Dating in Rittenhouse and Fitler Square
In shortRittenhouse and Fitler Square sit on the west side of Center City, close to the river. Blocks are leafy and quieter than Market Street. The river trail is a few minutes away, which makes a walk an easy next step after coffee.
A first date idea
The Schuylkill Banks boardwalk
Near Fitler Square, the Schuylkill River Trail runs out over the water on a boardwalk of about 2,000 feet from Locust Street to South Street. It has four overlooks with views of Center City and West Philly. Go at dusk.
Source: Visit Philadelphia: Can't-miss experiences on the Schuylkill River Trail, checked 8 November 2026
Walk the Schuylkill Banks boardwalk as the city lights come on.
For more ideas, read cold-weather dates in Philly or free outdoor dates in Philly.