Il Cortile, 125 Mulberry Street (between Hester and Canal Streets); 212-226-6060
"For a great escape, I love walking from Soho down to Little Italy after a long day with my friends for a quick bite or a coffee. I stumbled upon Il Cortile myself. The outdoor seating is just too cute here — sometimes it really feels like Europe! Since I do walk a lot, these Timberland Stratham Heights Wedge Mid Boots are perfect. I love that they're a little tough, and although I’m already very tall, you can never have too much lift!"
Timberland Stratham Heights Wedge Mid Boot, $185, available at Timberland. Photographed by Mark Iantosca; Styled by Emily Barnes; Hair by Tiffany Patton; Makeup by Heather Heiman.