What To Wear To A Winery: Chic Outfits For Any Season

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Wine dates are one of the best activities to do with lovers and friends. If you’re going to one soon, check out our style guide on what to wear to a winery!

Picture this: It’s a beautiful day and you’re going to spend the afternoon on a wine tour. You want to look chic, but relaxed so that you can enjoy yourself. Whether you are a wine connoisseur or looking for an excuse to drink more wine, what you wear can make all the difference.

Wine tasting is about more than just the taste of the vino – it’s also about experiencing new flavors and having fun with friends. Whether you’re on a date, attending a work event, or simply want to feel like Carrie Bradshaw in Napa Valley, there are plenty of chic and easy options to wear at your next wine tasting!

Wineries are a beautiful place to go for a girls’ day, date night, or just because. It’s also the perfect time to dress up and get all dolled up while drinking some delicious wine. In this guide, we will discuss what type of clothing is appropriate for wine tastings and how to style them in order for them to be both comfortable and flattering.

General Tips


In wine regions like Sonoma County in Northern California, harvest season typically happens around fall. Fall winery outfits like sweater dresses and knee-high boots are an ideal look! Also, you may want to opt for dark seasonal colors like red, emerald green, and burnt orange.

However, in the southern hemisphere, harvest season happens during February-April. Warmer outfits like short dresses with pops of color are a great idea, especially for winery tours.

Since there will be lots of walking on vineyard tours, it’s best to wear comfortable shoes like sandals, cowboy boots, sneakers, or even ankle booties. High heels are alright if you’re not going to be walking around!

With this said, let’s get started with some of our top winery outfit ideas!

What To Wear To A Winery: Outfit Ideas

1. Flowy Dresses

What To Wear To A Winery: Orange floral maxi dress
Get this on Hello Molly

Flowy dresses are always a good option to wear to a winery. They look great on any body type and accentuate all of your best features. If you want to be more casual, pair it with some sandals or espadrilles or if you feel like dressing up, throw on some heels!

There’s really no exact dress code for wine tasting tours, but we think that flowy maxi dresses are ideal! If you prefer to go for a shorter hem, midi and mini dresses are great too. Dresses with floral patterns are perfect for wine country casual. You can also bring a light jacket or a cardigan with you if it’s chilly.

2. Jeans & A Nice Top

Orange off-shoulder top with skinny jeans and heels
Get these jeans on Hello Molly

Jeans are an easy way to look chic while still being casual, especially while holding a glass of your favorite red wine. If you want something a little more dressy, pair your favorite jeans with a cute top and belt it.

You can never go wrong with a pair of chic jeans for wine tasting attire! Skinny jeans are a great choice, but you can also go for other styles.

3. Rompers

What To Wear To A Winery: Colorful romper
Get this romper on Hello Molly

Rompers are perfect for wine tasting because they’re so versatile. Wear them with cute sandals, espadrilles or flats and you’ll be good to go!

These are a great alternative if you don’t want to go for a cute dress. Pair this with a nice sun hat and a glass of white wine, and you’re ready for Instagram!

4. Blouse And Trousers

Black corset top with striped trousers
Get these pants on Princess Polly

A blouse and trousers are a great option for wine tastings because it’s dressy but not too formal. You can also mix and match different colors to create different looks!

For example, for a more sophisticated outfit, opt for palazzo pants with a statement top. This is a good idea if you don’t want to look too casual.

5. Blazer Outfits

Beige blazer with ribbed dress
Get this blazer on Princess Polly

A blazer is another great option to wear to a wine tasting. Blazers instantly elevate an outfit to be more business casual, no matter what you’re wearing underneath.

For a winery outfit, we recommend wearing something casual under your blazer, as you’re not going to a business meeting (most likely!). Feminine dresses and neutral basics work especially well under a slightly oversized blazer.

If you don’t want to go for a blazer, you can also opt for an oversized denim jacket.

6. Button-down Blouse

What To Wear To A Winery: White button-down shirt with jeans
Get this top on Lulus

A button-down shirt is perfect for a more casual, laid-back wine tasting. You can wear it with straight-leg jeans or a denim skirt to create different looks!

This is the perfect wine-tasting outfit if you want to go for a nice balance between laid-back and formal.

7. Statement Skirt

Fuzzy cream long-sleeved crop top with leopard print satin midi skirt
Get this outfit on Lulus

If you want to go for a more dressed-up look, then this is the perfect option. Statement skirts with pleats or a fun pattern are both elegant and sophisticated and will look beautiful in pictures.

Accessorize this with a rattan crossbody bag and a floppy hat for a nice summertime outfit.

8. Jumpsuits

Sage green patterned jumpsuit
Get this jumpsuit on Hello Molly

A jumpsuit is another great option for wine tasting because it’s chic, comfortable, and perfect for warmer weather!

Just keep in mind that jumpsuits can be a hassle if you need to be going in and out of the toilet!

If these ideas didn’t spark excitement in you, have a look at some more outfits that we think will be excellent to wear to any wine tasting below!

10 More Winery Outfit Ideas


White off-shoulder maxi dress


Get this dress on Lulus


White jumpsuit with florals


Get this romper on Hello Molly


Cute winery outfit with pink skirt


Get this skirt on Lulus






We hope you found this style guide about what to wear to a winery helpful! If you’re still looking for more fashion inspiration, check these posts down below.

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