Top HEYDUDE Deals & Price Drops for May 2026

For cocoa sipping season. The Wendy Wool Cozy lives up to the name with a wool upper that's sherpa-lined for extra warmth. Lightweight and comfy, these shoes also come with no-tie laces for easy on and off. Wendy T Wool Cozy Details: Elastic Laces Cozy Lined Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Little Kids' Shoes | Wendy Toddler Wool Cozy - Charcoal | Size 8

The Wally Dazed N Dude delivers effortless comfort with a laid‑back attitude. A breathable textile upper pairs with elastic laces and an easy‑on system for quick slip‑on wear. Designed to be travel‑ready, it features a removable foam insole for cushioned comfort and a lightweight, flexible outsole that keeps every step easy wherever you go. Wally Dazed n Dude Details: Textile upper Elastic laces Easy-on system Travel ready Removable foam insole Lightweight flexible outsole "} | HEYDUDE | Men's Shoes | Wally Dazed n Dude - Black/Green | Size 5

Trick question: is it really a boot if it feels like you're walking on clouds? Or has water-repellent faux leather superpowers? Or feels like a fairy-dusted marshmallow but also a sneaker boot? No seriously, we're asking. Because this lace-up Bradley's got it all. Bradley Classic Details: Synthetic upper Plaid collar lining Upper treated with water repellant spray Elastic laces Easy-on system Removable foam insole Lightweight flexible outsole | HEYDUDE | Men's Casual | Bradley Classic - Black | Size 14

Step into winter magic with the Wendy Nordic Sweater shoe—because who says your feet can't rock a sweater too? With a design that brings cozy Nordic vibes straight to your toes, these shoes are like wrapping your feet in your favorite sweater (but way more stylish and way less itchy!). Perfect for frosty mornings, snowball fights, or sipping hot cocoa by the fire, the Nordic Sweater shoe blends comfort with festive flair. Wendy Nordic Sweater Details: Printed textile upper Elastic Laces Printed textile heel Easy-on system Travel ready Removable foam insole with extra cushion Lightweight flexible outsole "} | HEYDUDE | Women's Casual | Wendy Nordic Sweater - Purple Ash/Multi | Size 5

{"short_description":"boat shoes, chaussures bateau, bootsschuhe, boat, bateau, sailshoe, deck shoes","long_description":"An all-American classic, the boat shoe brings easy style to casual plans and dressed-up occasions. These low-profile shoes have a skip lace along the faux leather upper, an element that once served to give sailors a secure fit as they found their sea legs. Voted most likely to get worn at every barbecue for the foreseeable future. Harbor Lo Classic Details: Synthetic upper Comfort cushioned ankle collar Elastic laces Easy-on system Travel ready Removable foam insole Lightweight flexible outsole "} | HEYDUDE | Men's Casual | Harbor Lo Classic - Navy Blazer/Boulder Tan | Size 13

For the fans who live every face-off, goal, and horn blast. The HEYDUDE × NHL® Wally Slip delivers signature HEYDUDE comfort wrapped in official team pride so you're set from pre-game to the final buzzer. Wally Slip NHL Islanders Details: Gameday Ready! Solid Wool and Mesh Upper Full Fur-Lined Interior Team Logo Embroidered Tongue Flex & Fold Technology Ultralight Printed Outsole Easy-On Slip-on Lacing System "} | HEYDUDE | Men's Mules | Wally Slip NHL Islanders - Varsity Blue/Orange | Size 13

{"short_description":"boat shoes, chaussures bateau, bootsschuhe, boat, bateau, sailshoe, deck shoes","long_description":"Naut your classic boat shoe. These low-profile deck shoes dial up the volume with a bold leopard print. Soft and lightweight, they're a comfortable choice for class, weekend plans and beach getaways. The skip lace adds a traditional element, while beads plus a shell charm bring the fun. Harbor Breeze Lo Premium Details: Synthetic upper Functional knot with stretch lace Synthetic heel Low profile ousole height of 18mm Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Women's Casual | Harbor Breeze Lo Premium - Leopard | Size 7

