3 Stellar Looks For Your Fall Adventures

Maybe you're holding onto summer with everything you've got — but as for us? We're ready to close the books on hot, humid weather and plan some weekend adventures to take advantage of everything fall has to offer. For starters, we're talking juicy apples just ripe for the picking, tasty local wines waiting to be discovered, and farm festivals where you can get your fill of rural pleasures. And naturally, we've gone the extra mile and whipped up fuss-free outfits for each. Ahead, your guide to a fun-filled (and stylish) season.
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Fall fairs — be it small county festivals or their bigger state counterparts — are one of our favorite signatures of the season. For a day at the Virginia State Fair at the end of this month, keep things cozy and comfy with a calf-skimming full skirt, a classic tee, and a lightweight cardigan. Sleek flat sandals are made for traipsing the fairgrounds, while a simple backpack keeps your hands free for corn dogs and midway games.

Mango V-neckline Cotton T-shirt, $19.99, available at Mango; Forever 21 F9953 Round Sunglasses, $5.80, available at Forever 21; J.Crew Classic Merino Long Cardigan, $89.50, available at J.Crew; Steve Madden Geneeva Natural Sandal, $69.95, available at Steve Madden; Topshop Marigold Printed Calf Skater Skirt, $96, available at Topshop; Baggu Sailor Stripe Backpack, $42, available at Baggu.
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For a classy take on the Saturday road trip, head to Charlottesville to explore Early Mountain Vineyard, where you can sample local Virginia wines and catch live music on Fridays, Saturdays, and Sundays. Tour the gorgeous property in a breezy sundress and comfy boots, topped off with a cropped jean jacket to ward off the last rays of the summer sun.

Merona High-Low Hem Sundress, $17, available at Target; Kelly Wearstler Spyglass Necklace, $295, available at Charm & Chain; Courtshop Jeaner Jacket, $87, available at Bona Drag; Fossil Sydney Satchel, $178, available at Fossil; Loeffler Randall Felix Boot, $395, available at Piperlime.
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Heading outside the city limits to pick apples —from sweet, juicy Honey Crisp to the classic Red Delicious — is a rite of passage around this time of year. Slip into a casual getup that'll keep you cool (but still cute), and add comfy sneakers for wandering the orchards. A perky cap and wide sunnies ensure that you don't get too much sun.

KBL Eyewear Last Call Sunglasses, $240, available at AHALife; MiH Jeans The Sleeveless Chambray Shirt, $60, available at The Outnet; San Diego Hat Company Women's Banded Fedora Cap, $84, available at San Diego Hat Company; Keds Double Dutch Jersey Sneakers, $50, available at Keds; H&M Printed Shorts, $9.95, available at H&M stores.

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