A winery visit is more than just sipping on fine wines—it’s a chance to unwind, explore beautiful landscapes, and dress in effortlessly stylish outfits that suit the vibe. Whether you’re heading to Napa Valley for a tasting tour, attending a vineyard wedding, or planning a girls’ getaway to a charming countryside estate, knowing what to wear is key.
Winery outfits need to strike the perfect balance between chic and comfortable. You’ll likely be walking on gravel or grass, soaking in scenic views, and spending time outdoors. That means you want an outfit that photographs well but also feels practical. Think breathable fabrics, earthy tones, romantic silhouettes, and sturdy yet stylish shoes. But don’t worry—you don’t have to sacrifice flair for function.
What you wear can vary depending on the season, the type of winery (rustic or modern), and whether the visit includes special events. From flirty sundresses for summer vineyard strolls to cozy knits layered for fall tastings, there’s a winery outfit for every occasion and every style. You can lean into soft neutrals for a timeless look or play with florals and textures to stand out.
Ready to plan your perfect vineyard look? This curated list of over 25 winery outfit ideas will help you choose the right ensemble for your next wine-filled adventure. Whether you’re going with your partner, friends, or flying solo, these outfits are sure to elevate your winery experience.
Elegant & Effortless Winery Outfit Ideas
1. Flowy Maxi Dress with Straw Hat
A flowy maxi dress in a soft floral or earthy tone is a classic choice for a winery visit. Pair it with a wide-brim straw hat and neutral sandals to capture that relaxed vineyard aesthetic. Choose light fabrics like cotton or chiffon to stay breezy on warm days, and add gold hoops or bangles for a touch of sophistication.
2. White Eyelet Midi Dress and Espadrilles
Nothing says timeless like a white eyelet dress. This romantic and breathable option looks incredible in vineyard photos. Pair it with espadrilles or low wedges to handle grassy paths with ease. A woven bag and subtle jewelry will complete the fresh and feminine vibe.
3. Linen Jumpsuit with Block Heels
A linen jumpsuit in tan, sage, or olive green is both functional and stylish. The structure flatters the body while the fabric keeps things breathable. Add block-heeled sandals and a crossbody bag. It’s an easy look that transitions well from casual tastings to evening events.
4. Off-the-Shoulder Top and High-Waisted Skirt
Go for a flirty, polished outfit with a white or blush off-the-shoulder blouse tucked into a high-waisted flowy skirt. This combo gives off soft, romantic energy. Finish with ankle-tie sandals and a straw clutch for a complete look.
5. Matching Set in Neutral Tones
Matching sets, like a crop top and midi skirt or short set in beige or blush, make getting dressed simple while looking ultra-put-together. Keep accessories minimal and choose leather sandals or mules. It’s great for hot days when you want a chic, low-effort outfit.
Casual Yet Polished Winery Looks
6. Chambray Shirt Dress with Brown Boots
A chambray shirt dress offers a relaxed silhouette that still looks elevated. Wear it belted to define your waist and pair with brown ankle boots or flat mules. Add a crossbody bag and oversized sunglasses for a look that’s easy but stylish.
7. Wide-Leg Trousers and Sleeveless Blouse
Try pairing cream or olive wide-leg trousers with a sleeveless blouse in satin or linen. This combo feels tailored yet easygoing. Slip on some heeled slides or espadrilles, and accessorize with layered gold jewelry for a polished feel.
8. Knit Midi Skirt with Tucked Tee
A ribbed knit midi skirt adds subtle texture and elegance. Pair it with a fitted white tee tucked in and a leather belt to pull it together. Add flat sandals and a floppy hat to embrace laid-back vineyard vibes.
9. Light-Wash Jeans and Puff-Sleeve Top
For a casual tasting or picnic-style winery day, light-wash jeans and a romantic puff-sleeve blouse strike the perfect balance. Tuck in the blouse and add woven flats or white sneakers for an effortless finish.
10. Boho Kimono Over Slip Dress
Layer a printed boho kimono over a solid slip dress in muted tones like sage, rust, or ivory. This layered look adds interest and movement. Pair with ankle boots or sandals and a suede bag for a vintage-inspired style.
Winery Outfits for Fall & Cooler Days
11. Sweater Dress with Knee-High Boots
For autumn winery visits, a knit sweater dress is cozy and stylish. Choose one with a flattering waist tie or belt and pair with suede knee-high boots. Add a felt fedora hat and a crossbody bag to complete the seasonal look.
12. Long Sleeve Blouse and Corduroy Skirt
Opt for a long-sleeve peasant blouse tucked into a high-waisted corduroy mini or midi skirt. This outfit plays with texture and layers beautifully under a denim jacket or trench coat. Pair with ankle boots for a rustic touch.
13. Blazer Over Midi Dress
Layer a tailored blazer over a flowy midi dress for a smart and cozy combo. Choose a blazer in a muted plaid or tan wool. Heeled boots or loafers work great with this polished outfit that’s ideal for a crisp fall day.
