Chesapeake County Maryland Eastern Shore Chesapeake Bay Maryland Scenic Highwqy
Chesapeake Country National Scenic Byway

Whether you are on your way to the beach or just taking a drive to admire the beautiful Bay, the Chesapeake Wine Trail will lead you through one of the most scenic and charming parts of the state. East of the Chesapeake Bay, Maryland’s Eastern Shore is abundant with seafood, beaches, wildlife and history, and now a beautiful—and delicious—wine trail.

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Chesapeake BAy BRidge
Halloween and Harvest Fun
Along the Byway!
"Ghost Walk" Saturday, October 24, 6:00 - 9:30 PM. Chesapeake City. Walk through this restored 19th Century town with a grim reaper to hear a mystery. For more information, visit or call (410)885-2415.

"Annual A-MAZE-ING Corn Maze Weekends." Warrington Farm, Queenstown. Saturdays and Sundays in October. All Day. Beginning this fall, Warrington Farm will be offering the unique opportunity to experience some country fun! Get lost on the farm in our cow themed 6 acre corn maze or enjoy yourself at the petting zoo. For more information, please call (410)310-2151.

"Ghost Walk Through Chestertown." Friday and Saturday, October 23 & 24, and October 30 & 31. Tours start at 6:00 pm, and run every 30 minutes until 9:00 pm. Our Ghost Walks share some of the odder tales of local lore, including those of murder and mayhem. From the tales of a haunt in the attic of the house where George Washington really did sleep, to the Court House Ghost that made international news a few years ago, guides will walk ticket holders through centuries of stories, told against a backdrop of local history. For more information, visit, or call (410) 778-3499.

Maryland’s first nationally
designated scenic byway
Working landscapes and waterfronts
Historic town centers
Pristine natural areas
Historic main streets
Fish from a nearby pier
Hike - Bike - Paddle
Beauty - Tranquility
History - Traditions



Cecil County

Kent County

Queen Annes County

Chesapeake Bay Gateways Network

War of 1812

Funded in part by the Federal Highway Administration,
Cecil County, Kent County, and Queen Anne’s County

Chesapeake Byway Wine Trail Brochure