These are local hills in my neighborhoood. I put in a question on the Facebook page for Springfield chapter of Mom's Run This Town (MRTT) and these are the suggestion given to me by other local (mom) runners and MRTT members. I thought of sharing what was shared with me so that others may benefit.
"Lake Braddock Drive through the signal hill neighborhood is basically one giant hill. If you run Braddock to Mount Burnside Way, it's about 1 mile steady downhill, turn it around and it's a steady 1 mile uphill. If you just want half a mile, do just Lake Braddock or just do Mount Burnside, both are about 800m. Neither are super steep, but they are long!"
"Hillside is pretty long, but it basically one big hill.", "start at Moverly (sp?) and run Hillside up to the signal light on the intersection with Rolling
"Olley Lane would be a good candidate. I mean the Olley Lane between Twinbrook and Guinea off of Braddock road. "
"Greeley Blvd. From Old Keene Mill to Rolling Rd. is a long hill. "
"Kings Park West, East Lake Drive is a nasty long hill! Gainsborough Drive (by the lake) and Powell Road also have hills that qualify for this length."