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Summer Winery Outfits

  • May 24, 2022
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ashley wearing a white midi dress, brown leather sandals, and a straw tote bag

We are heading to Hermann, Missouri this weekend with some friends, and I’m so excited for a long weekend to relax without kids. Hermann is known as Missouri’s wine country so we’ll be spending our days taking the hotel shuttle between wineries and doing some tastings. Of course, I’ve been thinking about outfit ideas for several weeks. Half the fun of vacation for me is planning my outfits! I’m sharing eight summer winery outfits in this post!

All of these summer winery outfits are comfortable for a day or evening sitting outside but still chic and feminine and keep to my mostly neutral color palette. I hope this gives you some ideas for your next wine country trip whether it be to Napa or somewhere in the Midwest!


Summer Winery Outfits

OUTFIT ONE

a collage graphic with a summer winery outfit idea with an eyelet top, cut-off denim shorts, leather sandals, and a straw tote bag
Eyelet Top // Denim Shorts // Leather Sandals // Straw Tote Bag // Gold Hoops

OUTFIT TWO

a collage graphic with a striped tank, white denim, heeled sandals, gray shoulder bag, and gold stud earrings
Striped Tank // White Denim // Heeled Sandals (code ASHLEYR15) // Gray Shoulder Bag // Gold Studs

OUTFIT THREE

summer winery outfit idea with a black cropped tank, tan trousers, heeled sandals, a straw tote bag, and a gold coin necklace
Cropped Tank (limited sizing; similar; similar) // Trousers (limited sizing; similar) // Heeled Sandals (code ASHLEYR15) // Straw Tote Bag // Coin Necklace

OUTFIT FOUR

a collage graphic with a black cropped tank, burnt orange midi skirt, black strappy sandals, a straw crossbody bag, a gold coin necklace, and gold hoops
Cropped Tank (limited sizing; similar, similar) // Midi Skirt // Black Strappy Sandals // Straw Crossbody Bag // Coin Necklace // Gold Hoops

OUTFIT FIVE

summer winery outfit idea with a white midi dress, leather sandals, a straw tote bag, and gold hoop earrings
White Midi Dress // Leather Sandals // Straw Tote Bag // Gold Hoops

OUTFIT SIX

a collage graphic with a black button front jumpsuit, black strappy sandals, a straw crossbody bag, and gold stud earrings
Jumpsuit (limited sizing; similar) // Black Strappy Sandals // Straw Crossbody Bag // Gold Studs

OUTFIT SEVEN

summer winery outfit idea with a white one shoulder tank, flax colored linen shorts, brown leather sandals, a straw crossbody bag, and a gold coin necklace
One Shoulder Tank // Linen Shorts // Leather Sandals // Straw Crossbody Bag // Coin Necklace

OUTFIT EIGHT

summer winery outfit idea with a green ribbed tank, denim jacket, black paperbag shorts, and black strappy sandals
Green Tank // Paperbag Shorts (code ASHLEYR15) // Denim Jacket // Black Strappy Sandals // Straw Crossbody Bag // Gold Studs

For more summer outfit ideas, check out my May Capsule Wardrobe with 30 outfit ideas!

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