Browse Walks in Winnetka, Illinois, US

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Exploring Winnetka: A Two-Hour Walking Tour of the North Shore's Most Charming Village

This two-hour walking tour of Winnetka, Illinois, United States, will take you through the charming streets of this affluent North Shore suburb.

The tour will begin at the Winnetka Village Hall, located at 510 Green Bay Road, Winnetka, IL 60093 (Latitude: 42.1088, Longitude: -87.7372). Here, you can admire the historic architecture of the building, which was built in 1894.

From there, you will head to the Winnetka Historical Society, located at 411 Linden Avenue, Winnetka, IL 60093 (Latitude: 42.1090, Longitude: -87.7372). This museum is dedicated to preserving the history of Winnetka and the surrounding area.

Next, you will make your way to the Winnetka Community House, located at 620 Lincoln Avenue, Winnetka, IL 60093 (Latitude: 42.1090, Longitude: -87.7372). This historic building was built in 1928 and is now a popular venue for weddings, parties, and other events.

From there, you will head to the Winnetka Public Library, located at 768 Oak Street, Winnetka, IL 60093 (Latitude: 42.1090, Longitude: -87.7372). This library is a great place to browse books, magazines, and other materials.

Next, you will make your way to the Winnetka Congregational Church, located at 725 Pine Street, Winnetka, IL 60093 (Latitude: 42.1090, Longitude: -87.7372). This church was built in 1871 and is a popular destination for visitors.

From there, you will head to the Winnetka Shopping Center, located at 925 Green Bay Road, Winnetka, IL 60093 (Latitude: 42.1090, Longitude: -87.7372). This shopping center is home to a variety of stores, including clothing, jewelry, and home goods.

Next, you will make your way to the Winnetka Historical Museum, located at 411 Linden Avenue, Winnetka, IL 60093 (Latitude: 42.1090, Longitude: -87.7372). This museum is dedicated to preserving the history of Winnetka and the surrounding area.

From there, you will head to the Winnetka Ice Arena, located at 490 Hibbard Road, Winnetka, IL 60093 (Latitude: 42.1090, Longitude: -87.7372). This ice arena is a great place to watch hockey games or take a skating lesson.

Next, you will make your way to the Winnetka Community Playhouse, located at 927 Noyes Street, Winnetka, IL 60093 (Latitude: 42.1090, Longitude: -87.7372). This theater is a popular destination for live performances and movies.

Finally, you will end your tour at the Winnetka Grill, located at 845 Elm Street, Winnetka, IL 60093 (Latitude: 42.1090, Longitude: -87.7372). This restaurant is a great place to grab a bite to eat after your tour. They offer a variety of delicious dishes, from burgers and sandwiches to salads and seafood.

Winnetka Illinois United States Tour Companies

City Running Tours

Our Personalized Tours have completely customized a tour to the day, time, distance, and sights you want to see. City Running Tours offers pick-up and drop-off from any location, photos, and water during the tour. These tours are perfect if you are visiting town while training for a race or business traveler fitting a run into your busy schedule. Choose to run more/stop le ... More

Tours & Boats

We specialize in river tours from engaging guides, offering fun and informed boat tours of Chicago's famous architecture.

Steve's Segway Tours

We are storytellers. You will always get the basic Chicago historical facts from us (and they will be correct, lol - call anytime and ask me about that), but you will get so much more! You can take the same, main, Lakefront/Museum Campus Tour 4 or 5 times with us, with a different Tour Guide each time, and even though the route will be very similar, you will hear different ... More