Title: 10 TOP Things to Do in Highland Park October 2025 | Expedia.ca [Hotels in Highland Park](https://expedia.ca/Highland-Park-Hotels.d8345.Travel-Guide-Hotels)[Highland Park Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Park.d8345.Car-Rental-Guide)[Highland Park Vacation Packages](https://expedia.ca/Highland-Park.d8345.Destination-Travel-Guides) # What to do in Highland Park, IL ## Activities, attractions and tours ## Visit Highland Park Types of activities [Highland Park travel guide](https://expedia.ca/Highland-Park.dx8345) ![Photo by Meghan hernandez](https://mediaim.expedia.com/destination/2/ce57caea69b25748c9258315a4a459de.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Meghan hernandez](https://mediaim.expedia.com/destination/2/ce57caea69b25748c9258315a4a459de.jpg) ![Photo by Tedi Zlat](https://mediaim.expedia.com/destination/2/3de4f9b064425f5207da3bd6e179a344.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Tedi Zlat](https://mediaim.expedia.com/destination/2/3de4f9b064425f5207da3bd6e179a344.jpg) ![Photo by Emily](https://mediaim.expedia.com/destination/2/b562500af126b5eb18e0ea68cd1bd208.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Emily](https://mediaim.expedia.com/destination/2/b562500af126b5eb18e0ea68cd1bd208.jpg) ![Photo by throwingsofas](https://mediaim.expedia.com/destination/2/3ec4fcfc0009a147034adc1e33dfec82.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by throwingsofas](https://mediaim.expedia.com/destination/2/3ec4fcfc0009a147034adc1e33dfec82.jpg) ![Photo by throwingsofas](https://mediaim.expedia.com/destination/2/5888c6c8c607298f92ba3b48c24146ee.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by throwingsofas](https://mediaim.expedia.com/destination/2/5888c6c8c607298f92ba3b48c24146ee.jpg) ## Highland Park Attractions Let Expedia help you experience the best that Highland Park has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Highland Park is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Highland Park to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Highland Park Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Highland Park. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Highland Park attractions ensure that you’ll have a successful trip, whatever the season. * * * ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ## Recommended things to do in Highland Park | Number of things to do | 3 | | --- | --- | | Cheapest thing to do on Expedia | [Private Chicago Film Locations Tour](https://expedia.ca/things-to-do/private-chicago-film-locations-tour.a49775047.activity-details): CA $439 | | Top 5 things to do | - [Small Group Bike Tours From Chicago to Lake Geneva](https://expedia.ca/things-to-do/small-group-bike-tours-from-chicago-to-lake-geneva.a49726092.activity-details) - [Private Chicago Suburbs Film Sites Tour](https://expedia.ca/things-to-do/half-day-private-chicago-suburbs-film-sites-tour.a48925304.activity-details) - [Private Chicago Film Locations Tour](https://expedia.ca/things-to-do/private-chicago-film-locations-tour.a49775047.activity-details) | | Half-day tours | - [Private Chicago Suburbs Film Sites Tour](https://expedia.ca/things-to-do/half-day-private-chicago-suburbs-film-sites-tour.a48925304.activity-details) - [Private Chicago Film Locations Tour](https://expedia.ca/things-to-do/private-chicago-film-locations-tour.a49775047.activity-details) | | With kids | | ## What to do in Highland Park * * * ### Discover the most popular places to visit in Highland Park ![Wrigley Field featuring central business district, a city and a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Magnificent Mile - River North which includes signage, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ![McCormick Place](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/248000/248117-Mccormick-Place.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/McCormick-Place-Near-South-Side.d6069191.Vacation-Attraction) ![Millennium Park featuring autumn colours, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26436-Millennium-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Millennium Park A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape. [](https://expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) ![Soldier Field which includes a high-rise building, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35616-Soldier-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Soldier Field Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations. [](https://expedia.ca/Soldier-Field-Near-South-Side.d6058043.Vacation-Attraction) ![Grant Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192059-Grant-Park-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction) ![Chicago Riverwalk featuring a river or creek, a bay or harbour and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332109-Chicago-Riverwalk.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction) ![Six Flags Great America featuring rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/31000/31431-Six-Flags-Great-America-Milwaukee.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Six-Flags-Great-America-Chicago.d6023396.Vacation-Attraction) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from Highland Park ![North Suburbs which includes street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192035-North-Suburbs.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Deerfield [](https://expedia.ca/Deerfield.dx7613) ![Photo by Tara Jabbari](https://mediaim.expedia.com/destination/2/f2636ab6e196d52ecb4914781112e2c5.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Northbrook [](https://expedia.ca/Northbrook.dx9142) ![Chicago showing a high-rise building and a city as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332049-Chicago.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Chicago [](https://expedia.ca/Chicago.dx178248) ## Frequently asked questions ### Is Highland Park worth visiting? > With a blend of shopping and golfing, there's no shortage of things to do in Highland Park. When you're here, check out Marriott Theatre, a leading attraction in the area. ### How do I spend a day in Highland Park? > Start your sightseeing with a visit to Wagner Farm and Langdon Park Beach. Then, tour other areas of Highland Park for local restaurants and some retail therapy. ### What is the top tourist attraction in Highland Park? > You can't leave without exploring Marriott Theatre, ranked the top tourist attraction in Highland Park. ### Is three days enough to stay in Highland Park? > Three days will give you plenty of time to check out the leading city attractions, such as Rosewood Beach, Writers Theatre and Forest Park Beach. The average stay in Highland Park is two days. If you feel the urge to extend your break, Chicago isn't far away. ### Is Highland Park a walkable city? > If discovering on foot sounds like your style of vacation, Highland Park is an ideal destination. Find top sights, including Rosewood Beach, a walkable distance from downtown. You can also go for a stroll around Highwood, a cool neighbourhood located about 3 kilometres from the city centre. ### What are some activities to do in Highland Park with kids? > Whether you're travelling with hard-to-please teens or tiny adventurers, an itinerary filled with cool activities is the key to a stress-free getaway. Browse our ideas for what to do in Highland Park with kids. ### What to do in Highland Park for adults? > There's no shortage of things to do in Highland Park, with entertainment for adults of all ages. Cap off your day with a visit to Chevy Chase Country Club or The Glen Club. ### Are there free things to do in Highland Park? > In Highland Park, Rosewood Beach is a popular spot for anyone wanting to see the city without taking their wallet out. Also, check out the other neighbourhoods and green spaces, and ask a local tour guide for recommendations. 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