From Sippin’ to Strippin’: Fall Dresses for Wine Tastings and Weddings

Fall weddings and winery weekends are basically hot girl autumn in heels. But what to wear when you’re aiming for “respectable guest” meets “one-wrong-look-away-from-a-makeout-in-the-vineyard”? You need a fall floral dress that turns heads, drops jaws, and still lets you double-fist a pinot and a mini quiche. Think slinky slip dresses, warm sheaths and boho prints that scream “I came to sip, slay, and maybe seduce the best man.”

It’s grape crush season and you’re not just here for the fermentation. Our fall dresses are made for wandering through vines, photobombing the couple’s golden hour pics, and waking up in someone else’s Airbnb sweater. Go for deep reds, golden florals, long sleeve maxis that show just enough leg to get dangerous, and midi dresses that say “I’m classy, but I’ve absolutely blacked out in a vineyard before.” These aren’t safe choices. These are scene-stealing, panty-dropping (but sustainable!) dresses for wedding guests who know their angles and their varietals.

So, if your Fall is full of weddings, winery weekends, or any event with open bars and questionable decisions; dress the part. These are the best fall wedding guest dresses for drinking wine, making out under twinkle lights, and being politely asked to not catch the bouquet with your teeth this time. Shop our full collection of fall floral midi and maxi dresses, designed to make you look like you’re someone’s future ex-wife in the hottest way possible. 🍷👰🤵