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Ambassador HCV's "Homewood - Highland Park loop" Ride

Pittsburgh, Pennsylvania , United States
6.9 mi




ft elev +


The Homewood Children’s Village hosted it’s October ride on a chilly afternoon the day before Halloween. The ride was designed as a workout that could be done over time and working for faster and faster times. The ride started at the Homewood YMCA, went to Highland Park, and returned to the YMCA. 
We gathered at the YMCA on Bennett Ave and had pleasant surprise as some of our riders came out in costume. Elliot (with E.T.) and Diablo joined the ride. We planned the ride for late in the day as there had been storms earlier in the day. The rain did indeed stop in time for our ride, but we did have a late October chill for the ride.
From the Homewood YMCA and headed west on Bennett Avenue. We turned right onto N. Murtland St. We passed Pittsburgh Westinghouse and saw the new bulldog logo that is painted in front of the building.
After passing Westinghouse, we made our way to Lincoln Avenue and then traveled down into Larimer. We turned onto Meadow Street and crossed the bridge over Negley Run Blvd into Highland Park. We passed Dilworth Traditional Academy before making our way to N. Highland Ave.
We rode up N. Highland Ave into the Park. After the short climb to get to the park, we decided to do a quick lap around the park. We saw some young children practicing Kendo or some other type of martial art with wooden staff/swords.
Prior to leaving the park, we stopped for some maintenance issues with one of our bikes. Thankfully, we had Healthy Ride staff along with us who had tools and was able to get us back on our way. 
Once outside the park, we headed to N. Euclid to check out the new neighborway. The neighborway was installed as part of the City of Pittsburgh’s Move Forward PGH initiative. These routes are safe streets designed for bicyclists, pedestrians and others. Learn more about it at
Unfortunately, one motorist hadn’t figured out how to navigate the traffic circle (or a stop sign), and cut right in front of us as we took our turn. 
We made our way into East Liberty and used the bike lanes to safely navigate the automobiles on East Liberty Blvd.
We passed the post office then turned onto Hamilton Ave. to head back towards Homewood. 
Once back in Homewood, we finished our ride back at the Homewood YMCA. The ride was 7 miles and we completed it in about 40 minutes. Next time out, I’m shooting to get back in under 30 minutes.