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A charming, tree-lined and waterbound village with a population of less than 1000, Oxford is one of the oldest towns in America and has a long history in maritime activities. Early in the day, you will still find local watermen at the town dock unloading the catch of the day. You can watch the sailboats arriving from all over the bay to dine at the various local restaurants our town has to offer.

While other waterfront towns have succumbed to waterfront condos and glitz, Oxford has retained its historic charm. The tourism and leisure activities are fueled by people’s desire for quiet charm, fresh air, summer breezes, and a haven from the hustle and bustle of city life.

Though its picturesque setting earned national attention as the backdrop for the movie Wedding Crashers, St. Michaels’ physical beauty offers only a glimpse of its idyllic charm. Nestled along the Miles River in the heart of the Chesapeake, the historic waterfront town provides itineraries for trips of all kinds, from romantic getaways to family vacations. Home to museums and boutiques, gourmet restaurants and crab shacks, and plenty of adventure by land or by sea, foodies, sailors, wine connoisseurs and art enthusiasts alike can get lost in all the town has to offer.