Eliza Furnace Trail- Affectionally called the "Jail Trail," this paved, offroad trail runs from Grant Street downtown, past the county jail, and east for 2.6 miles along the old B & O railroad right-of-way to Oakland. The 12-foot-wide trail is asphalt paved and fairly flat, making it well suited for beginners and intermediates and also offers a good workout for fitness minded and inline speed skaters. The trail begins along the river behind PNC Firstside Center at Grant and First Avenue downtown and ends at the Hazelwood parking lot.
South Side Riverfront Trail - With eventual plans to connect to the Eliza Furnace Trail via the Hot Metal Bridge over the Monongahela River, this four and one-half mile trail currently extends from 9th Street to the east to just east of Homestead to the west. The section from 9th to 18th streets is through a quiet wooded area - neat for a trail so close to downtown. Parking and access is available only at South Side Riverfront Park, which also features a picnic area, public boat launch, and canoe launch.
North Shore Trail - North Shore Riverfront Park, located along the scenic north shore of the Allegheny River across from downtown Pittsburgh, is home to a flat paved section of the 37 mile multi-use Three Rivers Heritage Trail System. The broad esplanade follows the river shoreline between the two stadiums - Heinz Field and PNC Park - passing the Vietnam Veterans Monument, a pedestrian pier, water steps, and the Korean Veterans Memorial along the way. After you reach PNC Park (and if you don't mind a few brick and stone paths), extend your trip by taking the ramp up to the 7th St. Bridge, crossing the bridge and then descending the walkway to river level. You can then follow the trail along the river into Point State Park and back to the beginning point across the Ft. Duquesne Bridge.
Highland Park - The paved circuit loop running around the reservoir in Highland Park is perfect for rollerblading. This beautiful city park is home to the Pittsburgh Zoo, and the large zoo parking lot is also a nice plate to skate.
Arrowhead Trail - This six-mile paved stretch of the Montour Trail runs through residential areas of Peters Township. It is relatively flat with a good asphalt surface, and enough curves and scenery to keep it interesting. Mature trees keep the trail nicely shady as well. It's popular with walkers, bikers and roller-bladers and can be a bit busy at times, but it is also wide enough to handle the traffic.
North & South Parks - Biking, jogging and inline skating are all a popular pastime on the five mile paved trail around North Park Lake. There are several spots along the route to park, many with bathroom facilities and water fountains. In South Park, a paved trail runs alongside Corrigan Dr. for 2.2 miles.