What to Wear to Wine Country in the Winter

Katwalksf at the Hotel Yontville, What to Wear to Wine Country in the Winter

What to Wear to Wine Country in the Winter

So you just planned your ultimate wine country vacation, but now you need to figure out what to pack and how to prep for your trip. Here are a few tips that should help you plan what to put in your suitcase this winter in wine country.


Dressing in layers is something I learned the moment I moved to San Francisco. One minute it’s foggy and freezing and ten minutes later the sun is out and you are quickly removing your jacket only to find it cold again a couple of hours later…

I have since learned to take my layering skills up north when I head to wine country. It is usually much colder in wine country compared to San Francisco in the winter so I’m usually bundled up, to begin with…AND once the wine hits I things usually start to get steamy and the layers are ready to come off.

That is why I always layer up.

Wine country layers for me = a jacket, a sweater, leggings, and boots with a beanie and scarf in my tote.


It gets very cold in the morning and evening in wine country this time of year so packing a jacket is a must! If you scroll down you can see the variety of jackets that I packed on this trip. I packed quite a few for a long weekend (since I drove up from San Francisco).

If I could only pack one jacket I’d 100% go with a shacket -> and I just found a bunch on sale at Revolve


Faux leather leggings are my jam, especially during the winter. Why? They look and act like a pant but give you the freedom to eat what you want. However, all leggings are created equally, my friends. I learned this when another blogger recommended the Commando, Perfect Control Faux Leather Leggings. The tummy-smoothing panel sold me, but after two wears these leggings had a serious hole in them – NOT what you want to wear in wine country PEOPLE! I reached out to Commando hoping it was maybe a fluke, but haven’t really back -> SO stick with Spanx Leggings, my friends.

check out my love letter to spanx leggings here | use the discount code KATXSPANX

Comfortable Shoes

I opted for a chunky boot <- but these boots might not be comfortable for everyone.  If you are looking for a bit of a smaller heel I would highly recommend these waterproof Chelsea Boots.

Katwalksf at the Hotel Yontville wearing a leopard dress, What to Wear to Wine Country in the Winter

A Bag Big Enough For Your Wine

This is the most important tip! A tote is your best friend when you are wine tasting and the Cuyana, Classic Leather Tote is the perfect tote for wine tasting in the winter. Some say luxury and practicality don’t mix. This bag begs to differ. The silhouette is simple, but beautifully so. The pebbled leather is genuine Italian, lightweight and seriously soft, yet durable and sized just right for a weekend getaway to wine country in the winter.

Best Hotels in Napa

Archer Hotel Napa – This hotel is right in downtown Napa and is one of the newer hotels in the Napa Valley. The Archer is VERY dog-friendly and has the best rooftop view in Napa. The lobster corndogs are a must too!

Silverado Resort and Spa – This is not my favorite hotel in Napa because I have had very inconsistent experiences there, but this is my favorite option for last-minute bookings. It is a large property on a golf course, but you roll the dice every time you book Silverado

and you MUST eat at Restoration Hardware -> full blog post here

Photos were taken at the Hotel Yountville in the Napa Valley.

Looking for somewhere to eat in the Napa Valley? Check out this post.


  1. The leggings are perfect for this weather and that jacket looks so warm. Great combination!

  2. Love the entire look and you will most definitely be comfortable for wine country in this adorable outfit. Kuddos on a job well done when putting your outfit together. Looks fabulous 🙂

  3. Wine country is gorgeous I would freeze if I wasn’t dressed right. Gorgeous outfit!

  4. This is definitely the perfect outfit to be wearing! Something super comfortable is always a must.

  5. OH wow, how adorable this looks on you. I’d love to go to wine country sometime. I can see how comfortable clothes and comfortable shoes are a must.

  6. You look pretty chic for wine country. Love the jacket and the faux leather leggings; I’ve been stalking one for a while, I think it’s time to splurge.

  7. I think my favorite tip is to remember to bring a bag big enough for wine. After tasty all the deliciousness you are going to want to pick up a bottle or two.

  8. I am not good at layering clothes myself, it’s funny cause I actually needed it here in Jersey. The way you layer and style is really inspiring.

  9. This is a great outfit, especially for going out to wine country. Leggings are my go to outfit for any occasion, you can dress them up or dress them down. I love the jacket that you paired with the outfit, definitely added a little something extra to the look! Thanks for sharing!

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