Blog: Crossroads Style

While some winter events call for spectacular holiday outfits in sequins and feathers, other events at home with friends and family call for ultimate cozy vibes.

We turned to our store teams to find some easy-to-follow looks that anyone can copy. Which one will you pick?

Head to Toe Knits

Layer knit pieces and you’re all set: stretchy plus warm equals cozy.

Sweater Vest Look

Go “dad chic” with a winter-themed sweater vest layered over a basic top and paired with denim. Add a fanny pack to really clinch the look.

Oversized Cardigan

Find a super-soft, oversized cardigan in merry brights. Look for vintage options from secondhand fashion stores like Crossroads.

Shearling

We will always approve a denim-on-denim look, and adding shearling into the mix makes it a cozy holiday outfit.

Fully Festive

A classic holiday sweater mixed with plaids shows you’re in the holiday spirit. Make it as comfortable as you’d like because festive looks are always the most crowd-pleasing holiday outfits.

Matching Looks

Hosting the party? Set the stage for cozy holiday outfits from the start. Let everyone know the theme in advance. We can’t imagine anyone will be mad about a leggings and sweatshirt holiday dress code.

Happy (cozy) holidays!

As part of our Staff Style Spotlight series, meet Chris, a Floor Supervisor at Crossroads. We asked Chicago employees to bring their style and star in our latest photoshoot wearing their Crossroads finds. Read about Chris’ personal style, favorite Crossroads finds and favorite thing about working at Crossroads.

Tell us about your favorite Crossroads find.

Man when I found some CDG flowy pants!! I tried them on once and knew it was for me right away.

What are you dying to see come into your Crossroads store?

I am usually waiting to buy designer pieces from CDG, Martine Rose, and Rhude. It shows the variety of Crossroads Sellers and locations.

What are your Winter closet essentials?

Sweaters and sweats!!! Monochrome going foward… But also texture like courderoy, felt, linen, vintage sweaters. Slim sweaters to stay warm.

How would you describe your personal style?

My style is eclectically eccentric, very functional all while looking smooth.

What is your favorite thing about working at Crossroads?

My favorite part is meeting unique individuals with awesome taste in style and talking to them about their new selections of findings in Crossroads!!!

Top tips for selling at Crossroads?

Always ask what we’re buying. Us at Crossroads want to give you a great experience and a reason to keep selling and coming back.

Thanks for the Staff Style Spotlight, Chris! As a Floor Supervisor, Chris supervises daily tasks on the sales floor, assists in staff development and works hard to buy in the amazing items that our customers love. Do you love fashion? You should join our team! Check out our Careers page to learn more about working at Crossroads.

We think that a thrifted holiday party outfit may be the best kind of holiday party outfit. Why? First, you save money when shopping secondhand, especially for a look you may only put to use for a night or two.

Second, we find that thrifted looks are more unique than ones straight off the department store rack. They’re usually a blend of rare and special finds, ensuring you won’t see anyone else in the same attire.

We looked through the regional Instagram feeds of our stores and found you some holiday party outfit ideas built around some of our favorite themes. See something you like? Visit your local Crossroads and start pulling your party looks together. There’s still time!

Classic Cocktail Dress

House of CB dress, NWT, $68.

Slip Dress with Boots

Kessley jacket, $47.50; No Label dress, $18.50; Harley Davidson boots, $85.

Leather Basics

Babaton pleather button-up, NWT, $37.50; Wilfred pleather shorts, $22.50; Rag & Bone boots, $42.50; Zac Posen crossbody bag, $120. 

Head to Toe Metallic

Wild Fable puffer jacket, $22.50; Awake skirt, $75; Alexander McQueen boots, $250.

Twin Set

2011 Versace x H&M collaboration.

Monochrome

Andre Lanzino coat, $37.50; Smoke & Ash shirt, $15; Britches pants, $28.

And just like that, puddle pants were in every fashion magazine and on our favorite websites. They seemed to emerge from thin air and had us immediately intrigued. What was this trend all about?

A quick search for some inspiration photos followed, and within minutes we were sold. Ah yes, puddle pants will definitely be finding a way into our wardrobe this season. The question now is whether we’ll pick them in denim or not.

And finding them can be as simple as picking a pair of wide-length or straight-leg pants in a longer length than usual. With so many stores offering a range of lengths these days, lots of options are out there.

Keep scrolling for a glimpse of puddle pants at their best. Then, stop into any of our stores in search of your own pair. Please promise to share how you style your puddle pants by tagging us @crossroadstrading.

As part of our Staff Style Spotlight series, meet Ellis, a Buyer at Crossroads. We asked Chicago employees to bring their style and star in our latest photoshoot wearing their Crossroads finds. Read about Ellis’ personal style, favorite Crossroads finds and favorite thing about working at Crossroads.

Tell us about your favorite Crossroads find.

I found a pink fuzzy heart Hello Kitty print tote! It’s my favorite thing.

What are you dying to see come into your Crossroads store?

Vivienne Westwood hearts jacket.

What are your Winter closet essentials?

Leg warmers and pink ear muffs!

How would you describe your personal style?

Hearts! Pinks, reds, blacks, platform boots & heels! I guess I try to mix in love-core elements & try to be as fem as possible.

What is your favorite thing about working at Crossroads?

I love fashion, so working at a place where I can learn and curate it is always super rewarding and fun for me.

Top tips for selling at Crossroads?

Make sure to be aware of season & for first time sellers, bring literally whatever you want in! You might be surprised at what we take and you can learn more about our buying process.

Thanks for the Staff Style Spotlight, Ellis! As a Buyer, Ellis plays a crucial role by working with customers who come in to sell and selecting merchandise for the store. Do you love fashion? You should join our team! Check out our Careers page to learn more about working at Crossroads.