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We would like to invite you to join us for the Major Taylor Trail Keepers Bike Ride and Festival, Saturday August 10th, 2019.This ride begins at 115th and the Major Taylor Trail.

This event marks the 120th year anniversary of Marshall “Major “Taylor winning the world 1-mile championship in Montreal, defeating Boston rival Tom Butler.

Choose from ride options of 5, 26, 30, 44, 50, 64, or 89 miles — mix and match your choice of five segments to customize your experience. Registration and check in is from 7-7:30. A tribute to Major Taylor and special presentation is from 7:30-7:55am. All rides start at 8:00 a.m. in the heart of Chicago’s far South Side, at Morgan Park Commons, 115th Street and the Major Taylor Trail. All riders follow the Major Taylor Trail south and take the Little Calumet River Bridge — featuring the largest Major Taylor mural ever created — into Whistler Woods. From Whistler Woods there are two route options, one to Lake Katherine via the scenic Cal-Sag Trail, and another to Lansing Woods. From those destinations there are further options: a loop from Lake Katherine to Sag Quarries, and a loop from Lansing Woods to the Major Taylor grave site in Glenwood. Combining all the options adds up to 88.6 miles and includes three rest stops, at Whistler Woods, Lake Katherine, and Lansing Woods.

Major Taylor current members will get a special discount. Please email us at for the discount code.


Friday August 9, 2019 Day 1/3

The details of this ride will be announced at a later date. But we do intend to ride in the evening as a pre-ride for the Major Taylor Trail Keepers Ride.

Departure Time: 6:00 pm SHARP
End Time: about 8:00 pm
Ride Leader: TBA
Start Location: TBA
Distance: TBA
Average Speed: TBA
Drop/No Drop: No Drop
Route and Description of the ride: TBA


Saturday August 10, 2019 Day 2/3

Main ride to mural, grave site The first 25 registrants to check in will get a free t-shirt. Cynda Williams will sing “Lift every voice and sing”

The Major Taylor Victory Route leads to the Major Taylor graveside where you can pause and reflect on his contributions to our society.

  • Major Taylor Victory Route-Gravesite 1 (Whistler Woods rest stop to Lansing Woods rest stop) - 24.2 miles total, 12.1 miles each way. Ride with GPS Route

  • Major Taylor Victory Route Gravesite 2 loop (Lansing Woods rest stop to Major Taylor gravesite turn around) - 14.0 miles total. Ride with GPS Route

Saturday Evening

There will be a Major Taylor Club social on Saturday evening for all Major Taylor Club members and out of town guests @ Navy Pier
Beginning at 8 PM
Dinner and Fireworks (Fireworks begin at 9:45 PM)
The specific restaurant we’ll visit is T.B.D.
Parking available at Navy Pier for $35

Sunday August 11, 2019 Day 3/3

Come and enjoy a no pressure cruise along Chicago's picturesque Lake front. This ride is for those who enjoy riding for riding's sake. This ride is not too far, and not too fast. Also, it's perfect for photo ops because this ride is on Chicago's 17 mile-long front porch.

Date: Sunday, August 11, 2019
Departure Time: 8:00 am SHARP
End Time: about 10:30 am
Ride Leader: TBA
Start Location: TBA
Distance: 20 - 25 miles
Average Speed: 12-13 mph
Drop/No Drop: No Drop

Route and Description of the ride: A short cruise along Chicago's beautiful Lake Front.