14. Sweater and Midi Skirt Combo
Tuck a cropped or fitted knit sweater into a pleated midi skirt for a put-together look with warmth. Earth tones like terracotta, camel, or forest green enhance the vineyard’s fall palette. Add booties and a structured tote bag.
15. Turtleneck with Denim and Statement Coat
A fitted turtleneck with high-waisted jeans offers a clean, classic base. Elevate it with a bold, textured coat—like shearling or plaid—and chunky boots. This outfit is ideal for vineyard visits during late fall or early winter.
Spring & Summer Winery Styles
16. Ruffled Sundress and Lace-Up Sandals
Celebrate spring or summer wine days with a ruffled sundress in floral print or soft pastels. Choose lace-up sandals and a woven bag to complete the whimsical, romantic vibe. Great for a picnic or group outing.
17. Sleeveless Romper with Statement Earrings
A breezy romper in linen or rayon keeps things cool and cute. Go for olive, mustard, or terracotta tones, and add bold earrings and wrap sandals. This is an easy option for hot days when you want something lightweight yet chic.
18. Cropped Blouse with Culottes
Cropped tops paired with wide culottes make a trendy yet comfortable outfit. Pick breezy fabrics and earthy colors for a vineyard-appropriate look. Add low wedges and a bucket bag to round it out.
19. One-Shoulder Dress and Slides
A one-shoulder dress offers a modern, sleek look for warm winery afternoons. Pick a breathable cotton or jersey material and pair with slide sandals. Add a layered necklace and slicked-back bun for a cool, contemporary style.
20. Tank Top with High-Waisted Shorts and Kimono
Create a playful, layered look by wearing a basic tank with high-waisted shorts and topping it with a lightweight kimono or duster. Choose patterns that nod to nature, and finish with flat sandals and a straw tote.
Romantic & Date-Worthy Winery Outfits
21. Satin Slip Dress with Leather Jacket
A satin slip dress in a wine tone or dusty rose is a show-stopper. Throw on a black or tan leather jacket to add edge and structure. Pair with heeled boots or sandals depending on the weather, and add delicate jewelry for an effortlessly romantic vibe.
22. Lace-Trim Cami and Midi Skirt
Lace-trim camisoles paired with bias-cut midi skirts bring an air of softness and elegance. Choose neutrals or blush tones for a delicate look. A pair of strappy heels or block sandals adds the perfect finishing touch.
23. Wrap Dress with Wedges
A wrap dress flatters all body types and creates a lovely silhouette. Go for rich colors like burgundy, emerald, or navy. Wedges help with walking on uneven ground and give a polished yet practical finish.
24. Structured Corset Top with Wide-Leg Pants
Combine a structured corset or bustier top with high-waisted wide-leg trousers for a fashion-forward winery outfit. Opt for neutral tones or jewel hues and accessorize with minimalist gold jewelry for a refined look.
25. Romantic Maxi Skirt and Fitted Knit Top
A billowy maxi skirt paired with a tucked-in fitted knit top offers movement and softness. Add ballet flats or sandals, and bring along a shawl or lightweight scarf for extra flair and comfort during breezy evenings.
Seasonal Extras & Layering Tips
26. Add a Denim Jacket
Always a versatile piece, a denim jacket pairs effortlessly with dresses, skirts, or pants. It offers light coverage and adds a casual-chic element to your look.
27. Pack a Lightweight Scarf
A scarf in linen or cotton can serve as a wrap in the evenings or a stylish accessory during the day. Choose patterns that echo your outfit’s color palette.
Conclusion
Dressing for a winery visit is all about finding that sweet spot between comfort and style. Whether you’re going for romantic vibes, trendy chic, or rustic charm, the right outfit enhances your experience—and your photos. By choosing outfits that suit the weather, terrain, and tone of the winery, you’ll not only look amazing but also feel confident and at ease.
From classic maxi dresses to tailored jumpsuits and layered fall ensembles, these winery outfit ideas have you covered for every season and occasion. Don’t be afraid to express your personal style with prints, textures, and accessories. After all, a day at the vineyard is the perfect excuse to dress up a little and enjoy the moment.
So pour a glass, take in the views, and enjoy your winery adventure in style.
FAQs
1. What shoes are best to wear to a winery?
Opt for block heels, wedges, flat sandals, or stylish boots. Avoid stilettos, especially if you’ll be walking on grass or gravel.
2. Can you wear jeans to a winery?
Yes, jeans are fine for casual wineries. Pair them with a chic top and accessories to keep the look polished and stylish.
3. Are hats appropriate for a winery outfit?
Absolutely. Straw hats and felt fedoras add style while protecting you from the sun. Just make sure they suit your outfit’s vibe.
4. What colors work best for winery outfits?
Earth tones, pastels, wine hues (like burgundy or blush), and muted neutrals are perfect for complementing the vineyard landscape.
5. Should I bring layers for a winery visit?
Yes. Even on warm days, evenings can get chilly. Bring a denim jacket, light scarf, or cardigan for extra comfort.