Camden just got cozier with Camden Suede Cozy. Covetable 360 degree comfort, suede upper with a faux shearling vamp and oh-so-light flex outsole will have you walking on cloud nine. We were thinking comfort and extra cute–totally delivered. Camden Suede Cozy Details: Suede upper with faux shearling vamp Synthetic heel Faux shearling interior Easy on heel webbing loop Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Women's Boots | Camden Suede Cozy - Charcoal | Size 5

Get ready to spin into the season with the Wally Hanukkah—the ultimate festival of feet! With playful patterns, dreidel-worthy details, and colors that shine brighter than the menorah, these kicks are made to celebrate in serious style. Slip 'em on for eight days (and nights) of comfort, from latke runs to family gatherings. Lightweight, cozy, and full of Hanukkah spirit, the Wally Hanukkah is your go-to shoe for dancing the hora or just chilling with a sufganiyah in hand. Wally Hanukkah Details: Festive canvas upper Elastic laces Lightweight outsole Flexible outsole Easy-on system Travel ready Removable foam insole "} | HEYDUDE | Men's Casual | Wally Hanukkah - Blue/Multi | Size 8

We took the classic Wally and made it winter-friendly. Faux leather upper and faux suede collar with soft knit lining details add to the genius of this mid height bootie. With slip-resistant grip outsole these lightweight go-to's are perfect for any commute. Wally Mid GripR Classic Details: Synthetic upper Upper treated with water repellant spray Mid height bootie—4.5 inches Easy-on heel pull tabs Elastic laces Easy-on system Removable foam insole Travel ready Lightweight slip-resistant outsole "} | HEYDUDE | Men's Boots | Wally Mid GripR Classic - Cognac/Tan | Size 14

{"short_description":"boat shoes, chaussures bateau, bootsschuhe, boat, bateau, sailshoe, deck shoes","long_description":"Yeah, these Harbor Lo Boat shoes are no stranger to destination weddings or sunsets. Our most premium boat shoe, the upper is full grain leather and features metal lace rivets. The best part? They feel just as comfortable as they look good. Because that's our craft. Harbor Lo Craft Leather Details: Full grain leather upper Stretch laces Premium metal eyelets Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Men's Dress Casual | Harbor Lo Craft Leather - Shaved Brown/Robe Brown | Size 14

Meet the Wendy Break Brushed Linen—your new go-to for relaxed days and effortless style. With soft, brushed linen uppers and a gentle, lived-in texture, this shoe brings that “already broken-in” comfort from the very first step. Wendy Break Brushed Linen Details: Textile upper Elastic laces Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Women's Casual | Wendy Break Brushed Linen - Chestnut | Size 12

{"short_description":"boat shoes, chaussures bateau, bootsschuhe, boat, bateau, sailshoe, deck shoes","long_description":"Naut your classic boat shoe. These low-profile deck shoes dial up the volume with a bold leopard print. Soft and lightweight, they're a comfortable choice for class, weekend plans and beach getaways. The skip lace adds a traditional element, while beads plus a shell charm bring the fun. Harbor Breeze Lo Premium Details: Synthetic upper Functional knot with stretch lace Synthetic heel Low profile ousole height of 18mm Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Women's Casual | Harbor Breeze Lo Premium - Silver | Size 9

{"short_description":"boat shoes, chaussures bateau, bootsschuhe, boat, bateau, sailshoe, deck shoes","long_description":"Naut your classic boat shoe. These low-profile deck shoes dial up the volume with a bold leopard print. Soft and lightweight, they're a comfortable choice for class, weekend plans and beach getaways. The skip lace adds a traditional element, while beads plus a shell charm bring the fun. Harbor Breeze Lo Premium Details: Synthetic upper Functional knot with stretch lace Synthetic heel Low profile ousole height of 18mm Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Women's Casual | Harbor Breeze Lo Premium - Leopard | Size 6

