
Alleys in Pittsburgh are named. They are designated “Way”s. In practice, some are as wide as some “Streets”, while others are barely wide enough for a small car. Like Spring Way, pictured above, many alleys in the Strip District and Downtown are lined with garbage receptacles, the backs of restaurants and formidable garage entrances. Many alleys in residential areas are lined with small gardens, above-ground pools and older garage-sheds. Finally, there are alleys which are lined with the front doors and window boxes. The outbound portion of today’s run was on two long alleys, Spring Way and Woolslayer Way.

Spring Way runs through the heart of the Strip District, between Penn Ave and Liberty Ave. It starts at 16th Ave and ends at Ligonier almost at 36th St. The picture above really tells the story of Spring Way. It’s a long asphalt strip.
Woolslayer Way, on the other hand, is much more varied. It winds through Lawrenceville and into Friendship. How did they come up with that name? My running musings picture an 1850’s city office where they are naming streets.
Clerk 1: “There’s this little street with a few meat processing warehouses on it. What shall we call THIS?”
Clerk 2: (brandishing a pen) “We SHALL CALL IT WOOLSLAYER WAY!”
My imagination

At any rate, Woolslayer has a muddled start off of Denny St. Unlike the map on Strava, it doesn’t actually go all the way to Denny St now, rather it juts off of 37th St between Mintwood and Penn. It continues to run parallel to Penn all the way up to Main St. It has garages and houses on it, but little in the way of greenery. Just past Fisk St, behind the MK Motor Mark and Tram’s kitchen, it seems to finally peter out. However, there’s a sidewalk on the right which continues past the end of the alley, only to emerge onto another section of Woolslayer on the other side. There is even an orphan house off of the sidewalk! Woolslayer. Beyond Friendship Ave, Woolslayer gives up its name and becomes Comrie Way.
After the Woolslayer adventure, I wound my way back to the Northside, where I had started. I made a quick stop at the Bloomfield Farmers Market, crossed the Millvale St Bridge and took Centre Ave and Wylie Ave back to downtown.