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There are 6.06 miles from Highland Park to Winnetka in southeast direction and 6 miles (9.66 kilometers) by car, following the Green Bay Road route. Highland Park and Winnetka are 10 minutes far apart, if you drive non-stop. This is the fastest route from Highland Park, IL to Winnetka, IL. The halfway point is Glencoe, IL. Highland Park, IL and Winnetka, IL are in the same time zone (CDT). Current time in both locations is 10:05 am.
1 Depart Sky Valley north on NC 106 towards Highlands, NC (10 miles away) 2  Stop for the view at the Osage Mountain Vista. 3  Stop at Glen Falls--3 falls dropping 640 feet, foot trail is very steep, 1 mile hike.  Lunch, shop, get coffee at Buckâs on Main Street in Highlands.