Maryland Bed and Breakfasts & Inns

Welcome to Maryland

A trip to Maryland is filled with one Instagram-worthy moment after another whether you visit its sparkling Atlantic shores, its forested mountains, or somewhere in between. You can choose from thrilling adventures, quiet moments in nature, bustling cities, charming towns, rich history, and mouthwatering cuisine. (The steamed crabs seasoned with Old Bay alone are enough to make you plan a return visit.) But how do you narrow down which regions to visit and things to do? If you're looking for the perfect romantic getaway, look no further than Maryland's Eastern Shore. This picturesque region is home to Bed and Breakfasts, Inns, and small hotels, all nestled among charming small towns and scenic vistas. The Eastern Shore is also the best place to enjoy the Chesapeake Bay and its many activities like kayaking. Whether you're looking to relax on the beach or take a sailing lesson, you'll find everything you need for the perfect vacation in Maryland. And of course, no trip to the Eastern Shore would be complete without a visit to Assateague Island to see the wild ponies. Begin with our suggestions below and make plans to stay at one of the best bed and breakfasts in Maryland. Our Maryland bed and breakfasts will add comfort, convenience, and luxury to your Mid-Atlantic adventure!

Things to See & Do in Maryland

As you begin planning your trip to the Old Line State, you’ll realize that so many notable cities and towns are on the water. A few of our favorites include the resort town of Ocean City. It has miles of beaches and plenty of shops and restaurants on its wooden boardwalk. There’s even an old-fashioned amusement park, the Jolly Roger! Don’t miss Annapolis, the capital city and home of the U.S. Naval Academy, or Baltimore, a port city on the Chesapeake Bay that dates back to the 1700s. Further inland, you’ll find quaint Victorian towns with access to some of the best hunting, fishing, and hiking. And Western Maryland offers mountainous areas perfect for thrilling wintertime adventures.

Where to Eat and Drink in Maryland

During your culinary adventure to Maryland, be sure to experience the five Cs: crabs, coddies, caramels, cakes, and cold Natty Boh. OK, so we pushed the limit with the last C, but you’ll see why. Of course, fresh-caught crabs straight from the Chesapeake Bay and neighboring waters are a must. Sit down to a feast steamed to perfection with Old Bay seafood seasoning (made in Baltimore). If you’re not proficient at cracking crabs, you may opt for lump crab cakes or cream of crab soup. You’ll also want to try coddies, fish cakes made with potato and salted cod and served with saltines and mustard. Wash it all down with a can of National Bohemian, Maryland’s very own Pilsner. Craving something sweet? Try caramel creams from the Baltimore Chewing Gum Co., or a slice of the sinful eight-layer chocolate fudge cake from Smith Island. Yum.

Best Time to Visit Maryland

The time of year you visit depends on the experience you’d like to have. May through September are perfect for days at the beach or lake sunning, fishing, or boating. Come in May to attend the Preakness near Baltimore, or in June or July to see the wild ponies on Assateague Island. September through November is the prime leaf-peeping season, and wintertime brings substantial snowfall. Western Maryland offers the best opportunities for downhill and cross-country skiing.

Where to stay: Maryland Bed and Breakfasts & Inns

If you’re still trying to decide which region to visit first, browse our list of bed and breakfasts and inns in Maryland below to see what catches your eye. From a beautifully landscaped lakeside historic inn to a secluded lodge with wood-burning fireplaces to a romantic bed and breakfast overlooking the Chesapeake Bay, you can select the best bed and breakfast in Maryland for your travel needs.