For 9000 years Native Americans lived along the banks of the Methow, Twisp and Chewuch rivers, digging camas root, picking berries, fishing and hunting. The first white men to visit the valley were trappers in the 1800's.

But it was in 1883 when the lure of gold brought the first permanent white settlers, three of which were James Ramsey, Ben Pearrygin and Guy Waring. Waring stopped at the forks of the Chewuch and Methow rivers in 1891 where he and his family settled into the "Castle" (now the Shafer Museum).

Although Waring is the acclaimed founding father, the town is named after Theodore Winthrop, a Yale graduate, adventurer/traveler and gifted 19th century author. The town was rebuilt after a devastating fire in 1893. Waring's original Duck Brand Saloon (considered the best run saloon in the country by numerous church publications) was built in 1891.