Ah, the winery — a perfect getaway from the hustle and bustle of everyday life. If you want to channel your inner wine connoisseur, you’ll want to look the part. Whether you’re sipping a Sauvignon Blanc or indulging in an exquisite Merlot, the right outfit can make all the difference in having that perfect winery experience. Try one of these trendy outfits for a timeless and chic look that will make you the envy of your fellow winery-goers.
1. Floral Midi Dress + Tan Heels
Take your style to the next level with this classic yet modern look. The floral midi dress will infuse femininity into your ensemble. At the same time, the tan heels give you some height, making you look and feel effortlessly elegant. Complete the outfit with a simple crossbody bag, statement earrings and sunglasses. And for an added dose of confidence, don’t forget to add some shapewear.
2. Button-Up Blouse + Distressed Jeans
Channel your inner boho babe with this timeless look. Start by pairing a crisp white blouse with some distressed jeans, and add some texture to the look with a fringe leather bag. Finish it off with some lace-up sandals or sleek ankle boots for a fashion-forward feel.
3. Striped Shirt + Slim Pants
Tailored and sophisticated, this look is perfect for any wine enthusiast looking to show off their love of vino in style. Balance out the slim trousers with an airy striped shirt, and complete the ensemble with a pair of kitten heels. Add a structured tote bag for a touch of elegance, and you’ll be ready to go.
4. A-Line Dress + Denim Jacket
This outfit strikes the perfect balance between chic and casual. Start with a flirty A-line dress, and add a vintage denim jacket for an edgy twist. Accessorize with trendy sunglasses, and slip into some ankle boots for an easy finish.
5. Romper + Pointed-Toe Flats
For a playful yet polished look, try a fun romper. The flattering silhouette is perfect for a lunch date or a long day of wine tasting. To complete the look, top it off with some pointed-toe flats in a neutral hue. Add a chic headband for an extra bit of charm.
6. Crop Top + Wide-Leg Pants
Go for a streamlined yet feminine look with this chic ensemble. Start with a cropped top in a bold color, and pair it with some simple wide-leg trousers for a classic touch. Add some embellished flats and oversized earrings, and grab a cute clutch to complete the look.
7. Maxi Dress + Floppy Hat
Maxi dresses are always a win — they’re comfortable, stylish and timeless. This look is perfect for a sunny day out at the winery. Choose a breathable, lightweight material for your dress, and add some strappy sandals for a laid-back vibe. Top the look off with a floppy hat that will keep you looking and feeling cool as you sip and savor the day away.
8. Button-Down Shirt + Culottes
This look is perfect for the more subtle winery-goer. It’s simple yet chic — great for day or night. Start with a crisp button-down shirt and some midi culottes. Accessorize with ankle boots and a statement belt. Finish off the outfit with a structured tote bag.
9. Wrap Dress + Wedges
It’s all about the details with this look. Start with a wrap dress in an eye-catching print, then add some wedges for added height — and don’t forget your favorite sunglasses! Accessorize with a statement necklace and some bangles for a touch of sparkle, and complete the look with a mini crossbody bag. If the weather calls for it, finish it off with a lightweight cardigan.
10. Slip Dress + Sneakers
This edgy yet sophisticated look is perfect for an evening of wine tasting. Grab your favorite slip dress and some cool sneakers for a modern spin on a classic outfit. Throw on a denim jacket or leather biker jacket to add a bit of edge, and accessorize with some layered necklaces or hoop earrings.
11. Cropped Sweater + Midi Skirt
This look is cozy yet polished — perfect for a chilly fall day at the winery. Start with a cropped sweater in a neutral hue, then add an A-line midi skirt for some volume. Slip into some comfortable loafers and grab your favorite tote bag, then accessorize with a wide-brimmed hat and some dainty earrings.
12. Tie-Front Blouse + Vintage Shorts
Make a statement in this vintage-inspired outfit. Tie a classic collared blouse at the waist, then pair it with some 50s-style high-waisted shorts. Top it off with a pair of low-cut sneakers and some cat-eye sunglasses for a bit of sass. Finish off the look with a cute mini bag and a beret.
13. Graphic Tee + Mom Jeans
Keep it casual and comfy with this classic combo. Tuck a graphic tee into some high-waisted mom jeans, and slip into a pair of chunky sneakers to finish off the look. Accessorize with a baseball cap and some layered necklaces. For maximum comfort as you stroll about, start with a pair of high-waisted panties.
Wear What Makes You Feel Your Best
No matter what you wear, make sure it brings out your best self. After all, looking good is only half the battle — feeling confident in your outfit is what really counts! The right look will make your winery experience even more enjoyable, so have fun with it and let your inner fashionista shine. Cheers!
