How I wear my resort style

Chic resort vacation outfits for women in midlife

A great thing to like about a summer vacation at a resort is that summer resort dresses are relatively cheap. They become a bargain when you buy timeless and hence better quality pieces on sale after the season. Or buy a retro style version and accessorize it with contemporary pieces for a sophisticated modern look. Of course, always go for the highest quality you can afford .

The dress I wear in this post has very nice, high quality cotton and an awesome abstract ageless print. In case you missed it, I wrote a review about this Needham Lane dress. I love their clean modern cuts paired with nice ethnic colorful prints. Ageless Style, so to speak. Who doesn’t want great vacation style to look their best during the best time of the year?

#fashionover50 shirt worn over sundress
Front view of Oliveo button-down shirt, BP espadrilles, straw hat, bead necklace, Hermes Medor watch (all own) with white frame sunglasses c/o glassesonline, and sundress c/o Needham Lane

No matter which route you go, the main task when wearing resort clothes over 40 to turn fashion into style. Always make sure that you have the option to wear a bra underneath. Solid color resort dresses can easily change the vibe when you style them with different accessories. A statement leather belt takes the dress up a notch.

#fashionover40 sundress with shirt
Oliveo shirt, hat (all own) with vacation dress c/o Needham Lane

When you go for a resort dress with a cheap fabric, you need to up your resort outfit with with higher quality accessories than the resort dress to achieve ageless style. Adding cheap accessories to a cheap dress ruin your look and make the entire outfit look just cheap. Looking cheap is not the style you want ever.
Tip: Mix inexpensive and more expensive items for great style. #agelessstyle Click To Tweet

The best shoes for resort dresses

Resort dresses look great with metallic, embellished or simple leather thongs. Espadrilles are another great option. Flat gladiators in tan look great with ethnic print, stripe or chevron dresses. For petites Keds or Vans are cute too when the hem is around the knee and the dress has a floral or polka dot print.

#vacationstyle woman in abstract print A-line vacation outfit
Straw hat with flower, BP espadrilles, Oliveo shirt, Hermes Medor watch (all own) with abstract print A-line sundress c/o Needham Lane and sunglasses c/o glassesonline

Resort style: Fit is key

The dress should not sweep the ground (they have their own housekeepers), but end just above the ankles or below the knee. Don’t go for a front slit as it looks awkward when you sit at the bar. 😉 High-low hems are great options too as are handkerchief hems to show off your legs. A large silk scarf or shear cotton scarf make great cover-ups when it gets a bit chilly in the evening. As always stay to showing skin strategically. Keep in mind, less skin is more stylish. Moreover, coverage protects your skin from aging.
Show skin strategically even at the resort for great style. #agelessstyle #resortstyle Click To Tweet

#fashionover50 White resort style designer dress with straw hat Alexander Wang dress with Paloma Picasso belt, Michael Kors sandals and straw hat (all own)
#fashionover40 floral print resort dress Floral print patchwork sun dress with suede espadrilles
#AgelessStyle midlife woman in posh resort outfit Layered maxi dress with floral print scarf, golden thong sandals and DIY necklace
#maturestyle woman in vacation dress with gold sandals Back view of my Chica’s vacation dress with gold colored sandals

How to accessorize resort fashion to look posh

Cross-body mini-bags in the vibe of the dress are great for the afternoon stroll and lunch. Have a straw, beats embellished, embroidered or fabric clutch for dinner. Stay away from anything glam with the choice of your clutch. It’s a resort, a vacation, not a party, even when there is a party. Thus, relax.

Wood accessories are perfect for resort style

Wood necklaces, bangles and wooden watches are great accessories. Necklaces with colored beads look great with marine striped or solid resort dresses. Go either for long earrings or sunglasses when wearing your hair down and a hat. All three in one outfit would be overload. Recall, it’s vacation.

#woodenwatch wood sports watch
Zoom-in on sports wooden watch c/o Jord

Sunglasses and a hat

Don’t forget that your sunglasses and hat are party of the outfit. Long hair worn open with long dangling earrings, a necklace, sunglasses and a hat are accessory overkill. Go for an up-do under the hat and loose the necklace when you wear dangling earrings, a hat and sunglasses. Or go for studs, sunglasses, long necklace (to get away from the face) and a hat. In other words, avoid that there is too much going on around your face. You don’t want to hide, do you? 😉

#maturefashion Hat
Zoom-in on the fabric rose embellished straw hat, Oliveo button-down plaid shirt knotted at the waist for shape, Hermes Medor watch  (all own) over blue and white abstract print cotton dress c/o Needham Lane

Do you wish you had outfit tips like that for all kind of dressing situations in midlife? You can find the solution in my style recipe book How to dress for success in midlife. Buy it now.

Have you planned your summer getaway already? Where will you go? What will you pack? Have you already bought some new resort dresses? How do you style them? Let me know by email, I am curious.

You may also want to read about what to wear for a beach wedding, or how to get into bikini shape.

When you liked this post, please share it with your friends by tweeting them I just found some great resort style tips. Thanks.

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Photos: G. Kramm

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