The History of Cannon Hill & Uncle Tim’s Bridge

Cannon Hill
Cannon Hill sits quietly above Wellfleet Harbor, but in the early 19th century, it had a more strategic purpose. During the War of 1812, a cannon was placed here to guard against potential British attacks on the harbor, which at the time was an important hub for fishing and shipping. While no battles took place in Wellfleet, the cannon served as both a deterrent and a sign of preparedness. Over time, the original cannon disappeared, but the site remained a local landmark. In the late 19th and early 20th centuries, Canon Hill became more of a scenic overlook than a military position, offering one of the best panoramic views of the harbor and town.

Uncle Tim’s Bridge
Built in 1783, Uncle Tim’s Bridge was originally known as “The New Bridge” and served as a vital connection between Wellfleet’s Main Street and an island across Duck Creek. This island, later called Cannon Island, was once a bustling spot where boat repairs, fish processing, and coastal trade took place. Over the years, the bridge became a central part of daily life in town.

The nickname “Uncle Tim’s Bridge” came in the 1800s from Timothy Daniels, a storekeeper whose shop sat nearby and who was a familiar figure to locals. The original wooden bridge weathered centuries of tides and storms, requiring multiple repairs and reconstructions. The current version, faithfully maintaining the historic design, remains a beloved walkway and a tangible link to Wellfleet’s maritime past.

Together, Cannon Hill and Uncle Tim’s Bridge are reminders of Wellfleet’s deep ties to the sea—its defense, its commerce, and its community life.

Then

Now