What to Wear for a Romantic Weekend Getaway

Weekend getaway outfits — Couple having fun on the beach
Weekend getaway outfits — couple having fun on the beach

Valentine’s Day and Presidents’ Day set the stage for a weekend retreat — whether you’re in a long-term relationship or playing the singles game with some friends. Either way, a conveniently timed holiday is the perfect excuse to get away for some R&R.

And, you know what that means. You need some inspiration for outfits that will fit the bill. And don’t overlook this opportunity to stretch your style horizons. Especially if you’re headed out of town, you can dabble in bolder looks without feeling self-conscious. There’s no chance you’ll run into your mom or a judgy co-worker after all.

These pretty little pieces dress you up for your desired destination with just the right nods to devotion and decadence.

Weekend Getaway Outfits by Destination

In the City

Whether you’re staying in town or visiting a favorite city for a weekender, you can play to the occasion with an evening-out look that winks to Cupid’s holiday. Raise a glass to these picks we love: rosy outfits that you can continue to work with in later months.

Yes, a 1,000 times yes, to this bold jumpsuit that mixes floral and animal prints. Wear it mostly unbuttoned with strappy heels and a long, delicate necklace on date night. Then, close up those buttons and add a black blazer for the office.

This painted ankle pant by Talbots is absolutely gorgeous. You can create a demure-meets-sexy look by pairing them with a black crop sweater and stilettos. Or, to keep things conservative, simply add a lightweight black blouse and your favorite flats.

Tropical Escape

If you and your lovebird are migrating to warmer climes, you’ll need to pack up the summer clothes. Island destinations call for an easygoing spirit, and closet. I mean, you want to be sipping mai-tais in comfort, right? That means, light and airy are just the ticket.

Beachside or poolside, nothing is more chic this season than a kimono cover-up. Whether pure white or bold print is in your wheelhouse, a kimono gives your swimwear an instant upgrade.

Mountain Getaway

For your own cozy cabin to the bustling lodge and powdery slopes,  you’ll want your winter wardrobe to be in overdrive. But if you’re wondering how all those extra layers will affect your weekend, remember that romance doesn’t automatically translate to skimpy.

You know what’s sexy? Snuggling. Even sexier? Snuggling in plush fur with a hot toddy buzz.

A soft robe with luxurious fur trim will see you through good days and bad ones, for years. This one features a monogram initial on the left front and a hood.

If you do plan on spending any time outside on your weekend vacay, pack a stylish poncho for warmth. Wear it over your jeans or your LBD — the faux fur detail steps it up to include in your evening activities.

This post about weekend getaway outfits was rewritten in February, 2019.

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    Catherine Brock

    As a Southern California transplant now living in the Midwest, Catherine has turned layering into an art form and accepted that UGGs actually do have a place in the stylish lady's wardrobe. She's been featured in Woman's World Magazine, DrLaura.com, Refinery29, Wellness.com and has made appearances on ABC7 Chicago, FOX2News St. Louis, KCAL9 Los Angeles, Fox19 Cincinnati, WGN TV Chicago and WCPO TV Cincinnati.

    Blog Comments

    Gorgeous looks! It’s always a bit of a hassle to pack for a vacation – I want to look cute, but the outfits can’t take up too much luggage space. I think you’ve got the right idea here with these outfits!

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