The 2025 bike season is filling up fast with all sorts of events, rides, tours, races and festivals. I have compiled a chronological list of events by month with links to more information and some with online registration. Earlier is better when planning which events you are going to participate in as some have a cap on the number of participants or registration deadlines. Use this September event listing to save the date for the ones you want to participate in.
This post is a work in progress, so bookmark it and check back often for new event listings. If you are an event organizer and would like to have your event listed in this post, send me an email (or visit my contact page) with the information and available links.
September '25
Black Dog Dart 120 (Team Ride)-September 6, 2025
Black Dog Trail I-35W & Black Dog Road
Burnsville, MN
120 km Gravel/Road-Trail/Road options
Caramel Apple Ride-September 6, 2025
Lake Wobegon Trail
Sauk Centre, MN
Square Lake 70.3 Triathlon-September 7, 2025
Square Lake Park
Stillwater, MN
70.3: 1.2 mile swim, 57 mile bike, 13.1 mile run
Aqua: 1.2 mile swim, 57 mile bike, no run
Apple Valley Classic-September 13, 2025
Apple Valley, MN
600 km
Chequamegon MTB Festival-September 13, 2025
Hayward, WI
40, 16 miles
Gritty Goose Gravel Grinder-September 13, 2025
Bertram Lakes Singletrack
Monticello, MN
70, 50, 35 miles
Loons Loop-Bonus Ride for the Twin Cities Bike Tour!-September 13, 2025
Bracket Park
Minneapolis, MN
4.5 miles
September DJ Dance Ride-September 13, 2025
Perennial Cycle
Minneapolis, MN
5-10 miles
Autumn Trek-September 14, 2025
The Garage Bikes + Brews
River Falls, WI
101, 65, 45, 25 miles
One Last Tri-September 14, 2025
White Bear Lake County Beach
White Bear Lake, MN
Sprint: 400 yard swim, 13.6 mile bike, 3.1 mile run
Olympic: 800 yard swim, 27 mile bike, 6.2 mile run
Aqua Sprint: 400 yard swim, 13.6 mile bike, no run
Aqua Olympic: 800 yard swim, 27 mile bike, no run
Twin Cities Bike Tour-September 14, 2025
Wabun Picnic Area in Minnehaha Falls Park
Minneapolis, MN
41, 34, 20 miles
Mid MN Cycling Club Women's Ride-September 16, 2025
Jail Trail
St. Cloud, MN
Tomassoni Tour - Cycle for ALS-September 18-20, 2025
Fortune Bay Resort Casino
Tower, MN
Full Ride (120 total miles over 2 days)
Half Ride (60 total miles over 2 days)
Rosewood Gramble-September 20, 2025
Northland Community & Technical College
Thief River Falls, MN
64, 25 miles gravel, 30, 16, 1.4 miles paved
Soldier Cutoff Hillduro-September 20, 2025
Pisgah City Park
Pisgah, IA
100 km, 50 km
Western Wander-September 20, 2025
Location TBD
Twin Cities, MN
80, 40 miles
Online Registration (opens June 1, 2025)
Headwaters 100-September 27, 2025
Century School
Park Rapids, MN
100, 75, 42 miles
Online registration opens May 1, 2025
Kato Bike Fall Fest-September 27-28, 2025
Mankato, MN
Routes TBD
Fall Classic Duathlon-September 28, 2025
Lake Elmo Park Reserve
Lake Elmo, MN
Regular Course: 2.5 mile run, 15 mile bike, 2.5 mile run
Reverse: 15 mile bike, 2.5 mile run, 15 mile bike
2 and 3 Person Relay Teams options
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