Winery Weekend Packing

Where I’m Headed (and Why It’s the Perfect “Mini” Reset)
There’s something magical about a weekend getaway that requires minimal planning, zero passports, and plenty of rosé.

Disclosure: This post may contain affiliate links, meaning I get a commission if you decide to make a purchase through my links, and at no additional cost to you!

This month, I’m heading to one of my favorite long-weekend combos: brunching and wine tasting in wine country. It’s the kind of trip that doesn’t demand much—just a well-packed bag, good company, and a palette ready for cabernet and croissants.

It’s also the perfect “me time” move when you’re not in the mood for long-haul flights but still want a change of scenery (and wardrobe).
So let’s talk about what’s going in my weekender—and how I’m staying stylish, comfy, and vineyard-photo-op ready all weekend long.

Style Meets Sip: My Winery Weekend Outfit Lineup

Packing for a wine country trip is all about balancing casual elegance with effortless comfort. You’ll be walking through vineyards, sipping outdoors, and maybe sitting fireside in the evening—so your outfits should flex with your vibe.

Here’s what’s in my bag:

For Wine Tastings:

• Flowy Midi Dress — breathable, flattering, and easy to dress up or down. I’m packing this Amazon tiered dress in soft brown—it pairs perfectly with sandals or booties.
  
• Cropped Knit Sweater or Denim Jacket — layers are key! Wineries cool down fast in the afternoon.

For Brunch:

• Wide-Leg Linen Pants + a Fitted Tank — polished but relaxed. Add gold hoops and a structured crossbody for easy elegance.
  
• Flat Leather Slides — comfy enough for wandering cute downtowns but still chic.

For Casual Afternoons:

• Matching Lounge Set — soft, monochrome, and ideal for morning coffee on the patio or a mid-day nap. I swear by this bamboo-blend set—cozy but elevated.

Travel Light, But Travel Well

Packing for a weekend away doesn’t need to feel overwhelming. With the right staples and just a few thoughtful touches, you can feel pulled together, polished, and perfectly relaxed from the moment you zip your bag.

If you’re planning your own wine-and-brunch weekend soon, take this as your sign to go all in on comfort + style—because you deserve to feel like you, even when you’re off the clock.

Cheers to slow mornings, golden hours, and outfits you don’t have to think twice about.