Smart Trips Challenge

The RoundTrip Smart Trips Challenge takes place every September!

It is a free, fun initiative encouraging people who live and work in Dane County to swap solo car trips for biking, busing, walking or rolling, and carpooling—while celebrating those who already choose sustainable transportation year-round.

Note: We love walking and biking for fun and fitness, too! But for this challenge, only trips that replace a solo drive—helping reduce emissions and save money—count toward your total.

How to Join 🏆

Anyone 18 and older can join the Smart Trips Challenge by creating a free RoundTrip account!

During the challenge, simply log your green trips in the RoundTrip CommuteHub for chances to win exciting weekly and grand prize drawings. 

Register with RoundTrip

Smart Trips Challenge logo

2025 Smart Trips Challenge

Our Collective Impact

  • 336 challenge participants
  • 9,296 bus, bike, walk/roll, and carpool trips
  • 48,000+ miles traveled
  • $11,700+ saved on gas and car maintenance
  • 17.7 tons CO2 emissions avoided

    the same as taking four gas-powered cars off the road for an entire year! 

  • 1,200,000 calories burned

Challenge Sponsors

Thank you to the local businesses and organizations that donated weekly and grand prizes for the challenge:

  • Metcalfe’s Market at Hilldale
  • TREK Bicycle Madison East
  • Machinery Row Bicycles
  • Madison Bikes
  • Metro Transit
  • Monk’s Bar & Grill – Middleton
  • Buck & Honey’s

2026 Smart Trips Challenge

Check back in August for more details!

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