15 Beautiful Winery Outfit Ideas

Winery Outfit Ideas

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I’ve got some great ideas for stylish and comfortable casual winery outfits. Wine tasting is fun, and dressing up adds to the experience. But you don’t need to be too fancy—casual looks work well, too.

Beautiful Winery Outfit Ideas

The key is to pick practical outfits for walking around vineyards while still looking put-together. I’ll share some easy outfit ideas that mix comfort and style.

These looks are perfect for a relaxed day of sipping wine and enjoying the scenery at a winery.

1. Halter Neck Top and Maxi Skirt

Halter Neck Top and Maxi Skirt
Image: @marsha.diaries // Instagram

The animal print patterns of this outfit make it a perfect choice for winery visits. It’s comfy and stylish for anyone who wants to make a fascinating statement at a winery.

2. Red Winery Dress With Rose Neck Piece

Red Winery Dress With Rose Neck Piece
Image: _aastha_5_//instagram

The contrasting color and swirly style are flattering, and the rose neck accessory adds a fun, classy touch to the entire outfit.

3. Floral Maxi Dress

A woman in a floral maxi dress strolls through a vineyard, surrounded by grapevines and a rustic winery setting

I love a floral maxi dress for a winery visit. It’s comfy, stylish, and perfect for warm days. I pick one with a light, flowy fabric that moves nicely as I walk through the vineyard.

I pair my maxi dress with flat sandals or wedges for easy walking. A wide-brimmed hat adds sun protection and a chic touch. For accessories, I keep it simple with delicate jewelry and a small crossbody bag.

This outfit works great for casual tastings or fancier winery events. It’s versatile and lets me feel put together without trying too hard.

4. Denim Jacket

A woman wearing a denim jacket stands among rows of grapevines at a winery, with a glass of wine in hand

A denim jacket is a great choice for a winery visit. I love how versatile it is. You can pair it with a dress, skirt, or jeans for a casual yet put-together look.

For a cute outfit, I suggest wearing a denim jacket over a flowy sundress. This combo is perfect for walking through vineyards or sitting on patios.

If it’s cooler, I recommend layering the jacket over a light sweater and jeans. This creates a cozy, stylish outfit for sipping wine indoors or out.

Remember to choose a well-fitted denim jacket. It should be comfortable and allow easy movement as you tour the winery.

5. Wide-Brimmed Straw Hat

A woman wearing a wide-brimmed straw hat stands in a vineyard, surrounded by grapevines and holding a glass of wine. She is dressed in a casual and stylish outfit suitable for a winery visit

I love adding a wide-brimmed straw hat to my winery outfit. It’s perfect for sunny days and adds a touch of elegance to any look.

I recommend pairing it with a flowy sundress or jeans and a blouse. The hat not only protects from the sun but also creates a classic vineyard vibe.

For a stylish twist, I sometimes tie a colorful scarf around the hat’s band. This small detail can really make the outfit pop.

When choosing a wide-brimmed straw hat, I look for one with a secure fit. This ensures it stays in place while I’m walking through the vineyard or sipping wine.

6. Embroidered Wrap Dress

A woman in a flowy embroidered wrap dress sips wine in a vineyard, surrounded by grapevines and rolling hills on a sunny day

I love embroidered wrap dresses for winery visits. They’re comfy and stylish at the same time. The wrap style is flattering on many body types, and the embroidery adds a fun, boho touch.

I suggest choosing a dress in a light fabric like cotton or linen. This keeps you cool as you walk around the vineyard. Pastel colors or earth tones work well for a winery setting.

For shoes, I recommend flat sandals or low wedges. They’re easy to walk in and look great with the dress. A small crossbody bag completes the outfit nicely.

7. Chunky Knit Sweater

Chunky Knit Sweater
Image: kutovakika//instagram

I love a cozy chunky knit sweater for a winery visit. It’s perfect for those crisp fall days when there’s a chill in the air. I pair mine with dark skinny jeans and ankle boots for a chic yet comfortable look.

The oversized silhouette of a chunky knit adds a relaxed vibe that’s ideal for casual wine tastings. I opt for neutral colors like cream, beige, or soft gray to keep things versatile.

For a bit of contrast, I sometimes layer a collared shirt underneath, letting the collar peek out. This adds a touch of polish to the outfit. A long necklace or statement earrings can dress it up just enough for the occasion.

8. Leather High Ankle Boots

Leather Ankle Boots
Image: kutovakika//instagram

Leather ankle boots are a great choice for winery outfits. I love how they blend style and practicality. These boots work well on uneven terrain and protect your feet from spills.

I recommend pairing them with jeans or a casual dress. For a cool look, try black leather boots with dark skinny jeans and a flowy top. Brown boots go nicely with a midi skirt and sweater combo.

