Wylder Hotel - Tilghman Island

Nestled by the bay, this serene escape brings new life to an 1898 boarding house where watermen once ruled the docks and picnic tables overflowed with crabs. The Wylder Hotel Tilghman Island, set on a three-mile stretch in the Chesapeake Bay, reimagines a beloved landmark. It’s a year-round retreat that playfully celebrates the region’s hardworking fishermen of the past. With a warm, inviting atmosphere, this waterfront property offers a host of amenities: Tickler’s Crab Shack & Restaurant, Bar Mumbo, a private marina featuring 25 boat slips, charter fishing trips, and a calendar full of lively activities. Whether you’re an overnight guest, a local, or planning a private event or celebration, Wylder Hotel Tilghman Island is an ideal spot.

Just a quick drive from Baltimore, Washington D.C., and Philadelphia, Tilghman Island delivers a laid-back yet vibrant Eastern Shore experience. Journey through St. Michael’s, past farmlands, cornfields, and pumpkin patches, then cross the drawbridge over Knapp’s Narrow to reach our three-mile slice of salty bliss. Life here revolves around the Chesapeake Bay and its endless treasures—from charter fishing to sailing and kayaking. Crack open a blue crab as our oversized sunset paints the sky, wash it down with a cold drink, and give yourself a nod from all of us at Tilghman Island.