Rachel here! As Grapevine’s buyer, I spend my days finding the pieces I know you’ll love. Fall is my favorite season to buy for and I had so much fun putting together these looks for you. Each one blends comfort and style so you can get dressed fast and feel confident all day. Scroll to see my insider picks and shop them before they sell out because these are the ones I am most excited about this season.
Look 1 – The Throw-On-and-Go Outfit
Every closet needs a uniform you can rely on. This one is all about mixing shades of gray for a look that feels modern and easy. Start with the new Theo Perfect Tee by Frank & Eileen. It is soft, perfectly cut, and gives just enough shape to layer well. Add a cozy cardigan, your favorite denim, and slip into loafers that feel comfortable but look polished. A beanie, tote, and hoops keep it casual but still styled.
Style Tip: Layering grays looks intentional when you vary the tones. Keep one piece lighter, one mid, and one darker so the outfit feels balanced.
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Look 2 – The Color You Need This Fall
Deep reds are everywhere this season and the Patrick Henley is the easiest way to wear the trend. It has been a Grapevine bestseller year after year for a reason. Comfortable, flattering, and polished without trying too hard. This is Rachel’s favorite look for office days. The Patrick Henley layered with a cashmere vest feels just right for chilly mornings and keeps the outfit light but cozy. Pair it with relaxed boyfriend jeans and sneakers for an easy workday look, and finish with simple jewelry to make it feel styled.
Style Tip: Push the sleeves up, stack a bracelet or two, and let the vest show. It adds texture and makes the outfit look finished.
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Look 3 – The Statement Jacket Moment
Fall is the season of jackets and nothing makes an entrance like a leather one. This look is simple but strong. A black tee and green trousers are the base, then the jacket takes over as the star. Silver jewelry gives shine and a structured flat keeps it wearable all day. It is the kind of outfit that feels just as right for dinner downtown as it does for an afternoon outing.
Style Tip: Treat the jacket as your accessory. Keep the rest of the look pared down so the leather can be the focus.
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Fall is when style gets fun again and these looks are proof. Mixing grays gives a fresh twist on your everyday basics. Deep red feels like the season and makes a simple outfit stand out. A leather jacket instantly transforms a look into something special. These pieces will take you from coffee runs to evenings out and make getting dressed the easiest part of your day.
Ready to make them yours? Shop Rachel’s Picks Here →
