The federally chartered Chesapeake Country Byway begins at its furthermost northerly point in Chesapeake City. A recent journey north from Talbot County took just over an hour to cover the 62 miles.

Most know that Chesapeake City sits on both sides of the Chesapeake and Delaware Canal connected by a rather spectacular bridge.

But, how many know that this 14-mile canal to our north is the third busiest canal in the world.  The canal has a rich history beginning in the 17th century when early settlers sought a way to reduce water travel between Philadelphia and Baltimore by some 300 miles. Construction was completed in 1829 thanks to the hard work of some 2,600 laborers who built the structure which is 450 feet wide and 35 feet deep.

Today, all types of watercraft move back and forth between the Chesapeake Bay and Delaware Bay.

Of course, people visit Chesapeake City using all types of watercraft and vehicles!

No matter how one arrives, the area pulses with adventure. Sailing vessels and motor vessels packed the marina as summer was beginning. A group of sailors enjoyed coffee and conversation. No doubt, some were beginning their adventure and some were returning. Whether from Florida or a nearby marina, boaters were enjoying their preparations and the fellowship with other boating enthusiasts.

The area is filled with small inns, shops and restaurants. There were many people strolling the streets on the overcast day. So, even without a boat, just checking in for a weekend would provide a delightful chance to take in the history and the adventure of Chesapeake City and then travel south along the Scenic Byway. This guide can help with your own walking tour.

If you take no other intentional tour along the Chesapeake Country Scenic Byways, find time for a visit to The Blackwater National Wildlife Refuge just south of Cambridge. Less than 30 miles fr

om the center of Easton, the visit offers an experience not easily matched. In fact, the refuge has been referred to as the “Everglades of the North,” and is called one of the “Last Great Places” by the Nature Conservancy.

Before being declared a wildlife refuge, the marshland along the Blackwater River was managed as a fur farm. Then, in 1933, The Blackwater National Wildlife Refuge was established as a waterfowl sanctuary for birds migrating along the Atlantic Flyway.

While the area is large, visitors can experience the heart of the Refuge by going to the entrance at Wildlife Drive. Click here for the map.

Here is a scene captured one quiet morning near the entrance to Wildlife Drive….just to provide a feeling for the natural beauty of the area…

Along Wildlife Drive, you will see wildlife…sometimes when you least expect it, so go slow! The drive is a four and a half mile paved road that winds along freshwater ponds, through woods, past fields, and adjacent to marshes. You enjoy it best by pulling off and just watching the wildlife.

On one recent cold morning, a Blue Heron stood still for more than one photographer…

One of the most remarkable sites involves the American bald eagles. Blackwater is home to the largest breeding population of American bald eagles on the East Coast, north of Florida. And, they are sited frequently while just driving through the Refuge.

Of course, there are numerous areas to hike and get off the road for even better looks at the waterfowl and wildlife. If you visit once, you will most likely come back throughout the year for brand new experiences.

For more information, click here for the Blackwater brochure:

Known for hunting, fishing and crabbing, Taylors Island claims a population of fewer than 200 people who live just 16 miles southwest of Cambridge, Maryland. Turning onto one of the side trips of the Chesapeake Country’s Scenic Byway from Highway 50, state route 16 takes travelers all the way to a bridge over Slaughter Creek and onto the island. Today’s bridge completed in 1999 replaced the wooden bridge from 1856. Prior to that, a ferry connected the island to the mainland.

On the island side of the bridge, you are greeted by an historical marker and a worthy stop to read about the history of The Battle of the Ice Mound, the last battle in the war of 1812 in the Chesapeake Bay. The event occurred on February 7, 1850 and a captured cannon is located on the site.

Reportedly, the island was originally called “Taylor’s Folly” in 1662 when the Taylors took ownership of 400 acres of land on the island. A short (but, perhaps dated) history of the island is found on the Taylors Island Facebook page.

“Taylor’s Island is about six miles long, lying parallel with Chesapeake Bay, on the western border of the county, and separated from the mainland by Slaughter Creek, and from Hooper’s Island by Punch Island Creek.

Colonists from St. Mary’s and Calvert Counties settled on this island ten years before the County of Dorchester was laid out. Thomas Taylor, after whom the island was named, Raymond Staplefort, Francis Armstrong and John Taylor, were among the early settlers, who cleared the land of timber and made fine farms there.

The cultivation of tobacco and corn was the principal employment and the chief products raised for support of the people during the first century of the colony. From the year 1700, timber and lumber trade increased for the next 150 years to the extent of a profitable industry. Soon thereafter catching oysters for sale in city markets rapidly became a paying business and is still a trade of much activity. The revenue derived from oysters has added valuable and attractive improvements to this section of the county.

On the island are three fine churches, large stores, canneries, and fine dwellings, the homes of well-to-do and cultured people.”

Traveling around the island brings beautiful panoramic views of a charming, wooded and quiet place.

There are beautiful churches on the island. Below is the Chapel of Ease Old Trinity Episcopal Church which dates to around 1707.

While there are clearly roads less traveled…

….you can round a point and come upon views of the Bay complete with snow geese!

Finally, either on the way to Taylors Island our on the way out, don’t miss a stop at the Woolford Country Store for a breakfast or lunch. 

Like so many of the miles of Scenic Byway, a trip to Taylors Island connects us all with a bit of the past as these small communities build their future.