Things to do in Winnetka

Activities, attractions and tours

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Top places to visit

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 showing a city, central business district and a sporting event

2. 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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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.

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

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. Conveniently located near other attractions, it’s easy to combine a walk through the park with a visit to the Art Institute of Chicago or shopping along the Magnificent Mile.
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Millennium Park showing a city, autumn colours and modern architecture

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 modern architecture, a city and a high-rise building

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What to do in Winnetka

Popular places to visit

Wrigley Field showing a city, central business district and a sporting event

Wrigley Field

4.5/5(40 reviews)

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

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

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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
McCormick Place

McCormick Place

4.5/5(36 reviews)

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
Navy Pier

Navy Pier

4/5(125 reviews)

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

Navy Pier
Millennium Park showing a city, autumn colours and modern architecture

Millennium Park

4.5/5(147 reviews)

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

Millennium Park
Soldier Field featuring modern architecture, a city and a high-rise building

Soldier Field

4/5(44 reviews)

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

Soldier Field
United Center

United Center

4.5/5(15 reviews)

Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

United Center
Chicago Riverwalk showing a bay or harbour, a city and a river or creek

Chicago Riverwalk

4.5/5(29 reviews)

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 showing 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
Wilmette

Wilmette

Chicago featuring a skyscraper and a city as well as a family

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.