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.
 

Talbot County Fall Harvest Fair

Talbot Agricultural Center 10659 Hiners Lane, Easton, MD, United States

🌾 2023 Fall Harvest Fair - Celebrate the Season with Us! 🌾 Join us for a day of wholesome fun and community spirit at the Fall Harvest Fair on Sunday, October 15th, located at 10659 Hiners Lane, Easton, MD 21601. This event promises a fantastic time for families, friends, and all who cherish the joys of autumn. […]

Cruise-In at the Harvest Festival

Talbot Agricultural Center 10659 Hiners Lane, Easton, MD, United States

Come see the classics after the parade at the Talbot county Fall Fest   Cruise in from 12pm to 2pm

Tilghman Island Day 2023

On Saturday, October 21st, 2023, from 10:00 a.m. until 7:00 p.m. the Tilghman Island Volunteer Fire Company will hold its annual Tilghman Island Day Celebration. A crowd favorite, the workboat-docking contest is scheduled for 1:00 p.m., with a work boat race to follow at 2:30 p.m. Other exhibits include local artisans. There will be live […]

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, quench your thirst with refreshing drinks, and explore the incredible creations of local artisans. Family activities include pumpkin painting, face painting, hair braiding, balloon making, […]

$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 Rehoboth Beach. The Sea Witch Festival is Friday through Sunday, Oct. 27-29, 2023. Sea Witch Festival Activities All through downtown Rehoboth, and at local businesses, […]

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 and exquisite wines from the finest local and regional breweries and wineries while listening to Hot Sauce from 6-8pm. Mark your calendars for October 28th […]

$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 master artists, along with a variety of events and vendors for all to enjoy that display everything from fishing lures to all-terrain vehicles and boats. […]

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 to Tuesday, November 28, 2023. In a magical holiday setting, fifty beautifully decorated trees sponsored by individuals and businesses will be on display. In addition, […]

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, carving demonstrations, an outdoor oyster bar, fire pits, s'more stations, live entertainment, and much more. There is no admission fee, so come take a stroll […]

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 excited to share a special display of miniature rooms created by Jo Storey, our Docent Coordinator. The display of miniature rooms shows what a home […]