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Summer to Fall Transition Pieces
26
items You don’t need a brand-new wardrobe the second summer ends. These are the pieces I’d reach for to bridge the gap between warm afternoons and crisp fall mornings. Think lightweight knits, timeless denim, effortless layers, classic leather accessories,...
Sections
5
Tops
Bottoms
Layers
Shoes
Accessories
Tops
The knitwear and layering pieces I’ll reach for from August through October.
The easiest way to make any outfit feel a little more polished. I love throwing this on over white denim while it’s still warm, then pairing it with darker denim as fall arrives.
100% Organic Cotton Striped Crew Sweater
A timeless cable knit is one of those pieces you’ll reach for year after year. Lightweight enough for cool summer evenings and perfect for layering into fall.
Women's 100% Organic Cotton Cable Crewneck Sweater
The soft blue feels like summer, while the cashmere makes it ready for crisp mornings. It’s the perfect bridge between seasons.
Mongolian Cashmere Cardigan Sweater
Butter yellow isn’t going anywhere. This cardigan lets you carry one of summer’s biggest trends right into fall.
Mongolian Cashmere Cardigan Sweater
The first layer I reach for when the mornings start getting chilly. Cozy, classic, and made for everything from coffee runs to weekend walks.
Patagonia Women's Micro D® 1/4-Zip Fleece Pullover
A denim shirt is one of the hardest-working pieces in my closet. Wear it open over a tank now, then buttoned up with jeans and loafers once the temperatures drop.
Oversized Boyfriend Button-Down Jean Shirt
Bottoms
Versatile bottoms that pair just as effortlessly with linen tanks today as they do with cozy knits and loafers tomorrow.
The perfect relaxed straight-leg jean. They feel effortless with sandals now and just as chic with loafers and a barn jacket in a few weeks.
AGOLDE Harper Jeans
White denim doesn’t have to disappear after Labor Day. Pair it with navy stripes, cable knits, and rich leather accessories for an easy fall transition.
Madewell The Emmy Wide Leg Jeans
Wide-leg denim is one of those trends that has become a wardrobe staple. This pair looks just as good with a simple tee as it does with a chunky sweater.
Levi's Ribcage Wide Leg Jeans
The perfect polished alternative to denim. These trousers make any outfit feel elevated while still being comfortable enough for everyday wear.
Daydrift High-Rise Straight-Leg Trouser
Don’t pack away your linen just yet. Swap your tank for a lightweight sweater or cardigan, and these instantly feel ready for late summer and early fall.
100% European Linen Wide Leg Pants
Layers
These lightweight jackets do the heavy lifting, making your favorite summer outfits feel instantly ready for fall.
A quilted jacket is one of the easiest ways to transition your wardrobe. It’s lightweight enough for September but cozy enough for those first crisp mornings.
Barbour Barbour Beadnell Quilt Barn Jacket
Barn jackets are having a major moment, and this denim version is the perfect blend of classic and on-trend. Throw it over everything from dresses to denim.
Denim Barn Jacket
This is the kind of investment piece you’ll wear for years. It instantly gives any outfit that effortless countryside-inspired feel.
Barbour Barbour Ovingham Casual Jacket
A short trench offers all the polish of a classic trench in a silhouette that’s perfect for those in-between weather days. It’s one of my favorite ways to elevate a simple jeans-and-tee outfit.
Khaki Drew Short Trench Coat
Every transitional wardrobe needs a great denim jacket. Layer it over linen while it’s still warm, then over sweaters once fall arrives for a piece you’ll wear on repeat.
Women's 100% Organic Cotton Denim Jacket
Shoes
The footwear that bridges warm-weather outfits and crisp fall mornings without skipping a beat.
A classic leather loafer instantly makes any outfit feel more polished. They’re the pair I’ll be reaching for the minute the temperatures start to cool.
Italian Leather Soft Loafer
Boat shoes are back in the best way. They add that effortless coastal feel to everything from straight-leg denim to relaxed trousers.
Sperry Authentic Original Boat Shoe
Not quite ready to pack away your sandals? Fisherman sandals are the perfect in-between shoe that works beautifully with both summer and early fall outfits.
Italian Leather Fisherman Sandal
Every fall wardrobe needs a great Chelsea boot. This pair is timeless, versatile, and looks just as good with dresses as it does with your favorite jeans.
Madewell The Benning Chelsea Boot
Rainy days don’t have to mean sacrificing style. These waterproof Chelsea boots are practical, sleek, and made for unpredictable fall weather.
Hunter Refined Waterproof Chelsea Boot
Accessories
The finishing touches that instantly make summer outfits feel ready for fall, without changing your entire wardrobe.
The bag that’s been everywhere for good reason. Rich leather and a relaxed silhouette make it the perfect bridge between summer and fall.
Brooklyn Shoulder Bag 28
A timeless everyday tote that carries everything you need while adding a polished finish to any outfit.
Italian Leather Triple Compartment Shopper Tote
A lightweight scarf is one of my favorite transition pieces. Wear it around your neck, in your hair, or tied onto your handbag for an effortless pop of color.
Mediterranean Scarf in Blue
When the mornings start feeling cooler, this is the first accessory I’m reaching for. Lightweight enough for early fall but cozy enough to carry you through the season.
Featherweight Cashmere Silk Frayed Edge Scarf
Simple gold hoops are the kind of accessory that works with every outfit, every season. This set gives you three everyday options you’ll wear on repeat.
BaubleBar Maris Set of 3 Water Resistant Hoop Earrings