Mark your calendars and get ready for one of Highwood’s most anticipated weekends of the year! From Thursday, July 17 through Sunday, July 20, 2025, the heart of Highwood will come alive with carnival rides, live music, food and community fun.
🎡 Highwood Days Carnival
📍 Metra Station Parking Lot
🗓️ Thursday, July 17 – Sunday, July 20
Enjoy thrilling carnival rides, classic games, and live entertainment all weekend long. It’s the city’s oldest and most beloved festival—perfect for families and fun-seekers of all ages!
🍴 Taste of Highwood
🗓️ Friday, July 18 – Sunday, July 20
Savor the best of Highwood’s culinary scene with a dozen local restaurants, food trucks, and specialty vendors. Live music performances will take place throughout the weekend and feature local bands and crowd favorites.
🏃 Highwood 5K Family Fun Run, Walk & Stroll
🗓️ Saturday, July 19 at 9:00 AM
Lace up your sneakers for a scenic 5K through Downtown Highwood and historic Fort Sheridan. All proceeds this year will benefit Josselyn, a nonprofit community center known for its mental health care in Lake and Cook County.
For more information about these events or to sign up for the 5K, visit www.celebratehighwood.org/taste-of-highwood-and-highwood-days/.