Ankle boots come in different styles. Chelsea boots offer easy slip-on convenience. Lace-up versions add a touch of vintage charm. Whichever you pick, make sure they’re comfortable for walking around the winery.

9. High-Waisted Skinny Jeans

A woman wearing high-waisted skinny jeans stands in a vineyard, surrounded by grapevines and wine barrels. She holds a glass of wine and smiles

High-waisted skinny jeans are a great choice for a winery outing. I recommend pairing them with a lightweight sweater or blouse tucked in to highlight your waist.

Dark wash jeans are especially flattering and versatile. They can be dressed up or down depending on your top and accessories.

For a polished look, I suggest adding ankle boots and a statement necklace. If it’s chilly, layer on a cardigan or jacket.

High-waisted skinny jeans work well for many body types. They accentuate curves in a flattering way while providing a sleek silhouette.

10. Printed Scarf

A woman wearing a printed scarf stands in a vineyard, surrounded by grapevines and wine barrels, with a glass of wine in hand

I love adding a printed scarf to my winery outfit for a touch of style. It’s a versatile accessory that can dress up a simple top and jeans combo.

I like to choose scarves with wine-themed prints or fall colors that match the vineyard scenery. Silk or lightweight cotton scarves work well for warmer days.

On cooler days, I opt for a cozy wool or cashmere scarf. I drape it loosely around my neck or tie it in a simple knot. This easy addition elevates my look while keeping me comfortable for a day of wine tasting.

11. Silk Camisole

A silk camisole paired with denim shorts, sun hat, and sandals, set against a backdrop of rolling vineyards and a cozy winery

A silk camisole is a great choice for a winery visit. I love how it combines comfort with elegance. It’s perfect for warm days at the vineyard.

I recommend pairing a silk cami with high-waisted jeans or a flowy skirt. This creates a balanced look that’s both casual and chic.

For shoes, I suggest flat sandals or low heels. They’ll keep you comfy as you walk around the winery grounds.

Don’t forget to bring a light cardigan or jacket. Wineries can get chilly, especially in the evening. This way, you’ll be prepared for any temperature changes.

12. Distressed Denim Shorts

A pair of distressed denim shorts paired with a loose-fitting top, a sun hat, and a pair of sandals, standing in front of a vineyard

Distressed denim shorts are a fun choice for a casual winery visit. I like pairing them with a light blue ruffled blouse for a feminine touch. To dress it up, I add red patent leather pumps.

Another option I enjoy is wearing them with an off-shoulder top. This combo works great with a brown bag and two-toned shoes for extra style.

For a more polished look, I sometimes choose a crisp white button-down shirt. I complete this outfit with colorful heels and a bright handbag to add some pop.

13. Oversized Sunglasses

A woman wearing oversized sunglasses stands among rows of grapevines at a winery, with a casual and stylish outfit

Oversized sunglasses are a must-have for any winery outfit. I love how they add a touch of glamour and mystery to my look. Plus, they’re super practical for shielding my eyes from the sun while I’m sipping wine outdoors.

I prefer frames with rounded edges in classic colors like black or tortoiseshell. These styles complement most face shapes and outfits. For a bolder statement, I might choose white or pastel-colored frames.

Remember to pick sunglasses that fit comfortably. They should stay put when I tilt my head back to take a sip of wine. With the right pair of oversized shades, I feel ready to enjoy a day of wine tasting in style.

14. Bohemian Midi Skirt

A woman wearing a flowy bohemian midi skirt, a loose-fitting top, and sandals, standing in a winery surrounded by grapevines and barrels

I love pairing a Bohemian midi skirt with a simple top for a relaxed winery visit. These flowy skirts are comfy and stylish, perfect for warm days.

I suggest choosing a skirt with a colorful print or pattern. Floral designs work great for a vineyard setting.

For the top, I opted for a solid color that matches one of the colors in the skirt. A fitted tank or loose peasant blouse both look nice.

To complete the outfit, I add some flat sandals and minimal jewelry. This look is casual yet put-together for a laid-back wine-tasting experience.

15. Cashmere Cardigan

A woman wearing a cashmere cardigan stands in a vineyard, surrounded by grapevines and rolling hills, with a glass of wine in hand

A cashmere cardigan is a cozy and stylish choice for a winery visit. I recommend pairing it with a simple top and jeans for a casual yet put-together look.

For cooler days, a long grey cardigan over a black shirt and dark jeans creates an elegant silhouette. Add ankle boots to complete the outfit.

In warmer weather, try a lighter-colored cardigan over a sundress or skirt. This combination strikes a nice balance between comfort and style for a day of wine tasting.

Remember to choose a cardigan that fits well and complements your body shape. Cashmere’s soft texture adds a touch of luxury to any winery outfit.

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