Drea Couture

29, massage therapist

What are you wearing? A Kjurek Couture dress, a Dautore oversized clutch and Ash booties.

Describe your style: Realist luxe.

How could you take your outfit from evening to day? Wear it with flats and a light jacket.

What's better: Art-A-Whirl in the day or evening? Evening, no question.

Alana Gordhamer

23, jewelry designer

What are you wearing? Cole Haan boots from Buffalo Exchange, a pashmina scarf from my mom, earrings I made, a thrift-store purse, old jeans and a T-shirt.

Describe your style: Comfortable, simple.

How could you take your outfit from day to evening? I'll put on a jacket later because it's cold out.

What's better: Art-A-Whirl in the day or evening? Either way, you're in for a good time.

Chad Stieg

32, artist/student

What are you wearing? J. Crew flannel, thrift-store hoodie from southern France, thrift-store jeans, Brave Dare boots.

Describe your style: Comfortable and cheap.

How could you take your outfit from day to evening? Put on a pair of shined black leather shoes and a nice wool blazer.

What's better: Art-A-Whirl in the day or evening? Evening is good, but it's fantastic to see the diverse crowd during the day.

Emily Schmidt

22, retail

What are you wearing? A thrift-store jacket and boots, dress and belt from Urban Outfitters, and a purse from Anthropologie.

Describe your style: I take my inspiration from so many different areas that it's hard to pinpoint.

How could you take your outfit from day to evening? By losing the coat and putting on some cute heels.

What's better: Art-A-Whirl in the day or evening? Night is good if you want to get down!