
For this run, I started in the upper reaches of South Squirrel Hill then made my way across the Monongahela to New Homestead. I parked near Forward and Beechwood and trotted down the hill to Summerset. It’s a nice development of newer houses built atop a slag heap. There’s a tree-lined entrance and sweeping views of the Mon. More importantly, it’s a shortcut to Dunkin Donuts and Bruster’s Ice Cream! Mark down THIS route.
Below Summerset, the Jewish Association on Aging has several housing facilities from apartments to assisted living. In addition to a high-rise, college-like buildings dot the well-maintained grounds. This little bird seemed out of place, hopping around on the sidewalk, chirping.
Summerset Entrance Birdie! Jewish Association on Aging
This leads to Browns Hill Road. Take the right and you’re at Brusters, with Dunkin Donuts at the next light. Alas, my trek took me down Browns Hill Road, where the sidewalks are iffy. Sometime you have them, sometimes you don’t. I crossed the street at an inopportune spot and got a gutter. Finally out on the Homestead High Level Bridge, I was treated with views of the Mon and a laden train far below.
Brownshill Road Homestead High Level Bridge Blue Gravel Train
Between the still-standing smokestacks and the ever-present railroads, reminders of the steel heritage of Homestead remain. This is roughly the site of the famous “Homestead Strike“. Just off the end of the bridge to the left is a bar, Blue Dust, named for the blue dust which covered steelworkers’ clothes after a shift.
But Homestead is not within the city limits of Pittsburgh, I was just passing through. Heading toward New Homestead I found a short-cut; steps leading from 8th Avenue to Basic Street. At the top of the steps, there is a view of the old smokestacks.
HHLB Steps from 8th to Basic Old Smokestacks
Turning again, I slogged up the steep hill which would take me back into the City of Pittsburgh. Beyond the impressive retaining wall, I found a little grotto. Perhaps it isn’t the safest place, what with rocks tumbling about, but the “Park Here” sign was certainly welcoming.
Rounding the corner, Basic Street enters New Homestead and becomes a paper street, disappearing for a half-mile. It is an area of half-acre yards and modest homes. According to CityStrides, Benezet and Bench Way continue, making a circle. Well, not really. They are more like street stubs with new construction going on.

And that was about it. I retraced my steps out of New Homestead, passing the Bulgarian-Macedonian National Economic and Cultural Center (BMNECC, for short). Last time I checked, it operated as an event venue, for dances and parties, while its bulletin board had flyers for lessons in Bulgarian. Eventually I crossed the Homestead High-Level Bridge again, this time getting an evening view of Duck Hollow.
Bulgarian Macedonian National Economic and Cultural Center Duck Hollow