Candles sitting on a table at a store.

What Are Some of the Top St. Michaels Shopping Spots?

Take a small piece of the Chesapeake Bay Area home with you when you indulge hit the best spots for St. Michaels shopping. You’ll find a variety of shops in our area that specialize in bayside fashion, fine jewelry, unique mementos, and so much more! Like dining and museums, shopping plays a major role in most people’s getaway itineraries. Use your shopping day as an opportunity to carefully select a piece of St. Michaels to take home with you, or find souvenirs for your closest family and friends! No matter what you’re searching for, our area has it all.

Your Complete Guide to St. Michaels Shopping

Guilford & Company | Fine Jewelry Antique and Estate  

Many travelers come to our bayside oasis in pursuit of the idyllic romantic getaway. Our area lends itself to quiet intimacy near pristine blue waters, mild temperatures, and amazing places to dine. St. Michaels is your go-to destination for your next anniversary or romantic getaway.

Be sure to make it one she’ll never forget when you give her a gift from Guilford & Company. This jewelry store is filled with pieces crafted by local jewelers with decades of experience in gem-ology and design. Their collection of antique and estate jewelry is the largest in the Mid-Atlantic. Enhance your romantic getaway by adding Eastern Shore flair to her jewelry collection.

Ophiuroidea “The O”

Feel like you’re on vacation after returning home when you add some coastal pieces to your home decor collection. Whether you’re visiting from a nearby coastal town or from the hustle and bustle of the city, bring some of St. Michaels home with you! The shop is even named in keeping with our area’s maritime culture. “Ophiuroidea” is the scientific classification for serpent stars, marine animals that closely resemble starfish! If you’re not sure how to pronounce it, that’s OK. This shop often goes by its nickname “The O.”

Ophiuroidea “The O” is the perfect place to shop coastal home decor. This store also offers sea glass jewelry from local artisans! Here, you can find all things quintessentially St. Michaels. After you’ve picked something out for yourself, search for gifts to bring back home to friends and family!

Events & Holiday Shopping in St. Michaels 

Our area’s fanciful shops are great for a day of browsing by yourself or with friends! Have you ever considered attending a St. Michaels shopping event, though? Sip and Shop Second Wednesdays and Midnight Madness are just a couple! These events vary thematically, but both have the same mission—to bolster local shops and create community fun! Learn more about each of these unique events below.

Sip and Shop Second Wednesdays 

Sip and Shop Second Wednesdays is a year-round shopping event in St. Michaels. On the second Wednesday of each month from 4:00 p.m. to 7:00 p.m., participating shops open their doors to guests for a few hours of refreshments and exclusive deals! This is a great way to snag that item you’ve been eyeing in the window at a great price. The refreshments don’t hurt, either. 

Midnight Madness 

‘Tis the season to shop! For nearly 20 years, St. Michael’s local shops have participated in Midnight Madness. This holiday-themed shopping event is a community favorite! During Midnight Madness, stores stay open until 12:00 a.m. and offer shoppers special deals and all of the shopping fuel you need. This St. Michaels shopping event also features raffles and door prizes! There’s no better way to get your holiday shopping done this year than with Midnight Madness! 

Bring Your Finds to Wades Point Inn on the Bay

Make sure to carve out time for St. Michaels shopping in your getaway itinerary. Not only is it among some of the best things to do in our area, but it’s also the perfect way to remember your vacation. Indulge in more coastal comfort when you spend your St. Michaels getaway with us at Wades Point Inn on the Bay. Relax by calm, pristine waters as you unplug from everyday life and retreat to a calmer state of mind.

View of the bay from the windows in Room 414 in the Kemp Guest House at Wades Point Inn on the Bay.

Keep an eye on the bay from Room 414 in the Kemp Guest House. Gaze out at our beautiful bayside property from the windows in this room, or enjoy a cup of coffee on your private porch. This room has a queen-size bed and private bathroom for optimal privacy. Enjoy all of the spectacular on-site amenities when you reserve Room 414 or any of our other accommodationsBook your favorite today.