Things To Do
Annapolis
Walk through downtown Annapolis, a great location for window shopping. Make sure to eat at one of the area's unique restaurants! At the end of Main Street, you will find the beautiful Annapolis Harbor.
Chesapeake Bay Maritime Museum
The Chesapeake Bay Maritime Museum offers the nation's most complete collection of Chesapeake Bay artifacts, visual arts, books, and indigenous water craft.
Easton
Window shop on North Washington Street in Easton, home to many boutiques. Dine at "Out of the Fire" or "Scossa," two of Easton's favorite restaurants, or take a walk to the Hunter's Tavern located in the Tidewater Inn!
208 Talbot Restaurant
The mastermind behind the 208 Talbot kitchens is David Clark. Recently voted Best Chef on the Eastern Shore 2012 by the readers of what?s up Magazine, David is a 25+ year veteran of the industry. Together with property owner Paul Milne, 208 Talbot is a dining destination for both locals and visitors.
Ava's Pizzeria & Wine Bar
Ava’s was awarded “Best New Restaurant” and “Best Pizza” 3 years in a row by the readers of What’s Up Eastern Shore Magazine as well as “27 Points” for Food Quality from Zagat.
Harbour Lights Restaurant
Located within St. Michael’s Harbour Inn, Marina and Spa. Overlooking the harbor and only 2 blocks from Talbot Street. Waterfront Dining at its best! Executive Chef, Michael Quattrucci, returns to the shore to deliver high-quality, local J.W. Treuth steaks and local seafood.
Theo's Steaks, Sides & Spirits
Theo’s Steaks, Sides and Spirits: a sleek, yet traditional steakhouse with hand carved steaks, upscale appetizers and all American classics.
Eastern Shore Brewing
Great place for beer, with constantly rotating on tap options!
Lyon Distilling Company
Lyon Distilling Company is proud to be a micro, craft distillery on Maryland’s Eastern Shore. Dedicated to transforming raw ingredients into splendid liquor, step by step, in ultra small batches. Rum & Whiskey.
St. Michaels Winery
This local maker of 18 wine styles features a quaint, year-round tasting room & retail shop.
Patriot Cruises
Enjoy a sight seeing cruise or a cocktail cruise with Patriot Cruses. Leaving from the dock next to the Crab Claw, right outside the maritime museum's front entrance, these cruises are narrated and depart several times per day on the weekends. The boat has a climate controlled main deck with food and a full bar. See their website for more details. Its a great way to get out on the water and see the area from the water!
Shopping on Talbot Street
Stroll up and down Talbot Street to enjoy a variety of stores, boutiques, art galleries, and novelty shops.
Shore Pedal & Paddle
Shore pedal and paddle is your stop for kayak, paddle-board, or bicycle rentals.