Highwood Vacation Packages
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Your Highwood Vacation
Book a custom vacation package to Highwood and get ready to experience this incredible city how you like. Consider staying in the neighborhood of Riverwoods, which is good for nature and tons more. A trip to Highwood is an excellent opportunity to take in the sights. Be sure to look around renowned attractions like Chicago Botanic Garden, Lake Forest College and Marriott Theatre. No matter your travel plans or the size of your budget, putting together a tailored Highwood vacation is a breeze with Expedia.
Highwood Hotel Deals
Hilton Chicago O'Hare Airport
We always enjoy staying here whenever we plan a trip where we fly out of O’Hare early. It is so convenient being connected directly to the Terminal.
Reviewed on Feb 20, 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Receptionist was very kind and helpful and fast!
Reviewed on Feb 20, 2026
Comfort Suites Chicago O'Hare Airport
La habitación deja mucho que desear y el personal no hizo sus deberes de arreglar la habitación.
Reviewed on Feb 21, 2026
Discover the most popular places to visit in Highwood
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Highwood
