Characters Bridge Restaurant

6136 Tilghman Island Rd Tilghman Island, MD 21671

410.886.1060 –

Marker 5 Restaurant & Tiki Bar

Nestled between the Eastern Chesapeake Bay and the Choptank River on Knapp’s Narrows you will find a hidden gem known as Marker Five. The spectacular sunsets and views are only equaled by the menu created from our scratch kitchen. At Marker Five, fresh is the only acceptable option and excellence the only acceptable criteria.
Bring your boat, bring your appetite, and your significant other if you must, and come enjoy everything we have to offer. Casual, relaxing, and exceptional times are awaiting  you at Marker Five.
Come see the Best of the Bay from the Best on the Bay

6178 Tilghman Island Rd, Tilghman, MD 21671

410.886.1122 –

Tickler’s Crab Shack & Restaurant

Take a seat for creative, seasonal fare at Wylder Hotel Tilghman Island. With menus built to highlight the freshest local products – from our on-site kitchen garden and orchard to daily seafood fresh from Tilghman Island’s fishing docks — our chef creates dining experiences at Tickler’s Crab Shack and Bar Mumbo that range from relaxed elegance to finger-lickin’ family style.

21551 Chesapeake House Drive Tilghman, MD 21671

410.886.2121 –

Tilghman Island Country Store

Whether you are putting together a picnic lunch on the boat, or entertaining at sunset at your cottage, the Tilghman Island Country Store has all of your island food necessities!

Every Friday night Patricia hosts their Fridays@Five, a free wine tastings, that brings locals, waterman and visitors together for two hours of wine samples, finger food and great conversation. This is the first ‘must stop’ for most visitors when they arrive for their Tilghman weekend. For locals, it’s a time to catch up, relax and set the pace for the weekend. It’s also the perfect time to stock up on your new favorite wine, beer and spirits!

5949 Tilghman Island Rd. Tilghman Island, MD 21671

410.886.2777 –

The Tilghman Island Inn

When dining at Tilghman Island Inn, visitors can expect a serene and intimate experience. Our indoor and outdoor seating areas offer breathtaking waterfront views, creating the perfect atmosphere for a romantic evening or relaxing evening with friends.

The Tilghman Island Inn will feature a casual, contemporary restaurant and waterside seating with menus influenced by the seasons that take advantage of the wonderful local produce, seafood, and premium dry-aged beef of the Eastern Shore. The restaurant will also feature produce from our own greenhouse and garden.

21384 Coopertown Rd, Tilghman, MD 21671

410.886.1170 –