Summer wouldn’t be complete without a day (or several) spent at a summer festival.  While the mood is often carefree, your fashion choices are usually dictated by avoiding sunburn, protecting your pretty toes from the dancing crowds and making sure you have plenty of pockets for lip gloss and souvenir money.

Short on ideas?  We’re here to help. Here are some of the looks we think not only look but play smart:

Photo courtesy of Refinery29.com

This fashionista manages to balance her inner hippie with her street smart booties.  She’s set the stage for dancing the night away without any fear of crushed toes.  Brilliant.

Photo courtesy of Refinery29.com

You’re going to need a hat, so go all out. Not only does this hat guarantee to keep the late afternoon sun out of her eyes, but it takes that dress to a new level of chic.

Photo courtesy of TheMidwasteland.com

Just because you’re at  an outdoor festival doesn’t mean you have to resort to the usual summer uniform of shorts and a t-shirt.  I love how this guy sticks with basics but adds his own twist.  You’d swear he was catching a plane back to St. Tropez after the concert.

Photo courtesy of TheMidwasteland.com

These two have festival strategy down pat.  Neon colors mean you’ll never lose your friends, and a cross body bag carries all your essentials while leaving you hands-free.

Photo courtesy of TheMidwasteland.com

This layered look wins me over.  She must think like me, fearing the cool morning will turn into a scorching afternoon that fades into a chilly evening.  Both fashionable and practical, she’s prepared for whatever comes her way.

We’d love to cross fashionable paths with you at one of the summer’s upcoming music festivals.  Read below and find out where you can find us and our racks of summer must-haves.

What would summer be without quick weekend getaways?  Vow to make your next trip simpler by taking the one bag, one weekend challenge.  If you think it’s impossible to corral your stylish look into a single overhead bag, read on to see how we met the challenge.

For Women

Kate Moss pulls off a home run travel ensemble. Make this your airport uniform and you’ll be wearing half the pieces you’ll need this weekend.

Wear on the plane: skinny jeans, striped top, classic Chanel-style jacket, ballet flats.

Photo courtesy of Shoes.Stylosophy.it

Think beyond shorts and choose a stylish full mini skirt as your daytime staple.  It elevates a basic tee or tank and pairs beautifully with your ballet flats.  Later, swap out the flats for heels and add your classic jacket for a night out on the town.

Pack: A full mini skirt, your favorite tee or tank, a pair of heels.

Photo courtesy of Blog.Shopbop.com

A pretty sundress is a no-brainer.  Whether solid or printed, it’s versatile layered over your striped top or under your classic jacket.  Sunday brunch is calling!

Pack: A pretty cotton sundress.

Miss Selfridge Collection

For Men

Dolce & Gabbana demonstrate spot-on airplane attire. Add a lightweight jacket or sweater if your destination includes cool nights.

Wear on the plane: Polo shirt, navy or black pants, a dressier shoe, aviators, a lightweight jacket or sweater.

Dolce & Gabbana 2010 Collection

Pack a nice pair of flat-front shorts and your favorite sneakers to dress down that polo shirt.  And if you’re lucky enough to have the beach included in your weekend, toss in those flip-flops as well.

Pack: shorts, sneakers, flip-flops.

Michael Bastian

Having this denim button down on hand will round out your look.  With your dark pants and a summer tie (think larger stripes and brighter colors), you’re ready to settle in for a long dinner.   With shorts, you’re all set for Sunday breakfast poolside.

Pack: denim button down, summer tie.

Denim Shirt from H&M

Finally, don’t forget to take a photo of yourself on vacation wearing a piece you’ve purchased from Crossroads.  Our Summer Travel Photo Contest will begin later this summer and you’ll need a photo to enter.  Happy travels!