by nature's calming sounds while enjoying nearby restaurants, vibrant nightlife, and shopping inEaston, St. Michaels, and Oxford's.
At Moofy’s Farmhouse, on-site produce is shared with the guests at no extra cost - literally from farm to table. Suited for groups as small as 15 or exceeding 41, there’s an engaging range of activities waiting for you!
Moofy’s Farmhouse is the traditional American farm, where they raise chickens, rabbits, ducks, and turkeys. On-site boat rentals, spacious outdoor pools and docks where guests can jump into the water, fish or crab, are part of the package!
Fuel creativity in Moofy’s ice cream shop and art room, or try archery and kayaking. For dinner, head to Theos in St. Michaels, an upscale steakhouse promising quality and flavor.
Dive into Maryland vibes with tastings of local rum, beer, and wine, and enjoy authentic crab cookouts for a true Old Line State experience.
📍 Location:
Royal Oak, Maryland
🛫 Logistics:
39 miles from Baltimore-Washington International Airport
Welcome to the Inn at Perry Cabin, a corporate oasis nestled along the tranquil Chesapeake Bay, in Saint Michaels. In this retreat, you’ll be free to wander, explore, or settle in a chair as you watch the water glide by. Sounds too good to be true?
Known for its seclusion and privacy, the Inn at Perry Cabin is the ultimate destination to relax, rejuvenate, and revive.
This historic inn is the only Forbes-rated destination on Maryland's Eastern Shore thanks to the award-winning STARS restaurant. For an intimate evening in, Purser’s Pub has a locally-inspired menu and a collection of whiskeys and bourbons.
Imagine brainstorming sessions by the bay at the Inn at Perry Cabin, where meeting spaces combine professionalism with relaxation. The unique personality, privacy, and natural surroundings make the Inn at Perry Cabin the quintessential destination for your rendezvous.
The marvelous landscapes of Chesapeake Bay will certainly inspire teamwork, clear communication, and memorable experiences.
📍 Location:
Chesapeake Bay, Saint Michaels
🛫 Logistics:
90 minutes from Baltimore-Washington International Airport
🏠 Property feature:
Multiple indoor and outdoor meeting spaces
On-site auditorium (160 guests capacity)
Two outdoor meeting spaces for 200 and 250 guests
On-site fitness center
On-site spa
🔎 What to explore:
Treasure hunt in town
Sailing
Fishing
Crabbing
Bicycle through the streets of St. Michaels
Roam the 26-acres of gardens at the Inn
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The majestic atmosphere of Wisp Resort, situated in the beautiful mountains of Western Maryland, will leave you and your team in complete awe!
At the heart of this resort is The Lodge at Wisp, a space boasting 169 guest rooms across six distinct layouts. Whether your team is large or small, The Lodge can cater to it all!
Location, location, location! Get ready for breathtaking mountain views all year round. The mountain team-building adventures are endless, from skiing to snow tubing or scenic chairlift rides. At the end of the day, savor a traditional American meal at DC’s Bar & Restaurant and swing by the Wisp Mountain Café to cool down in summer and warm up in winter.
Now that's what you call leaving no stone unturned to create a comfortable, functional, adventurous retreat ambiance!
📍 Location:
Deep Creek Lake, Maryland
🛫 Logistics:
4 miles from Garrett County Airport
🏠 Property feature:
169 guest rooms
40,000 sq ft of versatile meeting space (up to 1,000 guests)
Say goodbye to the hustle-bustle of city life and get comfortable as we set up your stay at the Wylder Hotel Tilghman Island.
Sitting on 9-acres of lush grounds and home to Tickler’s Crab Shack, Bar Mumbo, and a marina of 25 boat slips, the Wylder Hotel is a waterfront property located on a 3-mile island on the Chesapeake Bay.
You'll find yourself entwined in a blend of relaxation and exhilaration with its refreshing heated saltwater pool, cozy wood-fired Sauna, and mesmerizing waterfront bonfire pits. This is the place to shift gears and slow down, disconnect, recoup, and reconnect.
Challenge your team on the bocce court, paddle-board, rent kayak and bikes, or participate in energizing group yoga classes. Indulge in the chef’s fresh dishes while admiring the great outdoors.
You can't help but appreciate the spacious waterfront rooms, 4 dedicated dining spaces, 9.5 waterfront acres. The Wylder Hotel Tilghman Island will bring your team together in a way only nature can.
