Maryland ‘Land of Pleasant Living’. Legend has it (with some truth thrown in) that it was some advertising execs associated with the National Brewing Co. in the 1950’s that were flying over Chesapeake Bay on a brilliant sunlit day, one of the execs commented, “This place is the land of pleasant living.” A slogan was born and a brand enhanced. 
If you are from or have visited Maryland you know what brand this slogan was attached to…beer. Natty boh (National Bohemian) is still popular and consumed with pride. Even though it is not produced in Baltimore anymore, over 90% of sales still go to Baltimore.
But I am not writing this to promote ‘ol Natty, even though I plan to try one with some steamed crabs smothered in Old Bay next time I visit Maryland. This writing will feature some of The B&B Team’s very pleasant Inns for sale in Maryland ‘Land of Pleasant Living’. Our Inns for sale in Maryland all have their own brands and they all have distinct local flavors of their own with diverse locations in Maryland. Since those ad execs flew over Maryland those many years ago to view the beauty of the state, come fly with me, I bet the views haven’t changed that much.
Starting at the northern tip of the bay is the historic waterfront town of Havre de Grace, where the Susquehanna River joins into the Chesapeake Bay. The town was named in 2014 by Smithsonian.com as one of America’s Best Small Towns. The Vandiver Inn, a beautiful painted lady 1886 mansion that is a combination of B&B lodging, gourmet catering and special events packages. The Inn’s business is tight and profitable and right in the heart of this Maryland small town with all the local flavors available in very close proximity.
Zip across the bay to Baltimore and look for a blue door. A 1907 row house in the historic Butchers Hill district is the location of the Blue Door on Baltimore, a charming small and chic urban B&B. If you a seeking a smaller, manageable-sized inn, with incredibly strong business activity, the Blue Door on Baltimore Bed and Breakfast Inn is a must see!
Fly in a direct course east over the bay to Chestertown and you can view the Brampton Inn. You will see a ‘very pleasant’ 20 acres with a 19th century plantation home and secluded cottages. The Inn is a true luxury retreat and very successful financially viable business (can’t see that from the air but it is there!) A true countryside oasis that features two barns and original carriage house, all great backdrops and settings for the event and wedding part of the business.
Flying south along the eastern shore of the bay you can observe the picturesque towns of Kent Island, St. Michaels, Easton and Oxford to Tilghman Island. This Maryland island is known for its seafood, hospitality, and boating opportunities. The island boasts several marinas and excellent sport fishing. The Lazyjack Inn is located on the waterfront in the heart of it all. A small ‘pleasant living’ B&B yet financially viable which is perfect for someone seeking a smaller property that makes money!
We have one more fly over, so fasten your seat belts. The mountains of western Maryland offer a very different terrain, add a lake or two and rivers and you can see how diverse Maryland is. Deep Creek Lake Inn is a favorite for guests from Washington, DC, Baltimore, and the Pittsburgh area. Vacationers seeking the outdoor adventures of the beautiful mountains of Western Maryland. The area offers four seasons of recreation. Fabulous for business!
Hope you enjoyed the tour. I have had a very pleasant time. Also I hope you will consider Maryland ‘Land of Pleasant Living’ when seeking your future Inn, along with a natty boh and those crabs.
Thanks for Listening,
Janet Wolf
