Things to do in Winnetka

Activities, attractions and tours

Stinson Memorial Library Anna Illinois Listed on the National Register Funded by Anna businessman Robert Burns Stinson, designed by Walter Burley Griffin who studied under Frank Lloyd Wright.

Things to do

Art Institute of Chicago

Art Institute of Chicago

RM163
per adult
92% of travellers recommend
Art Institute of Chicago
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

RM99
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

RM97
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Architectural River Cruise

Chicago Architectural River Cruise

RM203
per adult
94% of travellers recommend
Chicago Architectural River Cruise
cruise ship sailing past navy pier in chicago

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

RM667
per adult
80% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Color Factory Chicago Ticket

Color Factory Chicago Ticket

RM138
per adult
96% of travellers recommend
Color Factory Chicago Ticket
See all activities in Winnetka
  • find price illustration

    Explore activities

    Explore thousands of experiences from activities and attractions to day tours and transfer.
  • calendar shield illustration

    Book with ease

    Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities.
  • trophy illustration

    Treat yourself

    Members save % or more when you book activities.

What to do in Winnetka

Stay near popular Winnetka attractions

Chocolate Box

Enjoy a stop at Chocolate Box, an entertaining place to visit in Winnetka. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties
Chicago

Chicago

Frequently asked questions

Is Winnetka worth visiting?
With a mix of golfing and nature, there's no shortage of things to do in Winnetka. While you're here, head to North Shore Beach Park, a major attraction in the area.
How do I spend a day in Winnetka?
Start your sightseeing with a visit to North Shore Beach Park and Loyola Beach. Then, explore other areas of Winnetka for local dining and some shopping.
What is the top tourist attraction in Winnetka?
Don't leave without visiting North Shore Beach Park, ranked the top tourist attraction in Winnetka.
Is three days enough to stay in Winnetka?
Three days will be plenty of time to tick off many city highlights, such as North Shore Centre for the Performing Arts, Clark Street Beach and Langdon Park Beach. The average stay in Winnetka is two days. If you have the urge to extend your adventure, Chicago isn't far away.
Is Winnetka a walkable city?
That depends on what you'd like to see and do in Winnetka. Several leading attractions, like Langdon Park Beach, are accessible on foot. If you're up for a wander through one of Winnetka's neighbourhoods, Gross Point is 3 kilometres away from the city centre.
What are some activities to do in Winnetka with kids?
If you're searching for activities and sights for all the family, we've got some fabulous ideas for what to do in Winnetka with kids.
What to do in Winnetka for adults?
FEW Spirits and Milwaukee Avenue are just a few of the things to do in Winnetka. With lots of activities available, there's something here for everyone to explore.
Are there free things to do in Winnetka?
From visiting parks to strolling around vibrant neighbourhoods, it's simple to find free things to do in Winnetka. If you need new ideas, ask for recommendations from a local tour guide. Clark Street Beach is a top spot for anyone planning to save on their sightseeing adventures.

Explore a world of travel with Expedia