15 Summer Road Trip Essentials

Haven't we all dreamt of spending the summer racing down Route 66, taking in hundreds of new sights and cities? The quintessential summer road trip is as good an excuse as any to shop out a whole new look for your locales along the way. So, ladies, hit the road, throw on your shades, and roll those windows down — you've got a road trip to plan!


  • 12 of 15

    Chicago, IL

    We seriously adore Chicago in the summertime thanks to its glorious, sunshine-filled beaches and jam-packed weekend schedule. Where do we even begin? Skip the tourist overload on Michigan Avenue and instead opt for a stroll along Armitage Avenue in Lincoln Park for cute boutiques and intimate restaurants galore. Chicago may also be known for its unique deep dish pizza, but its hot dogs are a lesser-known must-taste — The Weiners Circle and Portillo's are two such famous Windy City institutions.

    1. Proenza Schouler silk-blend shirt dress, $1,250, Net-a-Porter.

    2. 3.1 Phillip Lim sunglasses, $265, Shopbop.

    3. Natori beach towel, $30, Neiman Marcus.

    4. Rag & Bone wide-brim beach hat, $255, Barneys.

    5. Rag & Bone suede espadrille sneakers, $450, SSENSE.

  • 0