Visit St. Michaels, Maryland

04/14/2026

Who's ready for some fun during the 16th Annual Spring Edition of the Eastern Shore Sea Glass and Coastal Arts Festival this weekend on April 18-19 at the Chesapeake Bay Maritime Museum?
New to the festival or come every year? We have something new and exciting for you, from amazing new artisans and your returning favorites, new food trucks and your favorites (Bacon truck anyone?), more hands on activities, live music on two stages, boat rides if you want to get out on the water, all the CBMM exhibits and more!
The Eastern Shore Sea Glass and Coastal Arts Festival is great time for everyone and all ages. Pre-Purchase your tickets now for early admission and discounted rates.
Visit website for complete details, tickets and more. www.seaglassfestival.com

Visit St. Michaels, Maryland
Escape to Talbot County

03/26/2026

Join Simpatico - Italy's Finest this Saturday for free wine tasting of 4 wines!

Join us this Saturday for free wine tasting of 4 wines selected by our importer Russ Lorber of Wide Roots! For the list of wines and to RSVP, click HERE: https://www.simpaticostmichaels.com/events-1/sample-saturdays-free-wine-tasting-with-russ-lorber-of-wide-roots-20

03/05/2026

03/05/2026

03/02/2026

Brunch plans? Consider them made. 🍫🥂

Chocolate Fest gets a delicious daytime twist Corah's Corner with a Pop-Up Brunch that’s equal parts indulgent and unforgettable.

Brunch so nice we’re doing it twice!
Chocolate Fest meets brunch and we could not be more excited 🍫🥂

Pop-Up Brunch 9:30–2:30 at Corah’s Corner — and this one comes with a little extra indulgence.

Alongside your favorite brunch menu, we’ll be featuring:

✨ Chocolate Inspired Martinis
✨ Spiked Chocolate Covered Strawberry
✨ Creamy Mint Martini
✨ Mocha-Tini
✨ Spiked Hot Cocoa

Chef Elijah will have his famous flourless chocolate cake (if you know… you know 😍)
Plus chocolate-inspired confections on the deck.

Brunch. Chocolate. Cocktails.
Street-side people watching and all the cozy weekend vibes.

https://www.stmichaelsmd.org/chocolatefest

Tag your brunch crew and your chocolate lover 🍫

St. MichaelsExperience Tilghman Island MDExperience Oxford MDExperience Easton MDMaryland's BestMaryland Tourism CoalitionThe Corner Bar at Corah’s CornerThings To Do in The DMVThings to do in MarylandVisit St. Michaels, MarylandExperience Trappe MarylandSt. Michaels Good Times & Great VibesMaryland Events

03/02/2026

Mondays just became irresistible.

We followed our hearts and it led to a warm bowl of pasta and half price bottle wine night at Limoncello ✨🍷🍝

Join us and cure those chilly Monday blues ✨

03/02/2026

Stay. Indulge. Escape.

🌊 Wake up to exceptional harbor views!
Stay at St. Michaels Harbour Inn, Marina & Spa and enjoy breathtaking views of the harbor- the perfect setting for a peaceful waterfront escape. https://bit.ly/3JTEffJ

03/02/2026

Find the Inn at Perry Cabin this Saturday at Chocolate Fest on the corner of Railroad & Talbot Street, right beside Olive Branch Wine Bar & Small Plates and San Miguels Mexican Food.

🍫✨ Chocolate Fest Spotlight: Inn at Perry Cabin ✨🍫

Indulgence meets elevated hospitality from one of St. Michaels’ most iconic destinations.

For ChocolateFest, the Inn at Perry Cabin will be serving:

☕ Cinnamon Chili Hot Chocolate topped with a giant house-made marshmallow, torched on site — $2
🍩 Chocolate Donut dipped in silky chocolate ganache with assorted toppings — $5

Warm. Decadent. Completely worth the stop.

📍 You’ll find them on the corner of Railroad & Talbot Street, next to Olive Branch Wine Bar & Small Plates and San Miguels Mexican Food — the perfect addition to your Chocolate Crawl route.

See you in St. Michaels this Saturday!

03/02/2026

It doesn’t get sweeter than this!

🍫✨ ChocolateFest Spotlight: Foxy's Harbor Grille ✨🍫

Sweet meets spirited at one of the harbor’s favorite stops.

For ChocolateFest, Foxy's Harbor Grille is serving:

🍸 The Samoa Martini — coconut vodka blended with chocolate-infused liqueur and finished with a Samoa cookie rim.

🥜 Mini Peanut Butter Pie — their famous, creamy peanut butter pie crafted into the most irresistible bite-sized indulgence.

Decadent. Playful. Completely worth adding to your Chocolate Crawl list.

02/28/2026

Buy Tickets ✅
Book Hotel ✅
Make Dining Reservations ✅

Seaglass Festival is almost here!
Are you ready?

02/28/2026

🦪🦪BUCK A SHUCK SUNDAY!!!!🦪🦪