Fall Winery Outfits: What to Wear to a Winery in the Fall

Fall Winery Outfits

It’s officially fall, and I could not be more excited to finally feel that chill in the air and begin diving into all of my favorite autumnal activities. One of the things that I most look forward to doing each fall is to visit my favorite wineries. There’s just nothing like spending a beautiful fall day with the ones you love sipping great wine. As I begin planning my upcoming winery trips, I can’t help but start picking out my fall winery outfits for the season.

Whether I’m going to a winery close to home (check out some of my favorite Philadelphia wineries here!) or visiting a new winery during my travels (such as some of the Healdsburg restaurants I’m checking out for an upcoming trip), I always love putting together cute wine tasting outfits for the season. If you haven’t been to a wine tasting before and aren’t sure what to wear or are just in need of some outfit ideas, I’ve got you covered! Read on for my best tips, tricks, and recommendations for the perfect outfit to wear to a fall wine tasting.

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Lulus Fall Winery Outfit


Each year, I look forward to winery trips with my friends and family. There’s nothing like spending time with your loved ones as you sip on great wines and explore beautiful vineyards or curl up by the fire. And while I enjoy trips to the winery year round, there’s something special about going in the fall. It’s not too hot or too cold, and that nip in the air always makes me want to put on a chic and cozy outfit and go on an adventure. Fall is such a magical season, and it’s the perfect time to take an adventure to a new winery or go visit an old favorite.

As you begin planning out your winery trips for the upcoming season, you probably find yourself wondering what to wear. Whether you’ve never been to a winery before or just feel like you’re in an outfit rut, keep reading for some of my top tips for styling your fall winery outfits this season.

RULES FOR Fall Winery Outfits


Labor Day has come and gone, so it’s time to leave white behind for the season. White may be perfect for the spring and summer months, but now that autumn has come, it’s time to pull out the deep colors and warm tones. Opt for browns, burgundys, and deep greens over whites every time when putting together a fall wine tasting outfit.

Plus, let’s be honest – as dainty and romantic as white can feel when worn to a winery, all it takes is one moment of losing your balance, someone knocking into you, or even just a mistaken movement to send your drink flying, and the last thing you want to do is ruin a beautiful piece of clothing with wine.


I know – it’s hard to beat a cute pair of heels. But let’s think this through. No matter how cute they may be, heels are not always the easiest to walk in, and when you add wine into the mix, they can suddenly get a whole lot tricker. Additionally, wineries often don’t have the most even terrain, whether you’re walking through glass or across brick or cobblestone. It’s far too easy to mess up your shoes or trip and twist your ankle when wearing heels at a winery. As cute as they may be, this is a day where they may need to take a backseat.

Instead of heels, opt for a stylish pair of flats or a fun pair of boots. There are so many options when it comes to adorable autumn footwear that you’ll find you don’t even miss your heels.


When you think of autumn style, you naturally think of layers – from sweaters to vests, cute jackets to scarves, there are so many fun ways to wear layers throughout the fall season. When you’re spending the day at a winery, layers are the perfect way to make sure that you’re comfortable all day long, no matter how the weather may shift. Plus, nothing gets you in the mood for fall more than the perfect cute layered outfit, so layer up, ladies! It’s time for fall.

Outfit Fall Winery Outfit
Fall Winery Outfits
Fall Winery Outfit



It may not be winter yet, but the brisk air of autumn calls for a good jacket. Layers are your friend in the fall, and I always make sure to have a cute jacket with me when I head to a winery.


Whether you’re going for thinner tops to layer or a chunky sweater, there are so many options to choose from as you think through wine tasting outfit ideas. Remember: deep or neutral colors are your friend for the fall.


There’s nothing like a dress that makes you feel like you can take on the world! Visiting a winery is an elevated experience, and I often like to wear a dress for the occasion. Check out some of my favorite autumn choices just in time for the fall season.


There are so many different options when deciding on a great pair of pants or a skirt to wear to your winery visit. Whether you want a stylish skirt or plan to stick to your skinny jeans, don’t forget to think through the bottoms as you plan your fall winery outfits!


Remember, heels are not your friend when visiting a winery! Instead, opt for a great pair of flats or a cute pair of boots – which is always my personal favorite choice when the fall season rolls around. 


Scarves and hats and purses, oh my! Accessories make the outfit, and there are so many great styling options when deciding on your fall winery look. Be sure that you don’t forget the jewelry!

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