Outdoor Market on Grand Street (between Elizabeth Street and Bowery)
"You should always wear what you feel comfortable in. Personally, I don't think you can go wrong with a short dress, some killer boots — like these Timberland Bethel Buckle Tall Zip Boots — and a motorcycle jacket. It's what I wore down here because Chinatown is absolute insanity and I need a shoe that's stylish and can keep up. I love the hustle and bustle; people everywhere, and the energy and colors are great. It always puts me in a good mood."
Timberland Earthkeepers® Bethel Buckle Tall Zip Boot, $210, available at Timberland.
Styled by Emily Barnes; Hair by Tiffany Patton; Makeup by Heather Heiman.