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Share and Question Late 20’s Winchester Original Paint Motorbike

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Really cool bike, and very similar to my lovely two tone green teens roadster:

https://thecabe.com/forum/threads/two-tone-greenie.92779/

The fork rake, fillet brazing, chainstays, and small diameter stay braces are all the same to my eye. I've done a fair bit of research on my bike and I think it might be a Michigan City Excelsior.

Here is a helpful link.

https://thecabe.com/forum/threads/i-would-like-to-know-excelsior-ec-simmons-peerless-colson.101294/

Any chance that you could post a photo of the serial number? Thank you for posting.
 
Like other firearms manufacturers, Winchester expanded into hardware and bikes; I forget which hdwr store, but one may have been E.C. Simmons of St. Louis, MO. https://www.castironcollector.com/simmons.php
"1922 - Firm sold to Winchester Repeating Arms.
"1934 - Great Depression causes Winchester to file for bankruptcy.

The historical connection does not mean that bicycles were manufactured by Win.
The Simmons ads show sprockets with the 7 space invaders vectoring inward.
https://thecabe.com/forum/threads/teens-military-frame.156489/#post-1057305
I have believed that those were Snyder Harris Rollfast parts; due to connection in the Hyslop catalog.
We have also seen the later Winny badges by D.P. Harris.



Thank you for literature
Useful stuff
Catalog is dating a few these items earlier than 20’s into teens.
Add nailed chainring down.
 
Holy Toledo - what a find - Congrats !!!! I'm going with patric - " you are the fortunate son today " :)
This going to be a fun thread to watch !!!

1915 Winchester.jpg

Above is supposed to be a 1915

I'm going to have to dig for info I found when looking for info on mine.
I had a ladies Winchester but it was a 40' / 50's built by DP Harris and I've seen a same era mens tanker also built by DP Harris

Winchester sold all kinds of things back in the day.....including motorcycles / only 200 though.
Check out the prices on these.......only 2 known to exist.

https://newatlas.com/winchester-worlds-most-expensive-motorcycle/32006/

More misc

https://www.collectorsweekly.com/stories/241906-winchester-5-panel-window-display-dated

http://www.thckk.org/history/winchester-hist.pdf

Not sure if same link as somebody attached above..........check out the sprocket
https://thecabe.com/forum/threads/1911-simmons-hardware-cool-bikes.122888/
So I'm thinking a Simmons bike re-badged as a Winchester once the 2 companies merged......might help with year ??

Did I say this was going to be a fun thread to watch !!!!!
 
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Fantastic bike. Does the flag look like it's added? Looks like a yacht club burgee. Maybe the owner was a yachty type and painted the club flag on the bike? Maybe he belonged to a cycling club and they had a club flag? Something along these lines.
1565748608113.png
 
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