Smart Trips Challenge

The RoundTrip Smart Trips Challenge takes place every September!

If you live or work in Dane County, this month-long challenge gives you an extra reason to bike, take the bus, carpool, or walk and roll instead of driving alone whenever you can. 

It's free to participate—and when you sign up for RoundTrip and log your trips, you'll be entered into weekly and grand prize drawings.

It's Here: The 2026 Smart Trips Challenge!

The 2026 Smart Trips Challenge is officially underway and runs through September 30. We're hoping to make this our biggest challenge yet!

How to Join 🏆

Anyone age 18 or older who lives or works in Dane County can join:

  1. Create a free RoundTrip account.
  2. Log your trips in RoundTrip's CommuteHub platform from September 1–30.

Log four round trips during a week to be entered into that week's prize drawing. Log at least 16 round trips throughout September to be entered into the grand prize drawings!

Register with RoundTrip

What trips count? Any trip that replaces a solo drive—or that you could have made by driving—counts!

Smart Trips Challenge 2026 logo with icons of a pedestrian, person in a wheelchair, bus, bicyclist, person on a scooter, carpool, and vanpool.

Challenge Sponsors

A big thank you to the local businesses and organizations that generously donated weekly and grand prizes for this year's Smart Trips Challenge!

  • One Social Food Hall
    One Social Food Hall
  • Monk's Bar & Grill
    Monk’s Bar & Grill
  • Giant Jones logo
    Giant Jones Brewing Company
  • Friends Applaud logo featuring high-five icons.
    Friends Applaud Tavern & Cafe
  • Marigold Kitchen logo
    Marigold Kitchen
  • Madison Bikes logo featuring a bicycle wheel.
    Madison Bikes
  • Machinery Row Bicycles logo featuring a building icon.
    Machinery Row Bicycles
  • Metro Transit logo
    Metro Transit

Our Collective Impact

Updated weekly throughout the challenge.

Last updated: September 4, 2026, at 11 a.m.

  • 240 participants
  • 1,134 Bike, bus, carpool, and walk/roll trips
  • 5,620 miles traveled
  • $1,500 saved on gas and car maintenance
  • 4,331 Pounds of CO₂ emissions avoided
  • 200,000 calories burned
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