12th Annual Hustle Up the Hill

Looking for a fun, active way to spend a Saturday morning while supporting a meaningful local cause? The 12th Annual Hustle Up the Hill invites you to tackle Mount Hoy at Blackwell Forest Preserve on September 26, 2026. Organized by Bridge Communities, this event turns a scenic hill climb into a community celebration that benefits families transitioning out of homelessness in DuPage County.

Whether you’re a runner, walker, or just someone who enjoys the outdoors near Naperville, this is your chance to challenge yourself, enjoy panoramic views, and contribute to real change. Proceeds help house and mentor families through Bridge Communities’ program, with local partners including St. Timothy’s in Naperville.

Why You Can't Miss the 12th Annual Hustle Up the Hill

This isn’t just another race—it’s a chance to push your limits on a beautiful trail while directly supporting neighbors in need. Every registration dollar helps Bridge Communities provide transitional housing, mentoring, and skills training so families can achieve self-sufficiency.

• Multiple heats at 9:00 AM and 10:00 AM give you flexibility
• T-shirts and gourmet coffee at the finish line
• Team discounts make it affordable for groups

What to Expect on the Hill

Mount Hoy rises 836 feet, offering sweeping views of the western suburbs and, on clear days, the Chicago skyline. Each round trip is about 0.3 miles with a variable incline, and participants aim to complete as many loops as possible in their 30-minute heat.

• Walk or run solo, with family, or as a team
• All skill levels welcome—it’s about participation and fun
• Scenic forest preserve setting in Warrenville, just minutes from Naperville

Things to Do in Naperville This Weekend

Pair your Hustle Up the Hill adventure with other local favorites. After the event, explore downtown Naperville’s Riverwalk, stroll the Century Walk sculptures, or relax at Centennial Beach. The preserve’s location in DuPage County makes it an easy addition to any weekend itinerary centered around Naperville.

Plan Your Visit

Head to the South Parking Lot at Butterfield Rd near Winfield Rd in Blackwell Forest Preserve, Warrenville, IL 60555. Registration is $25–$35 depending on team size or race-day signup. Arrive early to check in and warm up. The event runs 9:00 AM–11:00 AM, so you’ll have plenty of time afterward for lunch or more exploring in the Naperville area.

• Bring water, comfortable shoes, and a positive attitude
• Family-friendly—kids can participate with adults
• Parking available at the south lot; follow event signs

Register today at hustleupthehillforthehomeless.com and join fellow Naperville-area residents in climbing for a cause. Every step helps a local family build a brighter future.

Event Details At-A-Glance

• When: Saturday, September 26, 2026, 9:00 AM–11:00 AM
• Where: Mount Hoy, Blackwell Forest Preserve
• Address: South Parking Lot, Butterfield Rd near Winfield Rd, Blackwell Forest Preserve, Warrenville, IL 60555, United States
• Admission: $25–$35
• Organizer: Bridge Communities
• Tickets / info: Get details

Dates, times, and pricing can change. Confirm the latest details on the official event page before making plans.

Looking for more? Explore other things to do in Naperville or browse the full Naperville events calendar.