Thanks to Tom Hermansader for painting and sending this in to West Chester Patch. Here's the skinny, from Tom himself:
Three of the four individuals in the painting are West Chester graduates (Mike and Jackie Aliotta and Katie, Mike's girlfriend) Mike is walking Kobie, his dog. Jackie's boyfriend, Aaron, is a Kutztown University graduate. Mike and Jackie's parents, Mike and Rina Aliotta, are walking the the Whispering archway.
Thanks for the painting, Tom. Check out his work here.
Do you know where this is in the borough? Tell us in the comments below and we'll reveal the answer in a week.