Popsugar Fashion Street Style How to Wear Bermuda Shorts With Boots Spotted at Fashion Week: A New Hack For Making Shorts Look Superchic 13 February 2020 by Laura Lajiness Kaupke Image Source: Style Du Monde As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work. From shirt jackets to baseball hats and belts galore, New York Fashion Week has given us a lot of street style trends to inspire new and innovative outfits. One look we didn't anticipate being inspired by in February? Bermuda shorts! Specifically, Bermuda shorts paired with tall boots for a cold-weather take on the Spring trend. Sound crazy? Stick with us, it's actually quite good. After dissecting the Spring/Summer 2020 collections and deducing from them the biggest trends, we quickly realised that Bermuda shorts were going to be big in 2020. While Bermuda shorts started percolating on the trend circuit by way of denim and biker shorts earlier in 2019, the new-decade's Bermudas come more tailored and polished, including trouser-like silhouettes and supple leather styles. While we've had this trend on the back-burner to wear with Spring's biggest shoe trends like minimal sandals and loafers, the NYFW street-style scene proved to us that we need to start busting them out now with tall boots — from to-the-knee styles to thigh-high shapes. The result of this power pairing is refreshingly chic and, likely, a combo you haven't experimented with. Even better, while this fresh Bermuda-short-and-tall-boot formula is perfect in cool weather, it's totally transitional as we inch our way closer to Spring temperatures. The knee-high boot trend is showing no signs of slowing down, thus making this unique combo one that makes the otherwise cold-weather shoe style suitable in balmier weather. To give you a visual how-to on styling Bermuda shorts with tall boots, ahead I've culled my favourite outfits from NYFW. When (not if!) you become convinced to try the look for yourself, I've picked out an edit of stylish shorts and boots at a range of price points so you can re-create these looks ASAP. Related: Belts Are Having a Big Moment Right Now; Here's How to Wear One Like a Street Style Star How to Wear Bermuda Shorts With Boots Image Source: Getty / Gilbert Carrasquillo Black leather Bermuda shorts and tall boots á la Kendall Jenner put a fresh spin on head-to-toe black. Pixie Market Riley Leather Culottes Image Source: pixiemarket.com Pixie Market Riley Leather Culottes ($118) Pixie Market Riley Leather Culottes $118 from pixiemarket.com Buy Now Stuart Weitzman The Milla 60 Boot Image Source: stuartweitzman.com Stuart Weitzman The Milla 60 Boot ($398, originally $795) Stuart Weitzman The Milla 60 Boot $398 from stuartweitzman.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Style Du Monde A monochromatic palette makes teaming a pair of leather Bermuda shorts and knee-high leather boots a little easier. For a playful pop, a neon bag is the perfect accent. Frankie Shop Flat Front Leather Shorts Image Source: thefrankieshop.com Frankie Shop Flat Front Leather Shorts ($118, originally $169) Frankie Shop Flat Front Leather Shorts $118 from thefrankieshop.com Buy Now Sam Edelman Raakel Block Heel Tall Boots Shoes Image Source: bloomingdales.com Sam Edelman Raakel Block Heel Tall Boots Shoes ($158, originally $225) Sam Edelman Raakel Block Heel Tall Boots Shoes $158 from bloomingdales.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Style Du Monde A leather pair of over-the-knee boots make a tailored pair of khaki Bermuda shorts feel edgy as ever. & Other Stories High Waisted Belted Cotton Shorts Image Source: stories.com & Other Stories High Waisted Belted Cotton Shorts ($79) & Other Stories High Waisted Belted Cotton Shorts $79 from stories.com Buy Now Steve Madden Terrain Black Leather Boots Image Source: stevemadden.com Steve Madden Terrain Black Leather Boots ($231) Steve Madden Terrain Black Leather Boots $231 from stevemadden.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Getty / Christian Vierig Make a black turtleneck and boots more exciting with a tailored pair of leather Bermuda shorts in an Earthy green shade. Aeron- Moss Helen Wide Leg Capri Pants Image Source: thefrankieshop.com Aeron- Moss Helen Wide Leg Capri Pants ($408) Aeron- Moss Helen Wide Leg Capri Pants $408 from thefrankieshop.com Buy Now Tamara Mellon x Frame PIC Over The Knee Boots Image Source: tamaramellon.com Tamara Mellon x Frame PIC Over the Knee Boots ($895) Tamara Mellon x Frame PIC Over the Knee Boots $895 from tamaramellon.