Celebrate the Holiday Season in St. Michaels, Maryland
There's something special about the holiday season on Maryland's Eastern Shore. From charming waterfront towns and locally owned shops to festive community traditions, this time of year offers countless reasons to fall in love with the Shore.
One of the season's most anticipated events is returning to St. Michaels! The Eastern Shore Sea Glass & Coastal Arts Festival: Holiday Edition will take place on Saturday, November 21, 2026, from 10 AM to 4 PM, at the Chesapeake Bay Maritime Museum (CBMM).
Whether you're a longtime local, visiting for the weekend, or exploring the possibility of calling Maryland's Eastern Shore home, this festive waterfront celebration is a wonderful way to experience the community and coastal lifestyle that make this area so special.
A Coastal Holiday Shopping Experience
Forget the crowded shopping malls! The Holiday Sea Glass Festival offers a unique opportunity to find one-of-a-kind gifts while supporting talented artists and small businesses.
Dozens of artisans and craftspeople from across the country will gather along the waterfront to showcase beautiful handmade creations, including sea glass jewelry, coastal home décor, original artwork, and festive holiday gifts.
It's the perfect place to find something special for everyone on your holiday shopping list while enjoying the scenic surroundings of historic St. Michaels.
Live Music, Local Flavors & Waterfront Fun
There's much more to enjoy than shopping! Throughout the day, visitors can experience a variety of activities and entertainment, including:
- Live Music: Enjoy performances on two stages featuring Chris Sacks, Levi Stephens, Alison Thoms, and Anna Burgess.
- Glassblowing Demonstrations: Watch talented artists transform molten glass into beautiful works of art.
- Food & Beverages: Sample delicious offerings from regional food vendors, along with craft beverages and seasonal favorites.
- Sea Glass Activities: Meet sea glass expert Mary McCarthy, explore her beachcombing collection, and participate in family-friendly activities.
- Maritime History: Explore the Chesapeake Bay Maritime Museum's exhibits and historic buildings across its beautiful 18-acre waterfront campus.
For those looking to experience the Chesapeake Bay from the water, special sailing excursions aboard the historic skipjack Rosie Parks and a narrated Miles River cruise will also be offered with additional ticket options.
Event Details & Admission
Date: Saturday, November 21, 2026
Time: 10 AM – 4 PM
Location: Chesapeake Bay Maritime Museum, St. Michaels, Maryland
Advance tickets are available, with general adult admission starting at $22. Purchasing tickets online in advance saves $2 and allows early festival entry beginning at 9:30 AM.
Discounted admission is available for seniors, students, military members, children, and CBMM members. VIP experiences are also available.
Additional free parking will be offered at St. Michaels Middle/High School, with complimentary shuttle transportation to the museum.
More Than a Festival — It's the Eastern Shore Lifestyle
Events like the Sea Glass & Coastal Arts Festival are just one of the many reasons people love living on Maryland's Eastern Shore.
Imagine spending your weekends exploring charming waterfront towns, shopping at local boutiques, enjoying fresh seafood, attending community festivals, and taking in the natural beauty of the Chesapeake Bay.
From the historic streets of St. Michaels and Oxford to the vibrant communities of Easton, Cambridge, and beyond, the Eastern Shore offers a lifestyle that's difficult to replicate.
It's a place where small-town charm meets beautiful waterfront scenery, where neighbors become friends, and where there's always something special happening just around the corner.
Come for the Festival. Stay for the Lifestyle.
If you're visiting the Eastern Shore for the Sea Glass Festival, take some time to explore beyond the event. Stroll through downtown St. Michaels, discover the surrounding communities, and experience firsthand what makes this region such a wonderful place to call home.
Thinking about making Maryland's Eastern Shore your home?
Whether you're searching for a waterfront retreat, a charming historic property, a weekend getaway, or a place to settle down, I'd love to help you discover the possibilities.
Call me to explore homes for sale on Maryland's Eastern Shore. Let's turn your favorite weekend destination into a place you call home!
