With many wineries open again for visitors, you might want to treat yourself to a wine-tasting trip. Whether you’re a wine lover or you just want to take in the scenery take a look below at the best winery outfits whether you’re heading to the Napa Valley, Bordeaux, Malborough, Stellenbosch or anywhere else in the world.

First, some general pointers

When it comes to what to wear to a winery, there are some things to bear in mind:

It’s a good reason to dress up

There are no hard-and-fast rules about what you should wear to a winery. However, it’s a great opportunity to dress up a little. A print dress can be the perfect option, but you can also opt for jeans and a dressy top if you prefer.

Wear stylish, comfortable shoes

Anette in printed tunic, wide leg jeans and wedge sandals | 40plusstyle.com

While you might like to wear heels when you dress up, a winery trip may mean walking in grass, on gravel or cobblestones or heading down to a wine cellar. So, opt for easy-to-walk in flats or wedges instead.

Annette @theladyofstyle above (read her style interview here) opts for a pair of wedges with her white pants.

Get her look with this similar tunic, wide leg jeans, espadrille sandals and crossbody bag.

Fly London cross wedge sandal | 40plusstyle.com

Fly London cross wedge sandal

Opt for a crossbody bag

You will want to keep your hands free for tasting your wine, so a crossbody bag is a good option.

Street Level woven faux leather crossbody bag | 40plusstyle.com

Street Level woven faux leather crossbody bag

Avoid wearing strong perfume

Even if you are a perfume fan, you probably want to avoid wearing strong perfume as it will affect the way the wine smells and tastes.

Now onto some winery outfits

Now that you’re thinking about the practicalities, let’s move onto some outfits you could wear for your winery trip.

tops to wear to a winery

What to wear to a winery: The best winery outfits whether you love white, red or rosé | 40plusstyle.com

Carelia of My Small Wardrobe blog above (read her style interview here) opts for a print top and matches her shoes to the yellow in her top.

Check out this similar shirt (another option here), skirt, espadrilles, tote, hat and sunglasses.

Winery tops | 40plusstyle.com

Vince Camuto rumpled satin blouseGanni ruched T-shirtPolo Ralph Lauren print linen wrap blouseAlice + Olivia print piped trim silk blouse

Jackets & cover-ups for your winery outfits

Susan in printed cardigan and pants | 40plusstyle.com

Depending on the weather, you may want to wear a jacket or cardigan. Pop a blazer on if you want to look smart or a cardigan for a more casual look like what Susan @susan_unefemme above (read her style interview here) is wearing.

Recreate her outfit with this exact cardigan from Johnny Was, sandals from Eileen Fisher and bag from Amazon, Check out this similar top, pants, necklace, sunglasses and earrings.

Winery jackets and cardigans | 40plusstyle.com

LookbookStore blazerGRACE KARIN 3/4 sleeve cardiganBoden linen cardiganNordstrom ruana

pants & jeans

Check the dress code for your winery before you go. You will probably find that you’re okay with a pair of jeans and a dressier top. You could also think about wide-leg pants or a pair of shorts depending on the weather.

Winery jeans and pants | 40plusstyle.com

rag & bone slim boyfriend jeansFRAME mini bootcut jeansHalogen relaxed wide leg pantsVince bermuda shorts

dresses & skirts

Psyche in belted dress and sneakers | 40plusstyle.com

I think a flowy dress or skirt is perfect for a winery. Choose a style that isn’t too tight as you will be doing some walking.

Psyche @economyofstyle above opts for a beautiful cobalt blue wrap style dress.

Recreate her outfit with this similar dress (another option here), sneakers and crossbody bag.

Winery dresses and skirts | 40plusstyle.com

Eliza J floral faux wrap dressChelsea28 floral slit dressEileen Fisher skirtLoveappella midi skirt


Think about where you will be walking. Will you be on grass or will you have steps to walk up and down. Wedges and flats are probably a better option than heels.

Winery shoes | 40plusstyle.com

Fly London cross wedge sandalSperry slingback flatCorso Como slide sandalAndré Assous wedge sandal

accessories for your winery outfits

Yvonne in shirtdress and statement accessories | 40plusstyle.com

Accessories can make or break any outfit. Think about a hat to keep the sun off, crossbody bags and some statement jewelry.

Yvonne @funkyforty above (read her style interview here) wears statement accessories with her shirtdress.

Steal her look with this similar dress, sneakers, crossbody bag, belt, hat and sunglasses.

Street Level leather crossbody bagStreet Level woven leather crossbody bagScala palm grass hatKarine Sultan chain link necklaceGorjana gemstone hoop earringsKarine Sultan mixed metal drop earrings

Your winery outfits together in one capsule

See below for how you could put your winery outfits together. You could mix and match to put together different combinations.

Winery capsule wardrobe | 40plusstyle.com

shop all winery outfits above here:

Continue reading:

  1. Stylish Travel Clothes For Women That Are Chic AND Comfortable
  2. The Midi Dress Is Back And We Show You The Best Midi Dresses For Women Over 40
  3. How To Wear A Maxi Dress Or Maxi Skirt?

like this post on the best winery outfits? share it on pinterest!

What to wear to a winery: The best winery outfits whether you love white, red or rosé | 40plusstyle.com

Feature image by Carelia of My Small Wardrobe blog


Sylvia is 40+style’s editor-in-chief and has been helping women find their unique style since 2011. An alumni of the School of Color and Design, she is devoted to empowering women of any age to look and feel their best. Read more about Sylvia and 40+style on this page.

Want to get more articles from 40+style in your inbox, subscribe here.

You can also connect with 40+style on Facebook, Instagram or Pinterest.

Support 40+style by using the links in our articles to shop. As an associate for Amazon and many other brands, we receive a small commission (at no cost to you) on qualifying purchases which enables us to keep creating amazing free content for you. Thanks!