Fall is right around the corner. If you're looking to gear up for the coming months, you've landed in the perfect place. Transitional dressing can be a little tricky, as most people find it difficult to manage the switch between seasons. I utilized my fashion and shopping expertise to help you carry your current summer favorites into the new season seamlessly by finding the top transitional-weather picks to focus your closet refresh on.
It doesn't take a lot to achieve peak between-season fashion, so I'll tell you exactly what you should buy and where to buy high-quality, editor-approved versions of each item. I recommend investing in versatile jackets, flat shoes, lightweight knits, tall boots, and a beautiful leather tote to really step into the fall vibes. Keep scrolling to shop summer-to-fall transitional clothing today.
Shop Summer-to-Fall FashionVersatile Jackets
An easy jacket is the perfect way to make your go-to pieces fall-friendly. For fall 2026, funnel-neck silhouettes have been trending in various fabrications. However, you can't go wrong with other timeless styles.
ZARA High Collar Bomber Jacket Princess Polly Enlightened Faux Suede Bomber Jacket Maeve Imara Faux-Suede Funnel-Neck Jacket Nordstrom Belted Stretch Cotton Short Trench Coat Sam Edelman Faux Leather AnorakFlat Shoes
Trade your favorite sandals in for a solid flat-shoe style. Whether it's loafers, Mary Janes, ballet flats, or mules, there's endless potential for styling with this shoe category. I love wearing fun socks to give my outfit a little extra personality.
Franco Sarto Tesia Flat adidas Taekwondo Mei Ballet Flat MARGAUX The Phoebe Flats Franco Sarto Tinsley Mary Jane Flat Nordstrom Sylvie Loafer Marc Fisher Jaynie Almond Toe Loafer MuleLightweight Knits
As the leaves turn, sweater weather ensues. Having go-to lightweight knits can make the biggest difference when weather conditions start to shift. You can't go wrong with cashmere, and either a cardigan or crewneck is a perfect place to start.
Reformation Clara Cashmere Crew Cardigan Caslon Wool & Cashmere Blend Cardigan Barbour Woodhouse Wool & Cashmere Crewneck Sweater COS Cashmere V-Neck Cardigan STAUD Serrano Relax Fit Cashmere Crewneck SweaterTall Boots
Boots are quintessentially fall, and I'm partial to taller styles. Pair your favorite boots and tights with cute trouser shorts, skirts, and dresses from the last few months to give them that autumn treatment.
Steve Madden Brax Pointed Toe Boot Marc Fisher Daynna Knee High Boot Frye Kate Block Heel Boot Frye Campus Knee High Riding BootLeather Tote
It's officially time to retire your raffia and straw carryalls for a fall- and winter-friendly leather or suede tote. Classic colorways, like luxe black or warm, rich brown, won't disappoint.
DeMellier The New York Madewell Handwoven Leather Tote JW PEI Large Nala Faux Leather Wide Tote COACH Broadway Tote Bag Madewell The Lexington Leather Tote STAUD Maude Suede Tote Bag