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Hinsdale, IL
Hinsdale sits in DuPage County roughly 17 miles west of downtown Chicago, and its downtown business district and residential streets retain a substantial stock of large late-19th and early-20th-century homes, a legacy of the village's early development as a retreat for wealthy Chicago business families following the city's rapid post-Great Fire growth in the 1870s and '80s. The village's historic train station, built in 1874 and still in active use, anchors a walkable downtown of independent shops and restaurants that's stayed largely free of the big-box and chain-heavy commercial development found in some larger neighboring suburbs. Metra's BNSF Line connects Hinsdale to Chicago's Union Station in roughly 30 minutes, a genuinely fast commute for a suburb of Hinsdale's size and one that's helped sustain consistently high demand for the village's larger, older housing stock even as new construction has driven prices further upward in recent years. Hinsdale Central High School has built a strong reputation for both academics and athletics within Illinois, and that reputation, combined with the village's historic housing stock and fast direct rail commute, has kept Hinsdale one of the more consistently expensive and sought-after western suburbs in the entire Chicago metropolitan area.
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Evanston, IL
Evanston sits directly north of Chicago along Lake Michigan and is home to Northwestern University, whose lakefront campus and roughly 20,000 undergraduate and graduate students give the city a genuine college-town energy layered on top of its identity as a Chicago suburb — a combination that's produced a denser concentration of bookstores, theaters, and independent restaurants than most comparably sized suburbs. The city was also the founding headquarters of the Woman's Christian Temperance Union, and the Frances Willard House, preserved as a museum, commemorates Willard's leadership of the organization and its significant role in both the temperance and women's suffrage movements of the late 19th century — a genuine piece of national reform-movement history tied directly to the city. Evanston's public beaches along Lake Michigan give residents direct lakefront access rarely available in suburbs further from the shoreline, and both the CTA's Purple Line elevated train and Metra's Union Pacific North Line serve the city, putting downtown Chicago within roughly 25 to 35 minutes depending on the service and specific stop. In 2019, Evanston became one of the first cities in the United States to approve a reparations program funded specifically for Black residents affected by historical housing discrimination, a policy that drew national media attention and positioned the city as an early test case for how American municipalities might address the lasting effects of redlining and discriminatory zoning.
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