Dating in Chestnut Hill and the Wissahickon
In shortChestnut Hill has a cobbled main street, old stone houses and Wissahickon Valley Park on its edge. It feels more like a small town than the rest of the city. Weekend mornings here suit people who would rather walk than shout over music.
A first date idea
Forbidden Drive in the Wissahickon
Forbidden Drive runs for about 5.35 miles through Wissahickon Valley Park on a wide, mostly flat gravel path. The Valley Green Inn is a natural stop on the way. The park covers 2,000 acres with more than 50 miles of trails inside city limits.
Source: Lower Bucks Times: Discover Wissahickon Valley Park, checked 8 November 2026
Walk Forbidden Drive along the creek and stop for coffee at Valley Green.
For more ideas, read free outdoor dates in Philly or quiet first dates in Center City.
