Events on Maryland’s Eastern Shore

 
Looking for something to do in Maryland’s Eastern Shore? You’re in luck! The area is full of exciting events that are sure to delight locals and visitors alike. Whether you’re interested in food and drink festivals, live music, art exhibits, or cultural celebrations, there’s always something happening in this vibrant community.
 

Schellville’s Fall Fest in Rehoboth

Tanger Outlets Seaside 36470 Seaside Outlet Drive Rehoboth Beach, DE 19971, Rehoboth Beach, DE, United States

The folks that brought you Schellville's holiday extravaganza are getting ready for a fun fall fest. Indulge in a delightful culinary journey featuring the finest food trucks with scrumptious treats, […]

$10

Sea Witch Festival in Rehoboth

Rehoboth Avenue 509 Rehoboth Beach, DE,19971, Rehoboth Beach, DE, United States

About the Sea Witch® Festival The annual Sea Witch Festival is Rehoboth Beach’s free family-friendly Halloween celebration. Dress up and enjoy the parades, live entertainment, contests and more in downtown […]

OysterFest

Get ready to sip, slurp, and savor at the Chesapeake Bay’s favorite fall festival!  The event features live music on two stages, boat rides, retriever demonstrations, oysters, and more.

Free

Schellville’s Beer and Wine Fest

Tanger Outlets Seaside 36470 Seaside Outlet Drive Rehoboth Beach, DE 19971, Rehoboth Beach, DE, United States

About this event 🍻🍷 Get ready to raise your glasses at Schellville's Beer and Wine Fest- Wicked Brew Bash! 🍻🍷   Join us for a delightful celebration of craft beers […]

$40

Waterfowl Festival

More than 1,000 volunteers work year-round to stage the show, most coming back to lend their talents and time year after year. Art collectors find exceptional wildlife art from renowned […]

Ice Ice Berlin and Tree Lighting

Join us as we begin the holiday season featuring beautifully carved Ice Sculptures sponsored by the Berlin businesses! 30+ Holiday themed lighted sculptures Tree is lit at 6pm Greet Santa at Kringle Kottage at the Taylor House Museum Music by DJ Big Al Reno  – Shops open late!

38th Annual Festival of Trees

“Caroling, Caroling Through the Town” is the theme for the 2023 Festival of Trees which will be held in The Gold Room of The Tidewater Inn from Saturday, November 25 […]

Cambridge Ice & Oyster Fest 2024

Winter, Wildlife & Water Ways Welcome winter with the Eastern Shore's Ice & Oyster Fest. The event features dozens of dazzling ice sculptures, interactive games for children of all ages, […]

Christmas in St. Michaels at the The St. Michaels Museum

St.Michaels Museum 201 East Chestnut Street Saint Michaels 21663, St.Michael, MD, United States

The museum will be open free of charge during Christmas in St Michaels Weekend, December 8-10, 2023. The museum hours are Friday 1-4PM, Saturday 10AM-4PM, and Sunday 1-4PM. We are […]

Jingle Bells & Cocktails Ladies Night

Aurora Vines 342 N Aurora St Easton, Easton, MD, United States

About the eventJingle Bells & Cocktails Ladies Night! Grab the girls and join us for a fun evening! Themed Cocktails! 1/2 Priced Bottles of Wine Live Music with Anna Burgess! […]

$20

Elf the Musical

Avalon Theaters 40 E Dover St Ste 200, Easton, MD, United States

Performance Schedule: Thursday, December 7 – Doors: 6:30pm; Show: 7:00pm – GREEN CAST Friday, December 8 – Doors: 6:30pm; Show: 7:00pm – RED CAST Saturday, December 9 – Doors: 6:30pm; […]

$30

37th Annual Christmas In St. Michaels

Christmas in St. Michaels ∴ A Weekend Celebrating Joy! ∴ Christmas in St. Michaels will be held December 8-10, 2023.  We look forward to welcoming you all to our festive […]