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Holiday Guide to the Eastern Shore

Writer's picture: Coard BensonCoard Benson

Updated: Dec 28, 2023


As the Eastern Shore of Maryland embraces the approaching holiday, the region comes alive with festive events, enchanting light displays, and culinary delights that define the season.


Eastern Shore Holiday Events

  1. Cambridge’s Train Garden: In the heart of Cambridge, Maryland, the Rescue Fire Company’s Train Garden captivates with its enchanting holiday display, offering visitors a miniature world of wonder. Open everyday in December with the exception of Christmas (Mon-Fri 6-9pm, Sat-Sun 1-4pm, 6-9pm).

  2. Luminaria Displays: Luminaria Events transforms the streets into a mesmerizing sea of soft, glowing lights. Taking place in two different locations on December 16th from 5-8 pm in Vienna, MD and 5:30-7:30 pm in Hillsboro, MD.

  3. Elf the Musical: The Avalon Foundation presents the musical comedy ELF! The shows take place December 7–10 and 14–17.



Local Light Displays

  1. St. Michael’s Lighted Boat Parade: The Lighted Boat Parade turns the St. Michaels Harbor into a magical display as festively adorned boats glide through the night, creating a cherished holiday spectacle for the community. (December 9th at 6 pm)

  2. Ocean City Winterfest of Lights: Ocean City hosts the Winterfest of Lights, a beloved tradition featuring a spectacular display of holiday lights in Northside Park. Hop on the Winterfest Express for a whimsical journey through this enchanting wonderland. (Nov 16 – Dec 31, Wed – Sun: 5:30 pm – 9:30 pm)



Featured Restaurants

  1. Dockside Dining at Suicide Bridge Restaurant: Experience waterfront dining at Suicide Bridge Restaurant in Hurlock. Indulge in seasonal delights with a menu that showcases the finest Eastern Shore ingredients, providing a perfect blend of elegance and charm.

  2. Legal Assets in Easton: For a taste of sophistication, visit Legal Assets located in the heart of downtown Easton. They provide an array of artisanal food and spirits. Their menu boasts a variety of American cuisine, seafood, steaks, and tavern fare.



What’s in Season

  1. Winter Delicacies from the Chesapeake Bay: Indulge in Chesapeake Bay’s winter bounty with seasonal delicacies like oysters, rockfish, and hearty stews. Local restaurants often feature these fresh, regional ingredients in their holiday menus.

  2. Eastern Shore Wineries and Distilleries: Explore the region’s wineries and distilleries, where you can savor holiday-inspired drinks crafted from locally-produced wines and spirits. From spiced wines to festive cocktails, the Eastern Shore’s beverage scene adds a spirited touch to the season.



On Maryland’s Eastern Shore, the holiday season is a time of enchantment, culinary excellence, and community celebration. Whether you’re captivated by dazzling light displays, tempted by the offerings of featured restaurants, or eager to savor the seasonal delights that grace the region, the Eastern Shore invites you to revel in the magic of the holidays. Embrace the warmth of the season, and create cherished memories in this picturesque corner of Maryland.

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Coard Benson, Associate Broker at Benson & Mangold

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(410) 310-4909

(410) 770-9255

coard@coardbenson.com

24 N. Washington St. Easton, MD 21601

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