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Hi Reader,

For something that’s basically just drinking wine, getting dressed for a wine tasting can feel surprisingly complicated.

Somewhere between “cute wine country outfit” and “practical for a walk in the vineyard,” things can spiral quickly.

Suddenly it turns into this:

…pull an outfit out of the closet
…try it on
…decide it’s too dressy
…change outfits three more times
…wonder if sneakers are acceptable
…question every shoe choice you own
…give up and put the first outfit back on
…leave behind a giant pile of clothes

I’ve been there, Reader. 😅

After a lot of wine tasting trips, I can confidently say: there’s no strict dress code at wineries.

But there are a few things that can make your day a lot more comfortable (and a lot more fun).

Here’s what to wear, what to avoid, and what actually works for a day in wine country.

👗 Dress for the Day

Wine tasting isn’t just sitting and sipping.

You may be walking in a hot vineyard, standing in AC at tasting bars, touring a chilly wine cellar, or all of the above.

So instead of planning an outfit around how it looks, think about what your day actually involves. The more your outfit matches the plan, the better the day feels.

👟 Shoes Matter

If you take away one thing, let it be this. Comfortable shoes will make or break your day.

Wineries often have uneven ground, gravel paths, stairs, and a lot more standing than you might expect.

Go for:

• Stylish sneakers
• Flats
• Low, block heels

Skip the stilettos or anything brand new that hasn’t been broken in. Your feet will thank you!

👜 Helpful Extras

A few things I always end up being glad I brought:

• A light jacket or sweater
• Sunglasses and a hat
• A crossbody bag (hands free = easier)
• Lip balm and sunscreen

🍷 What to Avoid

Here's what can make the day harder than it needs to be:

• White clothing (one splash of red and it’s over)
• Perfume or cologne
• Anything too casual or revealing
• Shoes you’re not 100% comfortable in

To make this even easier, I put everything into a quick cheat sheet you can use while packing.

⬇️ DOWNLOAD THE CHEAT SHEET

At the end of the day, you don’t need the perfect outfit.

You just want something comfortable enough so that you can focus on the wine instead of what you're wearing.

Cheers,

Laura

👜 Gear I'm Packing ​My go-to bag for hands-free tasting

👒 Finds I'm Loving This travel-friendly foldable sun hat​

🧳 Travel Tools I'm Using ​Packing cubes for staying organized

P.O. Box 44, Pinehurst, MA 01866
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