Sip in Style - Your Ultimate Guide on What to Wear to a Winery

Wine tasting isn’t just about swirling reds and savoring crisp whites; it's also about enjoying the experience in style. Whether you’re touring a rustic vineyard, attending a curated tasting, or exploring wine country on a weekend getaway, your outfit should strike the right balance between comfort, sophistication, and photo-ready elegance. In this guide, we’ll walk you through wine tasting attire that blends function and fashion, no matter the season or destination.

Table of Content

• What Are the Best Winery Outfit Ideas for Women?
• How Do Seasonal Changes Affect Your Winery Outfit?
• What Should You Consider When Picking an Outfit for a Winery Visit?
• What are the Do’s & Don’ts of Wine Tasting Attire?
• Raise a Glass to Style
• Frequently Asked Questions

What Are the Best Winery Outfit Ideas for Women?

When planning what to wear to a winery, the goal is relaxed sophistication. Think breezy fabrics, flattering silhouettes, and versatile pieces that allow you to move comfortably between tastings, strolls through the vines, and scenic photo ops. Whether you're headed to a rustic vineyard or an upscale wine estate, here are outfit ideas that blend function with fashion:

1. Tiered Midi Dresses

A tiered midi dress offers a playful, feminine look that’s perfect for daytime wine tours. Choose soft fabrics like cotton or viscose and go for floral or vineyard-inspired prints that complement the setting.
You’ll find plenty of breezy, beautifully detailed options in Adrianna Papell’s tiered dress collection, just right for sipping in style.

2. Wrap Dresses

Universally flattering and easy to wear, wrap dresses are a go-to for wine-tasting outings. They define the waist and allow room for comfort, whether you're seated for a tasting or walking the grounds.
Adrianna Papell’s wrap dress collection features soft draping and elegant prints that make getting dressed as effortless as your day in wine country.
Carousel: https://www.adriannapapell.com/collections/wrap-dresses

3. Shirt Dresses

For a more structured yet casual look, a button-down shirt dress in linen or chambray is ideal. Pair it with espadrilles or flat sandals for a laid-back, polished outfit.

4. Slip Dresses

Perfect for warmer months, a satin or jersey slip dress layered with a lightweight cardigan or denim jacket offers a touch of elegance while keeping you cool.

5. Sweater Dresses (for cooler days)

On chillier days or during winter wine tours, a cozy knit or sweater dress paired with ankle boots and a trench coat balances warmth and style beautifully.

Other Winery Outfit Ideas

Jumpsuits & Rompers

A wide-leg jumpsuit is a chic alternative to a dress and works well for semi-formal tastings. Rompers in summery prints are great for more casual vineyard events, especially when paired with a floppy hat and crossbody bag.

Matching Sets

Two-piece sets are effortless and trendy. A crop top and flowy skirt combo or a coordinating blouse and wide-leg pant set brings a cohesive, put-together look with minimal effort.

Maxi Skirts with Blouses

Pair a high-waisted maxi skirt with a tucked-in blouse or lightweight knit top for an elevated boho feel. Add a woven belt and statement earrings for a vineyard-ready ensemble.

Denim with Flair

A well-fitted pair of high-rise jeans styled with a puff-sleeve blouse or embroidered top can be perfect for casual wineries. Add a low block heel or sandals for an elevated daytime look.

Accessories That Complete the Look

• Hats: A wide-brimmed hat adds both sun protection and style.
  
• Sunglasses: Go for oversized or vintage-inspired frames.
  
• Bags: Small crossbodies or woven handbags keep your look light and functional.
  
• Shoes: Stick to wedges, flats, or boots depending on terrain. Heels are best avoided on grassy or gravel paths.
  

How Do Seasonal Changes Affect Your Winery Outfit?

Winery fashion is deeply influenced by the season. Let’s explore some wine tour outfit ideas by season:

Spring Winery Outfits:

Embrace soft florals, pastels, and midi-length dresses. Lightweight knits, flowy skirts, and espadrilles are great companions.

Winery Outfits Summer:

Think sleeveless sundresses, breathable fabrics like cotton or linen, straw hats, and open-toe sandals. Maxi dresses with side slits are ideal for ventilation and style.

Fall Winery Outfits:

Lean into earthy tones—rust, olive, burgundy. Midi skirts with lightweight sweaters or shirt dresses with boots are fall favorites. Layer with a trench or felt hat for a cozy touch.

Winter Wine Tour Outfits:

Choose wool-blend dresses or sweater dresses paired with tights. Add a structured coat or long-line cardigan and pair it with block-heeled boots or loafers.

What Should You Consider When Picking an Outfit for a Winery Visit?

A little practicality goes a long way when planning what to wear on a wine tour.

• Venue Setting: Is it a formal vineyard dinner or a casual day tasting? Your outfit should reflect the tone, elegant but not overdressed.
  
• Terrain: Many vineyards are located in hilly or rural areas. Footwear with grip and stability is essential.
  
• Photo Opportunities: You'll likely snap a few photos, so choose colors and cuts that photograph well in natural light, think jewel tones or soft neutrals.
  
• Weather Readiness: Even sunny days can turn windy. A light scarf or shawl adds both function and flair.
  

What are the Do’s & Don’ts of Wine Tasting Attire?

Getting dressed for a winery is all about balance—comfort, elegance, and situational awareness.

Dos:

• Do wear breathable, movement-friendly fabrics.
  
• Do dress in layers for changing weather.
  
• Do carry a crossbody or small bag to stay hands-free.
  
• Do choose feminine yet comfortable dresses or jumpsuits.
  

Don’ts:

• Don’t wear strong perfumes (it can interfere with the tasting experience).
  
• Don’t wear stiletto heels on gravel or grass.
  
• Don’t overdress. Ball gowns are for galas, not vineyards.
  
• Don’t wear clothing that wrinkles easily; you’ll be seated, walking, and sipping.
  

Raise a Glass to Style

Planning your wine tasting attire should be just as enjoyable as the tasting itself. Whether you’re heading to a sunny vineyard in summer or a cozy cellar in the fall, the key is to choose pieces that are stylish, seasonally appropriate, and true to your personal taste.
Adrianna Papell’s winery-ready collection brings you elegant silhouettes, breathable fabrics, and refined details to elevate your wine tour wardrobe. From vineyard dresses to coordinated sets, find the perfect outfit to complement your next pour.