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Getty / Christian Vierig Obsessed with neutrals? How about black leather Bermuda shorts, Earthy green boots, a black turtleneck, and a cream or tan jacket. Babaton Serif Long Wide-Leg Short Image Source: aritzia.com Babaton Serif Long Wide-Leg Short ($128) Babaton Serif Long Wide-Leg Short $128 from aritzia.com Buy Now Dear Frances Sleeve Boot Image Source: dearfrances.com Dear Frances Sleeve Boot ($795) Dear Frances Sleeve Boot $795 from dearfrances.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Getty / Daniel Zuchnik Denim Bermuda shorts aren't just for warm weather! Right now, try them with colourful snake-print boots and a chunky cardigan. FRAME Le Vintage Bermuda Sanded Seam Raw Edge Image Source: shopbop.com FRAME Le Vintage Bermuda Sanded Seam Raw Edge ($200) FRAME Le Vintage Bermuda Sanded Seam Raw Edge $200 from shopbop.com Buy Now Paris Texas Python-Print Stiletto Knee Boots Image Source: neimanmarcus.com Paris Texas Python-Print Stiletto Knee Boots ($825) Paris Texas Python-Print Stiletto Knee Boots $825 from neimanmarcus.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Style Du Monde A Bermuda short suit set with snake-print boots is a sophisticated way to rock the trend. Frankie Shop Julie Pleated Gabardine Shorts Image Source: Net-a-Porter.com Frankie Shop Julie Pleated Gabardine Shorts ($125) Frankie Shop Julie Pleated Gabardine Shorts $125 from net-a-porter.com Buy Now Kenneth Cole Justin Snake Print High Heel Knee Boot Image Source: kennethcole.com Kenneth Cole Justin Snake Print High Heel Knee Boot ($110, originally $225) Kenneth Cole Justin Snake Print High Heel Knee Boot $110 from kennethcole.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Getty / Christian Vierig Experiment with textures and pair black leather Bermuda shorts with suede over-the-knee boots. Self-Portrait Faux-Leather Bermuda Shorts Image Source: mytheresa.com Self-Portrait Faux-Leather Bermuda Shorts ($310) Self-Portrait Faux-Leather Bermuda Shorts $310 from mytheresa.com Buy Now Jessica Simpson Ladee Over the Knee Boot Image Source: shop.nordstrom.com Jessica Simpson Ladee Over the Knee Boot ($90, originally $150) Jessica Simpson Ladee Over the Knee Boot $90 from shop.nordstrom.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Style Du Monde Whether tucked in or worn loose over tall suede boots (mine are a vintage Gucci pair from Vestiaire Collective!), plaid Bermuda shorts are the perfect way to try this outfit formula at work. H&M Wide-Cut Shorts Image Source: www2.hm.com H&M Wide-Cut Shorts ($60) H&M Wide-Cut Shorts $60 from www2.hm.com Buy Now Gucci Black Suede Boots Image Source: us.vestiairecollective.com Gucci Black Suede Boots ($290, originally $359) Gucci Black Suede Boots $290 from us.vestiairecollective.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Getty / Shannon Finney According to fashion girls at New York Fashion Week, there's no such thing as too much leather. So, why not team a pair of black Bermudas in the luxe fabric with a croc-effect pair of leather boots. Frankie Shop Pernille Pleated Faux Leather Shorts Image Source: Net-a-Porter.com Frankie Shop Pernille Pleated Faux Leather Shorts ($119) Frankie Shop Pernille Pleated Faux Leather Shorts $119 from net-a-porter.com Buy Now Schutz Pedria Boot Image Source: schutz-shoes.com Schutz Pedria Boot ($325) Schutz Pedria Boot $325 from schutz-shoes.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Style Du Monde Who said black and brown don't go together never saw this genius Bermuda-short-and-tall-boot outfit. COS Straight Leather Shorts Image Source: cosstores.com COS Straight Leather Shorts ($350) COS Straight Leather Shorts $350 from cosstores.com Buy Now Dolce Vita Kasidy Boots Image Source: dolcevita.com Dolce Vita Kasidy Boots ($161, originally $242) Dolce Vita Kasidy Boots $161 from dolcevita.com Buy Now How to Wear Bermuda Shorts With Boots Image Source: Style Du Monde Edge up leather Bermuda shorts with an on-trend pair of "ugly" lug-sole boots. Pull&Bear Shorts Image Source: pullandbear.com Pull&Bear Shorts ($36) Pull&Bear Shorts $36 from pullandbear.com Buy Now Asos Designs Capital Chunky Knee High Boots Image Source: asos.com Asos Designs Capital Chunky Knee High Boots ($80) Asos Designs Capital Chunky Knee High Boots $80 from asos.com Buy Now Street StyleShoppingFashion TrendsFashion ShoppingCelebrity Street StyleStyle How-ToSpring FashionSpring TrendsFashion WeekNew York Fashion Week