Stories and Structures: Architectural Tours

Scroll down to view the many ways you can take our tours: In-person, app-based and web-based!


548 Willow is the starting point for the Early Settlers Tour.

457 Ash is featured in the Architectural Diversity Tour.

In-Person Tours

In-person group tours are $30 per person. Capacity is 16 people
Early Settler Homes Walking Tour:
This 1-hour walking tour takes participants back in time, visiting twelve homes built in the 1800s for early Winnetka settlers. The tour begins at the Clinton House at 548 Willow (built in 1872) and weaves through several of the oldest neighborhoods on the east side of the village. Tours are from 4 – 5pm.

Available dates:
Register for July 10th
Register for August 5th

Winnetka’s Architectural Diversity Walking Tour: 
This 1-hour walking tour explores the village’s impressive array of architectural styles. The tour will start at 457 Ash and, focusing on the east side of the village, stops at twelve houses representing particular architectural styles. At less than 1 mile, this is our shortest walking tour and is a great option for participants interested in a little less walking and a bit more learning! Tours are from 4 – 5pm.

Available dates:
REGISTER for July 24th
REGISTER for August 8th

271 Scott is featured in the Hubbard Woods Tour

Central Winnetka Architectural Treasures Walking Tour:
Dates for this tour will be announced soon!
This 75-minute walking tour will take participants from the Winnetka Historical Society’s headquarters at 411 Linden (a c. 1859 Victorian gem), through the Village’s historic downtown, and back through some of the oldest neighborhoods.

Hubbard Woods Architectural Treasures Walking Tour:
Dates for this tour will be announced soon!
This 75-minute walking tour will take participants along the border of Winnetka and Glencoe, through some of Hubbard Woods’ most picturesque neighborhoods, and back through Hubbard Woods’ historic downtown. The tour focuses on some of the architectural elements that make these structures unique, as well as stories about the people who lived and worked in them.

You can schedule a private tour HERE.
Private tours are $240 and can accommodate up to 16 people

Web-Based Tours

Visit the PocketSights website to explore all the stops on our four walking and jogging tours.

      • Explore at your own pace
      • Choose your own tour stop order
      • Learn about these architectural treasures right from your computer

Architectural Treasures web-based tours:
Central Winnetka : CLICK HERE!
Downtown Winnetka: CLICK HERE!
Downtown Hubbard Woods : CLICK HERE! 
Hubbard Woods : CLICK HERE!


App-Based Tours

Download the PocketSights app to take an in-person app-based tour, or use the app to take a virtual tour.

      • Walk, bike, jog, or drive in-person app-based
      • Take a tour in virtual mode to take a tour anytime, anywhere
      • Learn about these architectural treasures right from your smartphone
      • Gain access to thousands of other fascinating tours in the Chicagoland area and beyond

To download the PocketSights app, scan the QR code to the left or CLICK HERE! 

 

 

And to download our “How to Download and Use the PocketSights App” guide, CLICK HERE!