A tavern and a township
The first settlers came up the Green Bay Trail. Erastus and Zeruah Patterson arrived from Vermont in 1836 and opened a log tavern on the bluff. The Garlands bought it in 1847, added a saw mill and a red brick house, and in 1869 built the first church on the site Christ Church holds today. New Trier Township organized at the Garland tavern in 1850.
The railroad village
The railroad reached the North Shore in 1854, and Charles and Sarah Peck, working with Walter Gurnee, platted the village around the depot. Sarah named the town and started its first school, a private one, in 1856. The first public school followed in 1859 at Elm and Maple, where Mrs. W. W. King taught 25 students. When Winnetka incorporated in 1869, its charter kept the town dry and protected its shade trees, and Charles Peck gave the Village Common with a deed requiring it to remain a park.
The village counted 584 residents in 1880, 1,883 in 1900 and 6,694 by 1920. The Park District was founded in 1904. The Fourth of July has been celebrated on the Green since 1886, and the idea for the Community House was born there too.
Schools that changed schools
New Trier High School opened in 1901 with 76 students. Carleton Washburne, who had studied at Francis Parker’s experimental school in Chicago, arrived as superintendent in 1919 and introduced the Winnetka Plan, built on hands-on learning and social responsibility. Crow Island School, finished in 1940, put those ideas into architecture and is now a National Historic Landmark. New Trier had almost 1,000 graduates in 2024, from Winnetka, Glencoe, Kenilworth, Northfield, Wilmette, Glenview and Northbrook.
Rail lines, trails and a gathering place
Between 1937 and 1942 the village lowered the Chicago and North Western tracks below street level through town. The North Shore Line interurban stopped running in 1955, and its right-of-way became the Green Bay Trail. On July 25, 1965, Dr. Martin Luther King Jr. spoke to more than 8,000 people on the Village Green.
Houses worth a slow walk
Winnetka’s streets carry work by George Maher, Walter Burley Griffin, John Van Bergen, Robert Seyfarth, Howard Van Doren Shaw and David Adler. The oldest house in the village, the Schmidt-Burnham Log House, was moved to Crow Island Woods in 2003, where the Winnetka Historical Society cares for it.
Source: Village of Winnetka · Winnetka Historical Society · Wikipedia