[3] Home to the Chewonki Foundation, Wiscasset is a tourist destination noted for early architecture and as the location of Red's Eats restaurant.

In 1775, Captain Jack Bunker supposedly robbed the payroll of a British supply ship, Falmouth Packet, that was stowed in Wiscasset Harbor.

Because of the siege during the Revolutionary War, Fort Edgecomb was built in 1808 on the opposite bank of the Sheepscot to protect the town harbor.

Wiscasset's prosperity left behind fine early architecture, particularly in the Federal style when the seaport was important in privateering.

Two dwellings of the period, Castle Tucker and the Nickels-Sortwell House, are now museums operated by Historic New England.

Wiscasset quickly became the busiest seaport north of Boston until the embargo of 1807 halted much trade with England.

Prior to the completion of the Carlton Bridge over the Kennebec River in 1927,[6] Wiscasset was connected to the national rail network by a railroad ferry crossing.

[citation needed] Passengers and freight increasingly used highway transportation after World War I. Frank Winter bought the WW&F railroad about 1930 to move lumber from Branch Mills to his schooners Hesper and Luther Little.

A derailment of the morning train in Whitefield on June 15, 1933, terminated railroad operations before the schooners could be loaded with lumber for shipment to larger coastal cities.

[7] The two schooners were abandoned in Wiscasset shortly after Winter's premature demise in 1936, and they eventually became tourist attractions.

The church was torn down due to age; however, in April 2024 Wiscasset Speedway erected an exact replica.

A Virginia court ruled the true owner was Richard L. Adams Jr., who paid $475,000 (equivalent to about $800,000 in 2023) for the document in 2002.

[10] From 1972 until 1996, Wiscasset was home to Maine Yankee, a pressurized water reactor on Bailey Point, and the only nuclear power plant in the state.

Since the closing of Maine Yankee, Wiscasset faced a severe loss in jobs, residents, and public school enrollment.

We've all had friends move away, our parents have had their taxes rise dramatically, enrollment has plummeted, we've watched teachers and administrators leave, programs and sports eliminated.

[12] Wiscasset was also home of the Mason Station, a coal and steam-powered plant along the Sheepscot River south of town that first went online in 1941.