Rated among the Top Ten Best Small Towns and Top 100 Small Arts Communities in America, Easton is as sophisticated as it is lively. Featuring a world-class theater, renowned art galleries and impeccably curated museums, it's the heart of the Shore's arts and culture scene. This mini-metropolis draws international artists, musicians and cultural connoisseurs to a series of acclaimed festivals each year. And it's a foodie town to boot, chock-full of hidden culinary gems. For visitors interested in the great outdoors, Easton has plenty to offer. The Pickering Creek Audubon Center offers more than 400 protected acres of forests, wetlands, and wildlife. Following a day of hiking, bird watching, and even canoeing the marsh, set out for a scenic bike ride—there are designated routes for cyclists of all levels. 410-822-2525
Oxford, established in 1683, is one of Maryland’s first ports of entry for commerce. Surrounded by water, the town's waterways bustle with the passing of yachts, sailboats, powerboats and its own Oxford-Bellevue Ferry. Author James Michener even penned the novel Chesapeake in this peaceful nautical oasis. Take a stroll back in time navigating the tree-lined streets peppered with historic homes, charming inns and taverns, and a local ice cream creamery. No day in Oxford is complete without a ride on the Oxford-Bellevue Ferry, which transports cars, bicycles and passengers between Oxford and Bellevue from mid-April through mid-November, seven days a week. Ferry service begins at 9 a.m. daily, but last trips vary seasonally. Call 410-745-9023 for more information.
A quintessential historic American waterfront village, Tilghman Island is just off the beaten path on the southernmost tip of Talbot County. Watermen reign, pristine landscapes abound, and crowds only exist at the annual crab feasts and docking contests. Nestled between the Chesapeake Bay and the Choptank River, Tilghman Island offers gracious hospitality, fresh seafood, natural beauty and is a refreshingly relaxing destination. It is also home to many unique water-based activities including narrated cruises on a variety of vessels. Enjoy kayak, canoe and paddleboard tours along the quiet creeks, or rent a jet ski or boat for a fun day of exploration.