What's More Stylish: The Main Line or Chestnut Hill?

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Welcome back to Neighborhood Style Showdown, our quest to determine the Philly region's most stylish neighborhood.

Thoughts of the Main Line conjure images of sprawling estates, equestrian-inspired style, and old money. After all, this is where wealthy Philadelphians would "summer" back in the day. Style here is preppy and put together—a run to the grocery store warrants head-to-toe Lululemon, Burberry, or Ralph Lauren, and even the kids look like they could have just stepped off a photoshoot. There's no shortage of indie boutiques, but for those must-have designer labels, the King of Prussia Mall Neiman Marcus is just a short drive away.

Smaller in size than the above, but still mighty, Chestnut Hill is Philly's answer to the Main Line. Germantown Avenue is a cobblestone catwalk for shoppers with a taste for the finer things in life. Art galleries and antique shops abound, and the style is preppy and all-American—which is probably the reason why J. McLaughlin just set up shop here.