📍 Location:
Tilghman Island, Maryland
🛫 Logistics:
90 minutes from Baltimore-Washington International Airport
Lakefront location and luxury all in one? Then you’ve reached the right spot: the Suites at Silver Tree. Nestled at Deep Creek Lake, this is Maryland’s only lakefront luxury hotel!
Stunning mountain views and a sophisticated aesthetic give this retreat an ambiance that spells comfort, style, and upscale décor, perfect for an elevated experience.
There are 50 on-site suites, each equipped with a fireplace, and two conference rooms for up to 49 guests. Boost your team's morale as you delve into winter activities at the nearby Wisp Resort, 10-minutes away. In the summer, rent a boat at the Silver Tree Marine and enjoy the sunset at Deep Creek Lake.
After a day on the slopes or shopping Garrett County's quaint small town shop, treat yourself to a special dinner at Dutch’s at Silver Tree. Fresh seafood, hand-cut steaks, and delicious crab cakes will leave you wanting more!
Trust us, your days at the Suites at Silver Tree are bound to be jam-packed with relaxation and fun!
📍 Location:
Oakland, Maryland
🛫 Logistics:
8 miles from Garrett County Airport.
🏠 Property feature:
50 Suites
A fireplace in every suite
2 Conference rooms for up to 49 guests
120 feet of Deep Creek lakefront
🔎 What to explore:
Boating at Deep Creek Lake
Golfing
Fishing
Visit downtown Oakland
Deep Creek Lake State Park
Swallow Falls State Park
New Germany State Park
Deep Creek Lavender Farms
Deep Creek Cellars
Spruce Forest Artisan Village
The Must Do Team Building Activities in Maryland
Planning a corporate retreat in Maryland involves more than just choosing the right location and accommodation. It’s about crafting an experience that will foster teamwork and camaraderie, and at the same time make the most out of what this exciting state has to offer.
Our TeamOut experts have put together a list of team-building activities as dynamic as Maryland’s landscapes. Don’t you believe it? Check it out below:
Deep Creek Lake State Park: 1,800 acres of natural beauty await you and your team. Located within the Mississippi River watershed, the park is home to black bears and wild turkeys.
Crabbing: Dive into a typical Maryland experience with your team! Any resort will give you the right tools so you can be an expert at it!
Fishing Boat Charter: Whether your team consists of seasoned anglers or first-time fishers, it’s an exciting adventure for you and your team!
St. Michaels Farmers’ Market: Support local produce businesses, connect with the community, and experience the vibrant atmosphere of the farmers’ market.
Hot Air Ballooning: If no one on your team is scared of heights, this is a brilliant way to admire the beautiful landscapes from a different angle! A one-of-a-kind journey, one would say!
Snow Tubing: The real winter wonderland adventure! It’s a thrilling team-building activity suitable for all skill levels!
Canopy Tours: Experience the thrill of ziplining through Maryland's lush canopy. It’s a great way for your team to overcome challenges together.
Bike Ride in St. Michaels: Take in the fresh air and pedal through this picturesque town. Depending on where you’re staying, cycle to Oxford-Bellevue ferry and enjoy the views!
Want to plan your next offsite in Maryland ? Ask our retreat gurus!
We understand that the process of planning and organizing a corporate retreat may not be your top-priority. Between the stunning Deep Creek Lake, majestic mountains, and charming towns like Easton or St. Michaels, Maryland offers a unique offsite for your team-building haven.
At TeamOut, we simplify the process for you.
Having explored a variety of natural and cultural gems in Maryland, we bring firsthand insights to plan team-building activities and corporate events in the Old Line State.
Our team of experts provides tailored solutions to perfectly fit your needs and budget. We ensure that even the smallest detail is covered!
With TeamOut, you can:
Access exclusive retreat locations and unbeatable deals across Maryland;
Benefit from customized agendas designed to boost creativity and strengthen team bonds, staying away from traditional workshops or dull events;
Rely on our seamless organization to gather options tailored to everyone’s taste, from catering to entertainment.
Ready to kick off your Maryland’s retreat planning?
Book a free call with one of our experts today!
Let’s make magic together and craft an unforgettable business retreat for you and your team!
Thomas Mazimann, a French entrepreneur and former international kayaking athlete, transitioned from sports to tech after moving to the U.S. He co-founded TeamOut, revolutionizing team gatherings.
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