Things to do in Winnetka

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Winnetka must see attractions

1. Wrigley Field

Fans of baseball know Wrigley Field as the long-time home of the Chicago Cubs. Built in 1914, this is one of the oldest and best-known ballparks in the US. Some of the most memorable moments in baseball history have been played out here, including Babe Ruth’s now famous “called shot” in 1932 during the World Series. He allegedly pointed to the bleachers, predicting that he’d hit a home run, and then did. Legendary Cubs player Ernie Banks nicknamed the stadium "The Friendly Confines" because fans were wild about their team and ballpark. Catch a game and mingle with the passionate locals if you’re in town March through September.
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Wrigley Field featuring cbd, a sporting event and a city

2. Navy Pier

Navy Pier draws more than 8.6 million visitors each year. It has rides, restaurants, shops, parks and boat tours, all within a 50-acre pier on Lake Michigan. Open year-round, it’s busiest in the summer months when there are open-air stalls selling souvenirs and weekly firework displays.
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Navy Pier featuring a sunset and rides

3. McCormick Place

McCormick Place is both the biggest convention center in Chicago and the biggest one anywhere in the U.S. This vast, sprawling complex is an impressive feat of architecture and engineering that was founded well over half a century ago. Attend an event here to get a sense of its incredible scale.
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McCormick Place showing a high rise building and a city

4. Millennium Park

Millennium Park is a 25-acre (10 hectare) park in the central Loop. Locals and tourists gather year-round for concerts, biking and jogging, and to admire the sculptures dotting the landscape.
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Millennium Park featuring a city, modern architecture and fall colors

5. Soldier Field

Soldier Field has been one of Chicago’s most well-known landmarks since its construction in 1924 and is the oldest NFL stadium in the country.
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Soldier Field featuring a skyscraper, modern architecture and a city

What to do in Winnetka

 

Looking for sports, concerts, or theater events in Winnetka? Search event tickets to see what's happening today, or to plan what to do this weekend!

 

 

Discover the most popular places to visit in Winnetka

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
McCormick Place showing a high rise building and a city

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park featuring a city, modern architecture and fall colors

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Soldier Field featuring a skyscraper, modern architecture and a city

Soldier Field

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field
Grant Park showing a garden and night scenes

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park
Chicago Riverwalk which includes a city, a bay or harbor and a river or creek

Chicago Riverwalk

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

Chicago Riverwalk
Six Flags Great America featuring rides

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Popular day trips from Winnetka

Photo by Chasing Rainbows

Glenview

Photo by Tara Jabbari

Northbrook

Baha\'i House of Worship which includes heritage elements

Wilmette

Photo by WanderingFunk009

Glencoe

Chicago which includes a city and a high rise building as well as a family

Chicago

Frequently asked questions

Is Winnetka worth visiting?
Known for its golfing and nature, discovering cool things to do in Winnetka is simple. Don't forget to add North Shore Beach Park to your trip itinerary when here.
How do I spend a day in Winnetka?
After you've visited key attractions like North Shore Beach Park and Loyola Beach, spend some time discovering the retail and food options in Winnetka.
What is the top tourist attraction in Winnetka?
North Shore Beach Park is one of the top tourist attractions in Winnetka and should be high on every to-do list of the area.
Is three days enough to stay in Winnetka?
Three days in Winnetka is more than enough to visit the city's main highlights. Many travelers stay for two days on average. North Shore Center for the Performing Arts, Mary and Leigh Block Museum of Art and Rosewood Beach are among the top-rated sights. Want to discover more? Stick around a bit longer to explore nearby hotspots like Chicago.
Is Winnetka a walkable city?
With top attractions like Writers Theatre close by, Winnetka is every bit a destination to explore on foot. Up for visiting some exciting neighborhoods within walking distance of downtown? Gross Point is just 2 miles away.
What are some activities to do in Winnetka with kids?
If you're searching for activities and attractions for all ages, take a look at these great ideas for what to do in Winnetka with kids.

What to do in Winnetka for adults?
There are plenty of things to do in Winnetka, with activities for adults of all ages. Round off your day with a visit to FEW Spirits or Milwaukee Avenue.
Are there free things to do in Winnetka?
From relaxing in parks to strolling around vibrant neighborhoods, it's simple to discover free things to do in Winnetka. If you're stuck for ideas, ask a local tour guide for recommendations. Rosewood Beach is a must for anyone looking to save on their sightseeing adventures.