What to Wear to a Winery in the Winter

Winter wine tastings are a dream. Think cozy tasting rooms, scenic frosted vineyards, and that first sip of red wine warming you from the inside out. But before you can enjoy the ambiance, there's one big question to answer: what to wear to a winery in the winter?

You want to look stylish, stay warm, and feel comfortable for an afternoon that might include walking around the property, sitting outside under heaters, or lounging indoors by the fire. Striking the right balance is easier than you think—once you know how to layer wisely and pick the right accessories.

7 Ways to Dress for Your Winter Wine Tasing

This guide walks you through how to dress smartly for a winter winery outing, from your base layers to your outerwear and everything in between.

1. Prioritize Comfort—Without Sacrificing Style

Wineries may be laid-back, but many still call for a sense of casual chic. That means putting together an outfit that feels polished but not overdone. Think elevated essentials: fitted jeans, a cozy sweater, a sleek coat. And most importantly—wear something you feel good in.

Winter wine outings are often longer than you expect. You'll be sitting, standing, and maybe walking through vineyards or wine caves, so mobility and warmth matter just as much as aesthetic.

2. Build a Warm Base Without the Bulk

Your secret weapon? A warm, breathable base layer. These pieces help regulate body temperature while giving you the freedom to build your outfit on top. Choose thermal tops and leggings made from lightweight, moisture-wicking materials that won’t make you feel sweaty or stuffy if you're indoors.

Bonus: a fitted base layer keeps your silhouette sleek under coats and knits.

3. Choose a Mid-Layer That Works Indoors and Out

Once you’ve got your thermal base, add a mid-layer that offers warmth without bulk. A soft quarter-zip fleece or cozy zip jacket can act as both insulation and part of your outfit. Neutral colors or rich jewel tones—like burgundy, forest green, or charcoal—add a refined touch while matching the wintry vibes of the vineyard.

If the winery allows dogs or encourages outdoor seating, you’ll likely want to keep this layer on for a good portion of the visit, so make sure it’s presentable enough for photos and mingling.

4. Invest in a Statement Outer Layer

Here’s where your outerwear gets to shine. A fitted puffer jacket or sleek wool coat adds personality and practicality. Depending on the region, you might face wind, light snow, or just biting cold air. Make sure your outer layer has a high collar or room for a scarf, and always check for wind resistance and insulation.

Length matters too—a jacket that falls mid-thigh or longer offers more coverage and elegance, especially when paired with tall boots or heeled ankle booties.

5. Think Practical with Footwear

Winter winery visits can include uneven terrain, gravel paths, or even muddy walkways—especially after rain or snow. Stylish yet functional footwear is key.

Opt for leather boots with a warm lining and solid traction. A block heel adds polish without sacrificing comfort. Avoid open-toe shoes or anything too delicate for the outdoors.

And if you’re staying mostly inside? Classic loafers or Chelsea boots work beautifully and still look put-together with slim jeans or a sweater dress and tights.

6. Add Smart, Weather-Ready Accessories

Accessories are where your winery outfit gets personal—and practical.

A soft, slouchy beanie keeps your head warm while adding a cozy-cute vibe. Choose one in a neutral color or textured knit to pair easily with your outerwear. A scarf is another great addition—not just for warmth, but for layering interest and color. Go oversized for a dramatic wraparound look or opt for a neat knit loop for simple elegance.

Most wineries use mobile check-ins or QR code menus now, so gloves that let you use your phone are a huge plus. And if you’re sipping outside, don’t forget your fingers will be exposed—bring a pair that lets you enjoy your glass without freezing up.

7. Plan for Photos

Let’s be real—half the fun of a winery visit is capturing the moment. Make sure your outfit layers nicely so you can shed your coat indoors and still feel confident in photos.

Stick to a color palette that complements the season: rich earth tones, soft neutrals, or even wine-inspired hues like plum and merlot. Avoid anything too loud or clunky—layering should enhance your look, not overwhelm it.

8. Don’t Let the Cold Dampen the Experience

Ultimately, your winery visit should be about savoring the experience, not shivering through it. Dressing thoughtfully ensures you stay warm, stylish, and comfortable all day long—whether you’re swirling your glass by a firepit or enjoying a brisk stroll through snow-dusted vines.

And when you’re bundled up just right, you’re free to focus on what matters: good wine, good company, and a beautiful winter backdrop.

The Finishing Touch: Stay Warm with Heat Holders®

If you're looking to build the perfect cold-weather winery outfit, Heat Holders® offers thermal essentials designed to keep you cozy without adding bulk. From lightweight ULTRA LITE™ base layers that disappear under jeans and sweaters, to the stylish warmth of the ORIGINAL™ Zip Jacket, our cold-weather pieces make layering effortless.

Top it off with a Heat Holders® puffer jacket, beanie, and our versatile gloves—like Touch Screen Gloves for tech-friendly sipping or Converter Gloves for cozy dexterity.

So the next time you're wondering what to wear to a winery in the winter, let style and warmth walk hand-in-hand—with a little help from Heat Holders®.

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