Things To Do
Wylder Hotel Tilghman Island
Stick around on the property and utilize all the amenities Wylder has to offer! Waterfront sauna, heated saltwater pool, waterfront bonfire pits, and private beach for relaxation. Paddle boards, kayaks, canoes, lawn games, and bikes if you're looking for an outdoor activity!
2VintageChics
A small local boutique with restored furniture, antiques, and accessories. Open Saturday 10am-5pm and Sunday 9am-2pm. They have Trendy Fashion, Upcycled/Painted Furniture, Artisan Specialties, Vintage Finds and more!
Two if by Sea
Only footsteps from the Wylder! Local Breakfast & Brunch spot. Open Friday-Sunday 8am-1pm.
Tilghman Island Country Store
A local country store with everything you could ever want. Stop by to gather some groceries, fresh flowers, baked goods, and everything in‑between.
St. Michaels Farmers Market
The St. Michaels Farmers Market is hosted every Saturday from 8am ‑ 11:30am. Stop by for sustainable agriculture and local produce.
Chesapeake Bay Maritime Museum
Established in 1965, the Chesapeake Bay Maritime Museum is dedicated to preserving and exploring the history, environment, and culture of the entire Chesapeake Bay region. Stop by the museum to view historic boats, special exhibitions, and more. The museum is open year‑round with a minimal admission fee.
Eastern Shore Brewing
Eastern Shore brewing is the spot for the best beers, great atmosphere, and old-world Eastern Shore feel. Come cheers at an award-winning brewery with ample seating indoor and outdoor.
St. Michaels Winery
This local maker offers 18 wine styles to satisfy any palette. Experience the quaint year-round tasting room open seven days a week.