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National Road Museum

The National Road Museum takes visitors on a journey through the history of the important Historic National Road, the first federally constructed roadway in the United States which helped build the nation and is today a national scenic byway.

Talbot County Jail (former site)

Douglass's attempted escape in April 1836 ended here. The building you see was built in 1878 and replaced the county jail. Douglass was left for a week in jail and then retrieved by Thomas Auld who, rather than sell Douglass South, sent him back to his brother in Fells Point. On Maryland's Frederick Douglass Driving Tour.

Rolling Road Golf Course

Set on 100 acres of historic land, the course makes its way through mature trees and unique elevation changes, and maintains its difficulty through tight fairways and fast, contoured greens.

Frederick Douglass Stitched in Time Quilt Exhibition at the Bay Country Welcome Center

Three handmade quilts that reflect Douglass’s experiences in Talbot County, Anne Arundel County, and Baltimore City. The quilts are made by Joan Gaither, a Maryland Documentary Story Quilter and recipient of a 2017 Maryland Traditions Heritage Award. On Maryland's Frederick Douglass Driving Tour.

My Lady’s Manor Steeplechase

The first of Maryland’s Triple Crown of timber racing. Held each year the second Saturday in April.

Gramp's Attic Books

Used, old and rare books. Specialties in Maritime and medicine. General used book shop with books in many categories.

Gloria Jean Charters

Fishing trips daily from the Baltimore/Essex area and fish the most abundant section of the Upper Bay. Max charter size is 6 people.

Elkridge-Harford Point-to-Point

Steeplechase event for the country's best timber horses for over 50 years.

Fishmas Charters

We cater to the smaller groups of up to 6 passengers and typically fish by trolling or live-lining. Bottom-fishing is also available for perch, spot and croaker.

Skipper's Pier Restaurant and Dock Bar

Relaxed eatery on the water serving local seafood and homemade desserts. On the Maryland Crab and Oyster Trail.

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