{"short_description":"boat shoes, chaussures bateau, bootsschuhe, boat, bateau, sailshoe, deck shoes","long_description":"An all-American classic, the boat shoe brings easy style to casual plans and dressed-up occasions. These low-profile shoes have a skip lace along the faux leather upper, an element that once served to give sailors a secure fit as they found their sea legs. Voted most likely to get worn at every barbecue for the foreseeable future. Harbor Lo Classic Details: Synthetic upper Comfort cushioned ankle collar Elastic laces Easy-on system Travel ready Removable foam insole Lightweight flexible outsole "} | HEYDUDE | Men's Dress Casual | Harbor Lo Classic - Bone Brown/Multi | Size 8

Ditch the laces but drop the anchor. These Wally stretch canvas shoes are laceless but full sail ahead. What we're trying to say is they are nautical-inspired. But you knew that already. Even though they slip on, hidden details keep them feeling snug on your feet. Wally Cru Stretch Canvas Details: Stretch canvas upper Lace-less slip-on design Synthetic heel Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Men's Casual | Wally Cru Stretch Canvas - Black/White | Size 8

{"short_description":"boat shoes, chaussures bateau, bootsschuhe, boat, bateau, sailshoe, deck shoes","long_description":"Rock the boat. These slip-ons are a luxe cow-print take on classic deck shoes. The upper is made of real leather that's textured to feel like calf hair, with a skip lace that adds a classic nautical vibe. Wear them with baggy jeans, cutoff shorts, flowy skirts and more — the world is your oyster. Harbor Breeze Lo Luxe Details: Leather upper Functional knot with stretch lace Leather heel Low profile ousole height of 18mm Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Women's Casual | Harbor Breeze Lo Luxe - Ivory/Cow | Size 12

{"short_description":"boat shoes, chaussures bateau, bootsschuhe, boat, bateau, sailshoe, deck shoes","long_description":"A preppy icon, boat shoes are back. And the Harbor Lo is one example of why they'll be trending forever. Effortlessly cool and endlessly versatile, they pair with anything from mini skirts to baggy jeans. The skip lace on the faux leather upper gives them a traditional vibe and secure feel. The outsole is lightweight and low to the ground — hello, sea legs. Harbor Breeze Lo Classic Details: Synthetic upper Functional knot with stretch lace Synthetic heel Low profile ousole height of 18mm Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Women's Casual | Harbor Breeze Lo Classic - Downtown Brown | Size 11

The Reyes Suede checks all the boxes: comfortable, cozy and cool toned colorways. Featuring a lace up front with easy-on and off thanks to our classic stretch lace system and dual pull-on tabs. Same go-to lightweight HEYDUDE™ construction with a suede upper and flattering mid height. This is the moc of the season. Reyes Suede Details: Suede upper Elastic lace-up front Boot height – 4.5” Dual pull-tabs Lightweight outsole Easy-on system Travel ready Removable foam insole | HEYDUDE | Women's Boots | Reyes Suede - Black/Black | Size 5

Stretch with the best in Wendy Stretch Sox. Classic HEYDUDE™ construction, stretch mesh material upper and elastic laces mean slip-on ease, comfort and lightness from top to bottom. Rock it all in foot-hugging style and all new seasonal colors. Wendy Stretch Sox Details: Stretch mesh Comfort cushioned ankle collar Elastic laces Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Women's Casual | Wendy Stretch Sox - Dusty Pink | Size 10

Finally. An ugly Xmas sweater for your feet. These festive Wally shoes are great for holiday parties, family get-togethers and anywhere else you like to make a scene. Made from printed textile, they're easy to wear with stretchy laces you don't need to tie and a lightweight, flexible sole that makes feet feel loved. Wally Holiday Sweater Details: Print on Textile upper Elastic laces Print on Textile heel Easy-on system Travel ready Removable foam insole Lightweight flexible outsole | HEYDUDE | Men's Casual | Wally Holiday Sweater - Red/Green/Multi | Size 11