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DAY 1
There's something about the thought of sitting in a car or on a plane for hours that makes us want to throw on a pair of our oldest sweats and hit the road. But it's actually pretty easy to remain comfortable while still looking cute. Follow these simple steps for a classic travel outfit. Trust us, you'll never go back to your old sweats after this.
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NASTY GAL PARKA
If you’re traveling somewhere cold, a parka is lighter than a puffy down jacket and easy to stash in a carry-on.
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Photo Credit: Nasty Gal
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MICHAEL KORS FISHERMAN SWEATER
This fisherman sweater is both cozy and chic, making it the perfect option for a long plane or bus ride.
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Photo Credit: Saks Fifth Avenue
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MADEWELL JEANS
Ditch the old leggings you normally wear in-flight and throw on a pair of classic straight-leg jeans. You’ll be just as comfy and look twice as cute.
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Photo Credit: Madewell
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DEUX LUX WEEKENDER
You don’t want to lug a massive suitcase on a short trip home, and this carryall the perfect size. Plus, the sequins make it extra festive for the holiday season.
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Photo Credit: Deux Lux
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ALDO WATCH
Wear simple jewelry that’s easy to take off, like this oversize gold watch.
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Photo Credit: Aldo
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URBAN OUTFITTERS AVIATORS
Sunglasses are the quickest fix for tired eyes. The large frames on these classic aviators will disguise any signs of travel-induced weariness.
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Photo Credit: Urban Outfitters
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STEVE MADDEN ANKLE BOOTS
The same rules apply to shoes as jewelry – choose a pair that is simple to slip on and off. Instead of your Ugg slippers, try simple leather booties.
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Photo Credit: Dillard's
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DAY 2
It's been awhile since you've been home, so obviously you can't wait to reunite with your old group from high school. Show off your cool, enviable style with a few sleek and simple pieces that make a big statement.
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TOPSHOP LEATHER LEGGINGS
These leggings will pair brilliantly with any going-out top in your wardrobe. Not to mention, they’ll take up zero room in your carry-on.
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Photo Credit: Nordstrom
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CLUB MONACO RACERBACK TANK
Pair your bold leather jacket with a simple tank. Anything more embellished will look too fussy.
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Photo Credit: Club Monaco
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ZARA LEATHER AND FUR JACKET
Of course you have to look fabulous when you’re meeting up with old friends, but this jacket will help you stay warm at the same time.
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Photo Credit: Zara
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ENZO ANGIOLINI PUMP
The snakeskin detail on these otherwise simple black pumps will give you a fashionable edge over everyone else at your hometown bars.
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Photo Credit: DSW
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BANANA REPUBLIC TEAL STONE OVAL COCKTAIL RING
You don’t want to bring a bag full of jewels on a quick vacation. A cocktail ring makes a statement and is a breeze to pack.
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Photo Credit: Banana Republic
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VINCE CAMUTO STUD EARRINGS
The only other jewelry you need is a pair of pyramid studs. The extra sparkle is perfect nighttime.
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Photo Credit: Nordstrom
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FOREVER 21 BAG CHAIN-STRAP BAG
Top off the look with a simple, chain-strap bag.
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Photo Credit: Forever 21
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DAY 3
Tree trimming, gift wrapping, cookie baking. You're finally getting settled in with your family, and you're ready to wear something cute and casual. Read on for our picks on the best look for those last-minute holiday errands.
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MICHAEL KORS PONCHO SWEATER
The faux-fur trim on this poncho couldn’t be cuter, and it’ll keep you toasty if you’re doing anything outdoors.
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Photo Credit: Nordstrom
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J BRAND VELVET PANTS
These velvet pants are festive and comfy, the perfect combination for hanging out with the fam.
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Photo Credit: Cusp
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RALPH LAUREN RIDING BOOTS
Tall, brown riding boots are a classic choice that won’t incite countless questions on your choice in footwear from grandma.
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Photo Credit: Ralph Lauren
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RIKE FEURSTEIN KEENYAH WOOL EARMUFF
How adorable are these knit ear-muffs? Another cold weather essential.
