Hello!
The town of Fort Kent appears twice in the list of cities/towns in Maine on CityStrides:
I am pretty comfortable and familiar with OSM. It appears that the smaller town is the US Census boundary and a “locality”, and the larger town is the town boundary on OSM - see OSM search here. https://www.openstreetmap.org/search?query=fort+kent%2C+maine&zoom=12&minlon=-68.81904602050783&minlat=47.16030689933184&maxlon=-68.44482421875001&maxlat=47.333238640473475#map=12/47.2468/-68.5719
All this being said, I think the larger town boundary is likely most appropriate for CS.
Thanks for any help!