10 Ideas for the PERFECT Winter Winery Outfit!

Vineyard in the winter.

I love wine tasting. I can go wine tasting basically any month out of the year, and still have an amazing time! I think it is so fun to see a winery through the different seasons of the year.

In spring, the weather is starting to get warmer, and flowers and trees are blooming. In summer, the sun (usually) feels good outside and nothing tastes better than a cold rosé while sitting in the shade. In fall, the harvest begins and I love tasting jammy Zinfandel. And in winter, it is fun to be snuggled up indoors at a winery sipping Cabernet Sauvignon or port!

With different seasons comes different weather. What to wear to a winery will change drastically as the seasons change. Plus, it’s fun to be dressed up “with the season!”

In spring and summer, I normally wear summer dresses, skirts and cute blouses. Whereas, in fall and winter, my sweaters and boots come out to keep me nice and warm!

Because of the seasons, I have a variety of wine tasting outfits that will keep me both cute and comfortable whatever the weather may be outside! I want to share with these incredible winter winery outfits, so you can gather ideas for what to wear wine tasting for your next big outing!

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What to Wear to a Winery

First, let’s talk about outfit details for what to wear to a winery. Before deciding what to wear to a winery, you need to know a little bit more about the type of winery that you were going to. I have been to wineries that are as casual as jeans and a T-shirt, but I’ve also been to wineries where people are wearing nice dresses and you might feel out of place if you aren’t dressed up!

Typically, for wineries in well-known wine regions, such as Napa Valley, Willamette Valley, Tuscany, and Bordeaux, people tend to dress up. This typically makes sense if you think about it. Imagine booking a major trip to Tuscany but only wearing sweat pants while you wine taste, that wouldn’t feel right! If you have been looking forward to some thing for so long, it makes sense to want to dress your best while there!

For these wineries, I’m not talking black tie apparel, but it would be worth putting a little bit of time and thought into your outfit planning so that you feel comfortable in the atmosphere with other people, while looking your best.

There are other wine regions, typically underrated wine regions, such as Texas Hill Wine Country or Hermann, Missouri, where the attire is much more casual. It wouldn’t be frowned upon per se if you wanted to still dress up, but more casual attire is much more common! I would typically still wear at least jeans and a cute top to places like this, but there is much less of a dress code and you should feel comfortable wearing whatever you would like!

Overall, though, you want to keep both style and comfort in mind when picking out your wine tasting outfit! Although 4 inch heels may look *super cute* with your dress, keep in mind that you may have difficulty walking on uneven ground (especially after a tasting!) At the very least, I recommend bringing a change of shoes with you if you do decide to go for those heels, just incase you need something else to wear once you’ve snapped those adorable pics!

In conclusion: Determine how casual or how dressy the wine region is, then choose a wine tasting outfit from there. Be sure to wear comfortable shoes!

Winter Winery Outfits

When it comes to winter winery outfits, the same principles apply for other winery outfits, you just need warmer clothes and more layers!

I typically like wearing a coat, sweater, and boots, but will also try out dresses with tights. You can also wear a matching beanie with mittens to complete the look.

These winter winery outfits are hand-picked for you for the best looks that combine both style and comfort! Most of these outfits will pair well with boots to keep your feet warm.

1. Statement Jacket

Every girl knows how it feels to rock a beautiful statement jacket (at least every girl SHOULD know!) Try out a statement jacket with a plain top and jeans and you will be sure to get tons of compliments!


2. Long Skirt + Boots

Another fabulous style option for a winter winery outfit is to wear a long skirt paired with stylish winter boots! The skirt can be made of any material, but the style shown here is a polyester, flowy skirt.


3. Skirt + Tights

For a trendy and warm wine tasting outfit in winter, try wearing a plaid or patterned skirt with warm tights! My favorite tights are the ones with fleece on the inside to keep you nice and warm but still looking stylish!


4. Oversized Turtleneck

If you are looking to be both comfortable and cute, try wearing an oversized turtleneck for a winter wine tasting outfit! Pair the turtleneck with some tight jeans or leggings, and some winter boots!


5. Long Sleeve Jumpsuit

Jumpsuits are a perfect winter winery outfit! I love this love sleeve jumpsuit because it is both stylish and comfortable! This look is easy to dress up or down, and for the winter could easily be paired with tennis shoes to keep your feet warm as well!


6. Jean Jacket

A jean jacket is the perfect addition to any outfit to stay warm while also staying cute! I like to pair a jean jacket with dark pants, and a colorful top or scarf can add an extra pop of color and style to your outfit!


7. Cashmere Scarf + Sweater

A scarf can elevate any outfit you are wearing if it is paired correctly! I love this cashmere scarf and sweater combination because it looks so chic! This outfit would go well with a dark leather jacket and boots.


8. Peacoat + Sweater

A peacoat is the perfect jacket to bring components of any outfit you have together! With this look, the peacoat makes a statement in the outfit and adds to the softer tones of the sweater and pants. This can also be well paired with a scarf, beanie, and some boots!


9. Long Sleeved Sweater Dress

This sweater dress is a perfect winter winery outfit! A sweater dress is the best way to be comfortable all day while still looking dressed up. This sweater dress would pair nicely with a beige jacket and boots.


10. Patterned Blouse

A patterned blouse is a staple that everyone should have in their closet, and is the perfect outfit for wine tasting in the winter! I love the look of this cheetah print blouse with black pants. This look would pair perfectly with black boots and a jacket.

Winter Winery Outfit Ideas Summary

There are tons of winter outfits that are suitable for the wineries! Remember to keep comfort in mind, because you will have a better time if you are comfortable in what you are wearing.

Which of these style ideas is your favorite winter winery outfit? Let me know below in the comments!

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