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Photo Credit: Far Fetch
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TOPSHOP SHOULDER BAG
You’ll want a good day bag for running last-minute holiday errands. This one isn’t too big and is easy to throw over your shoulder.
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Photo Credit: Topshop
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Day 4
Whether you're staying home and celebrating with family, or spending Christmas Eve playing White Elephant at a neighbor's house, it's always tricky putting together a relaxed party look. Try pairing a festive top and skirt with a cute pair of flats - you can't go wrong! Don't forget your warm outerwear if you'll be braving the snow outside.
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AMERICAN APPAREL VELVET SKIRT
This swingy velvet skirt is a perfect for a family gathering at home – dressed up for the occasion, but comfortable for lounging.
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Photo Credit: American Apparel
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TOMMY HILFIGER LONG-SLEEVE PLAID RUFFLE SHIRT
Get in the holiday spirit and take a sophisticated approach to traditional tartan by adding a ruffle to the collar.
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Photo Credit: Macy's
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C WONDER SLIPPER LOAFER
Don’t be afraid to mix prints! The red trim on these sweet flats will pick up the red in your plaid shirt.
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Photo Credit: C Wonder
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HUE BLACK LUSTER TIGHTS
Even if you’ll be indoors for most of the night, make sure to wear pair of tights! No one likes bare legs in winter.
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Photo Credit: Bloomingdale's
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CALVIN KLEIN WOOL CAPE
This cape is the perfect coat to throw on if you’re just headed across the street for a neighborhood party.
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Photo Credit: Zappos
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CLUB MONACO LEATHER GLOVES
Don’t forget gloves! If you’re carrying gifts, your hands will get freezing cold fast.
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Photo Credit: Club Monaco
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DAY 5
Christmas is finally here, but don't get too comfortable just yet. You had a blast opening up gifts with your family this morning, but it's time to change out of those old pajamas and get the last of the holiday parties started! Take the last opportunity to dress for the season by wearing a few subtle hints of red and green, paired with lush fabrics. Casual heels are a must!
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ASOS POCKET SHIRT
A red silk shirt is a great update to a basic white button-down, and the fabric feels a little more special for the occasion.
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Photo Credit: Asos
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VINCE CAMUTO PLEATED JACQUARD SKIRT
This skirt is too adorable to pass up, and the gold polka dots really pop against a black background.
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Photo Credit: Vince Camuto
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URBAN OUTFITTERS SHEER TIGHT
Sheer black tights will complement a bold, printed skirt while providing coverage for your legs.
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Photo Credit: Urban Outfitters
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AMERICAN APPAREL VELVET BOW
A bow is the perfect way to accessorize your hair when you don't have time (or are too busy opening presents) to style it.
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Photo Credits: American Apparel
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NINE WEST SUEDE BOOTIES
Dress up your look without going overboard by pairing it with heeled booties. These are a steal at just $40.
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Photo Credit: 6pm.com
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URBAN OUTFITTERS SHEER TIGHT
Sheer black tights will complement a bold, printed skirt while providing coverage for your legs.
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AMERICAN APPAREL VELVET BOW
A bow is the perfect way to accessorize your hair when you don
While shopping malls have been decked out in festive cheer since practically October, the holiday travel season has finally crept up on us. Between office parties and gift shopping, you probably haven't given much thought as to what you're going to pack for that five-day trip home.
Packing is hard enough, and the holidays are an awkward period of time – too short a trip for a big suitcase, but too long for a tiny carry-on. That's where we come in.
We've thought of every possible scenario – reuniting with old friends, both casual and dressed-up family outings, and of course, the dreaded act of actually getting to your destination – and assembled a guide to selecting the perfect holiday outfits. All you have to do is grab a stylish and functional bag and start packing! After you've looked through the slideshow above through, of course.
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Holiday Travel in Style
Holiday Beauty Tips
All in the (Fashionable) Family: These Stars are Stylishly Close-Knit
9 Coziest Knits for Holiday Travel
