Cheesesteak Ride #2: Dalessandro’s

Cycle Philadelphia, Road Ride, Cheesesteak Ride #2: Dalessandro’s 

The trip to Dalessandro’s, which is in the Roxborough section of Philadelphia, is seven miles from Boathouse Row. You’ll take the SRT and then have a bit of on-road pedaling as you get closer to lunch. This is the second of WTB Philly’s Cheesesteak Rides; you can ride to the first (John’s Roast Pork Ride).


This one-way ticket to Dalessandro’s takes advantage of the Schuylkill River Trail before moving on-road through East Falls.


The SRT will have heavy bike/ped traffic as usual. Ridge and Henry avenues will have steady traffic, but the other streets are fairly quiet.


The log begins at Lloyd Hall on Kelly Drive. Septa bus routes 7, 32, 38, 43 and 48 serve the museum area. If driving, you’ll find ample parking behind the Art Museum and Boathouse Row.

Food and Drink 

The whole point of this trip is to use human powered transport to get yourself one of the best steaks in the city: Dalessandro’s.

Side Trip

After eating one of these incredible sandwiches, you might feel the urge to have a bit more physical activity. You could easily spend the afternoon riding down Forbidden Drive Ride or hiking in the surrounding woods there.


More Details

Try this bike ride for a simple 14 mile loop. You’ll get yourself a bit out of the city and enjoy an amazing cheesesteak to boot. As with many of the other Kelly Drive departures, this one begins near Boathouse Row. You’ll pedal up river for the first 4.5 miles, passing the Girard, Columbia, Strawberry Mansion, and Falls bridges. As usual, this stretch of the river will be busy in the warmer months, and downright crowded on weekends. Be sure to take your time and call out when passing. Once on Ridge Avenue, you’ll make a right to head towards East Falls.

You’ll ride along Ridge for about three-quarters of a mile before turning up Midvale. The next set of streets (Midvale, Warden, Vaux, and School House) are much quieter. There is a steady incline here for about a mile, but you’ll be able to catch your breath by School House. Henry Avenue is coming up next, and it is busy. You’ll make a left by Philadelphia University – make sure to get in the turn lane. If you don’t mind riding in traffic, then Henry won’t be a problem, but if you’re new to this sort of thing you might be uncomfortable the first few times.

You’ll ride over the Henry Avenue Bridge as well, which again depending on your cycling confidence, you will enjoy or dislike very, very much. Once over the bridge, look for Walnut Lane. You should be smelling cheesesteaks heavy in the air by now – just ahead on the corner of Henry Avenue and Wendover you’ll see Chubby’s Steaks on the left and Dalessandro’s on the right. Park your bike and eat up. Feel like a cheesesteak challenge? You can connect this ride Schuylkill Banks Park, Center City Bike Lane Heaven and Cheesesteak Ride #1 to pedal all the way from Dalessandro’s in Roxborough to Tony Luke’s in South Philadelphia. 


Ride Log

  • 0.0 Start at Lloyd Hall on Boathouse Row, and head upriver.
  • 0.6 Pass under Girard Bridge. Continue to follow the path.
  • 1.6 Follow the bend in the river around Columbia Bridge. Pass the regatta grandstand.
  • 3.6 The Falls Bridge will be to your left. Cross Calumet St and continue on the narrow path ahead.
  • 4.1 Pass under two highway overhangs and follow the path. It will feel like a sidewalk.
  • 4.4 Make a right on Ridge Ave. This intersection can be confusing on your first approach. Follow the signs for Ridge and take advantage of the stoplights.
  • 5.2 Make a left on Midvale, (Midvale is just after Eveline St, just before Indian Queen Ln).
  • 5.6 Left on Warden Dr, the Schuylkill Free Library is on the corner. There’s a nice wide shoulder on Warden. 
  • 5.9 Left on Vaux St.
  • 6.0 Right on School House Ln.
  • 6.1 Left on Henry Ave at the stoplight. You’ll be close to Philadelphia University. Henry Avenue is the busiest street of the route, so be sure to use caution.
  • 6.5 Cross the Henry Ave Bridge. Caution here too.
  • 7.1 The smell of Cheesesteaks begins to hang low in the air. Cross Walnut Ln.
  • 7.2 Arrive at Dalessandro’s, on the corner of Henry Ave and Wendover St.
  • Trail map

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    11.463 km / 7.123 mi

    Total Distance

    245 m / 803 ft

    Total Ascent

    186 m / 609 ft

    Total Descent

    74 m / 242 ft

    Highest Point

    Ride type:
    Mountain biking
    Road riding
    Kid friendly
    Rail Trail
    Difficulty: Intermediate (Red)
    Ride Duration: <1 hr
    Fitness Level: High
    Shared Bike Path - Paved
    Shared Bike Path - Dirt
    On-Road Bike Lane
    Off-Road - Fire Trail
    Off-Road - Rail Trail
    Off-Road - Single Track
    Off-Road - Downhill
    Mobile Coverage: Excellent
    Estimated Distance: 7.2
    Elevation Gain: 240
    First Aid
    Bike hire
    Bike servicing
    Accessible by bike
    Accessible by car
    Accessible by public transport
    Accessible by shuttle / uber

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