This post was originally published in October 2019. It has been updated and republished since then to give you the best information about what to wear to a winery in the fall.
One of my favorite things to do each autumn is head to the local wineries. Now I’m sharing exactly what to wear to a winery in the fall.
My husband and I absolutely love visiting new (and old favorite) wineries together. When it’s a gorgeous day in the mountains with even more gorgeous autumn foliage, I start thinking that you don’t even need a trip to Vermont in the fall when you’ve got somewhere as gorgeous as Charlottesville close by. I’m so thankful to live near this stunning area of Virginia!
Now that I’ve been to my fair share of wineries, I think I have the perfect outfit down to a science. This is the exact kind of look you’ll often see me wearing when I spend a day winery-hopping in the fall.
shop the post
similar jacket | similar t-shirt | pants | similar booties | similar bag | similar necklace
What to wear to a winery in the fall:
JAcket
More likely than not, you’ll experience a briskness in the air. For us, since Charlottesville is in the mountains, it gets a little breezy, and a nice jacket is ideal to have on hand. If it’s too sunny and warm, just wrap it around your waist to have on hand for later.
Graphic Tee
They’re a conversation starter and immensely comfortable. It’s something that you can easily tug on and you don’t have to worry about looking overdressed at any one location. Plus, they pair super well with the jackets I mentioned above!
Comfy Pants
I don’t know about you, but I tend to bloat just a little bit after drinking a decent amount of wine. Add in the snacks you’re eating between wineries, the cheese plates you’re getting with your tastings, and any restaurants you might visit, and you’ll be glad you wore comfy pants.
Booties
Booties were made for wineries. They’re the perfect option. If you’re at a stunning vineyard and you want to go wandering, you know you’ll be comfortable and practical, while also staying cute and matching your outfit.
Related Posts
The Best Wineries in Charlottesville, Virginia // 15 Neutral Knits You Need for Fall // The Best Fall Graphic Tees from Etsy
Which outfit combo would you wear to a winery in the fall?
pin for later
readandreviewit says
Love this! I’ve never visited a winery before but I’d love to fit one in this year. I really need to get some new boots too – the ones you included are so cute! Thanks for sharing x
Neely Moldovan says
YES! I have been to wineries in the fall and this is exactly something I would wear. Love your booties!
Gemma Jayne says
I have only ever visited a winery once before so definitely need to go again! Also love your style (probably because it is similar to mine). But you just cannot beat some jeans, boots and a nice jacket during Autumn x
Charity says
This is the perfect casual autumn outfit and I love your booties too!
I'm All Booked Up says
Cute outfit! We’d love to make it to a winery this year.
Amanda says
Beautiful photos, the fall foliage is gorgeous. I would definitely wear similar to a winery. Hope you had an amazing time!
Lovely says
Such a stylish and cozy look! Love your hair!
xoxo
Lovely
http://www.mynameislovely.com
Merry Sari says
Love the outfit! Looks so comfy and stylish. Would love to have one of those booties too x
Mariah Cooke says
This is such a cute look. Love the leather jacket! My go to is always jeans and booties.
Tara says
ah I love a good graphic tee! They’re such a good staple and can be worn in so many different ways! I haven’t been to a winery in aaaages but really want to go sometime soon!
Raji says
I’ve never visited a winery before, but I love this outfit! Thanks for sharing, it’s certainly a perfect choice for the autumn!
Megan Elliott says
This looks exactly like an outfit I’d wear for a fall day at the winery! I think I’d also add a hat because I love to wear one during the fall. Virginia looks so beautiful! A group of my friends actually just visited some wineries in Virginia this past weekend and they absolutely loved it there.