Spring is in the air, and with it comes the perfect time to embrace the beauty of vineyards, sunshine, and, of course, chic winery outings. If you’re planning a trip to a local winery or just enjoying a day in the countryside, finding an outfit that makes you feel both comfortable and stylish is key.
Whether you’re sipping on wine with friends or snapping pictures for your Instagram, you’ll want to feel confident in your look.
Subscribe to Stay Updated!
Join our newsletter and never miss an update. Get the latest posts, exclusive content, and helpful tips delivered straight to your inbox.
At ChicSeasonStyle, we know that every woman deserves to look and feel amazing, no matter her body type. That’s why we’ve curated 12 gorgeous plus-size spring winery outfits that are not only flattering but also effortless and on-trend. Let’s dive into the looks that will have you feeling like the star of the vineyard.
1. Floral Midi Dress: Effortless and Feminine
Floral prints are a spring essential, and a flowy midi dress is the perfect way to wear them to a winery. The soft, feminine silhouette is flattering on all body types, while the lightweight fabric ensures you stay cool and comfortable throughout the day. Pair with a simple pair of wedge sandals or ankle boots, and you’re ready to sip and stroll.
Tip: Look for a dress with a cinched waist or tie belt to define your shape without sacrificing comfort.
2. Wide-Leg Jumpsuit: A Modern Twist on Classic Style
A wide-leg jumpsuit is an incredibly stylish option for a winery outing. It gives you the freedom to move and sit comfortably, while the tailored top adds an element of sophistication. Look for a jumpsuit in a rich, deep color like navy or emerald for a chic, refined look.
Tip: Pair it with a statement belt to accentuate your waist and add a pop of personality to your outfit.
3. Denim Jacket and Floral Skirt: Casual with a Touch of Elegance
For a laid-back yet polished outfit, combine a classic denim jacket with a flowy floral skirt. This look offers the perfect balance of cozy and cute, ideal for an afternoon of wine tasting. Plus, denim is timeless and adds a bit of edge to the soft femininity of a floral print.
Tip: Tuck in your top or knot it at the waist to create more shape and elongate your silhouette.
4. A-Line Dress with a Belt: Flattering and Fun
An A-line dress is a go-to for any body type, and for good reason! It’s universally flattering, skimming over the hips and emphasizing the waist. For an added touch of glam, pair it with a waist belt to define your figure. Whether you choose a solid color or a fun print, this dress style will keep you comfortable and chic all day long.
Tip: Add a pair of chunky heels to elevate the outfit, or opt for strappy sandals for a more relaxed vibe.
5. High-Waisted Pants and a Cropped Top: Trendy and Comfortable
If you’re in the mood for something a bit more fashion-forward, try pairing high-waisted, wide-leg pants with a cropped top. This outfit is modern, fresh, and perfect for those warmer spring days when the sun is shining. The high waist elongates the legs, while the cropped top shows just the right amount of skin without being too revealing.
Tip: Choose a cropped top that hits just above the waistband of your pants for a balanced look.
6. Maxi Skirt and Sweater: Cozy Meets Chic
If the weather’s a bit cooler, you can still enjoy a winery outing in style by pairing a cozy, oversized sweater with a flowing maxi skirt. This combination provides the right amount of warmth and elegance. The skirt adds a bit of drama, while the sweater keeps things casual and comfy.
Tip: Opt for a sweater with a little texture or knit detail to keep the look interesting and visually appealing.
7. Chambray Shirt Dress: Classic and Comfortable
A chambray shirt dress is one of those pieces that can do no wrong. It’s versatile, flattering, and perfect for spring outings. The shirt dress style is both relaxed and stylish, while the button-down design allows you to adjust for comfort. Pair with a wide-brim hat and strappy sandals for a fun, polished look.
Tip: Add a statement necklace or scarf for an extra pop of personality.
8. Wrap Dress: Timeless and Flattering
The wrap dress is a tried-and-true favorite for flattering all body types. The wrap detail creates a beautiful V-neckline and cinches in at the waist, highlighting your curves. For a winery day, choose one in a soft pastel or classic print that works beautifully in the spring sun.
Tip: Wrap dresses are perfect for layering with a lightweight cardigan or shawl in case the weather turns a little chilly.
9. Off-the-Shoulder Top and Skirt Combo: Effortlessly Stylish
An off-the-shoulder top is perfect for showing off a little skin while keeping things casual and comfortable. Pair it with a flared skirt or tailored trousers to balance out the proportions. This outfit is perfect for a laid-back winery visit where you want to keep things fun yet fashionable.
Tip: Go for a top with some ruffle or pleating detail for a touch of romance and extra visual interest.
10. Bold Print Palazzos and a Simple Tee: Easy and Playful
If you love bold prints, this is the look for you! A pair of bold, printed palazzo pants paired with a simple, fitted tee makes for a fun, comfy outfit that’s anything but boring. The wide legs of the palazzos provide plenty of comfort, while the print adds a pop of personality to your ensemble.
Tip: Choose a solid-colored top to let the pants be the statement piece, and add a pair of wedges to elevate the look.
11. Tailored Blazer and High-Waisted Jeans: Chic and Polished
A tailored blazer is one of the easiest ways to add instant sophistication to any outfit, and when paired with high-waisted jeans, it becomes a perfect pairing for a winery outing. Choose a blazer in a neutral color like beige, grey, or black, and add some colorful accessories to brighten up the look.
Tip: For a more relaxed vibe, roll up the sleeves of the blazer and wear it over a fitted tank top.
12. Button-Front Skirt and a Tie-Front Blouse: Playful and Stylish
A button-front skirt is a fun, retro-inspired piece that’s perfect for pairing with a cute tie-front blouse. The blouse creates a flattering shape and adds a playful vibe to the look, while the skirt elongates your legs and keeps things cool. This outfit is perfect for a spring afternoon at the vineyard, pairing well with strappy sandals or even comfy espadrilles.
Tip: Add a straw hat or a wide-brimmed hat to keep the sun off your face and to complete the look.
Subscribe to Stay Updated!
Join our newsletter and never miss an update. Get the latest posts, exclusive content, and helpful tips delivered straight to your inbox.
Final Thoughts
The perfect winery outfit should make you feel confident, comfortable, and ready to enjoy every sip of wine with friends. Whether you’re dressing up in a floral dress or keeping it casual with high-waisted jeans, the key is to find a look that reflects your personal style while embracing the beauty of the spring season. With these 12 chic and flattering outfits, you’ll be ready to take on any winery outing in style. Cheers to that!
With these 12 outfits, you’ll not only look stunning at the winery, but you’ll also feel comfortable and confident enough to enjoy every moment. From floral dresses to high-waisted pants, there’s something here for every style preference. So, get inspired, grab a glass of wine, and get ready to turn heads this spring!
