Welcome to St Michaels, the "Hampton's of the Chesapeake".  A quiet town with lots of flavors, sites and character!  The main road leading into St Michaels is Talbot Street.  Your shopping experience starts at the Mill and ends about 8 blocks at the Maritime Museum parking lot entrance.  The unique shopping district offers boutiques for clothing, upscale gifts, as well as antiques and art galleries, all locally owned and operated, many featuring local Maryland artisans.   Starting your shopping experience you must stop by the recently revitalized Mill section of town.  The Mill is a restored old flour mill and factory, which is now bustling with new shops, including Ophiuroidea, a coastal inspired shop featuring local artisans and busting with unique locally made home decor,  jewelry and gifts.  Also you'll find Petals, the only florist shop in town, which recently moved to the Mill. You'll find everything you need for special occasions, including the many local weddings held in town. Visit The Mill where you'll find the St Michaels Winery and the newly expanded Eastern Shore Brewery.  No trip to St Michaels should go without a trip to the Old Mill section of town!

Crabi Gras has opened it's third Eastern Shore location (Cambridge, Easton) in St. Michaels at 100 Carpenter St. across from the legendary Carpenter Street Saloon.  Offering unique and one of a kind eastern shore apparel and gifts, Crabi Gras also doubles as the Gift Shop for Carpenter Street Saloon!  While shopping at Crabi Gras make sure you get a Frozen Chocolate Covered Key Lime Pie on a Stick shipped from Key West!!

On North Talbot Street, Artiste Locale displays a variety of local artwork, including paintings, jewelry, pottery, candles and soaps, and original t-shirts. There are also tons of gifts and souvenirs, most with a nod to the Eastern Shore.   And at the Calico Gifts & Gallery, also on Talbot, pick up a watercolor by a local artist, or venture upstairs to find a unique children’s toy. Mind’s Eye on South Talbot has a lot of unique folk art, such as wood carvings, wall hangings, glassware and pottery, and sculptures.  At Gregorio Gallery on NorthTalbot, stop in to discuss the art of photography with the owner, or browse the gallery's extraordinary photographs as well as works by local artists.  

Don't miss The Scented Garden for a wide selection of French Linens, Jute Rugs, designer candles and bath and body.  Corner Antiques on North Talbot is jam-packed with everything from seashore knickknacks to antique tools and lanterns. Upscale gifts are available at Cultured Pearl on South Talbot, such as Belgian linen and Irish crystal. And nautical-inspired gifts can be found at Sign of the Whale, also on South Talbot. 

Simpatico, just off Talbot, features Italian housewares and gifts. Just beyond Justine's Ice Cream on North Talbot,  A Wish Called Wanda, look for the bright green door, sells handmade housewares such as pottery and lamps, as well as jewelry.   Flying Fred's will sure to please your pooch, with doggie goodies and a great selection of dog collars!

Flamingo Flats is going into it’s 23 th year in business. They are the Oldest Hot Sauce Shop in the USA!  Featuring 100's of Marinades, Salsa’s , Olives, Pickles, Mustards, Dry Rubs and BBQ's, not to mention Major Flamingo Party Goods. Be sure to stop in for their Famous Tasting Bar with “ St. Michaels Blue Crab Salsa “ and crabby gifts.

For clothing, head to Keepers on South Talbot to choose from casual pieces in fleece, khaki, and sweaters, look for the bear out front! Charisma offers designer clothing with a funky flair, Cheseapeake Bay Outfitters offers the largest resort collection in St Michaels.

Sterling silver and gemstone jewelry?  Silver Linings on South Talbot displays a huge selection in all price points and their sister store, DBS Jewelers has some of the most breathtaking one of a kind jewelry to be found.

Got a sweet tooth? Don’t skip St. Michaels Candy Company on South Talbot, for handmade chocolates, local Maryland creamery ice cream, and unique gifts.