The perfect time to add some fresh new kicks to your rotation is in those transitional months between seasons? And the perfect moment to snag discounts before fall? Labor Day weekend, baby. Admittedly, I’m a shoe snob, as in I don’t believe in wasting money on footwear that won’t really last or that’s unjustifiably overpriced. So, when it comes to sneakers, slides and sandals, believe I’m only snagging treasures on a deep, deep discount. I’ve rounded up the best Labor Day shoe deals below, including discounts on brands like Nike, Hoka and Dr. Martens. Grab your must-haves ASAP and give your feet a new reason to be happy!
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Some colorful kicks to elevate that basic look (55% off)
These Gola sneakers are just effortlessly cool. The suede kicks feature Gola’s branding side stripes, but with a slight twist: stylized laces. Add these to your uniform look to get a pop of color and catch some attention. Grab a pair in women’s 6-10, and in SO many colors for an additional 40% off when you add them to your cart.
Iconic Mary Jane flats (30% off)
I don’t think there’s a trend I’m more glad to see come back around than the Mary Jane flats. When have they ever not been cute? And now, the entire world knows all over again. The latest iterations of the shoe blend modern and classic elements — a slightly sharper toe without going full-on triangle pointer, gold hardware in updated shapes and materials that go far beyond the classic leather finish.
I’m partial to the jacquard Sam Edelman design on the left, but that classic black Mary Jane will always have my heart so I couldn’t leave out the velvet blacks on the right. They’re available in sizes 5-14 and select colors.
Some retro-runners at an unbelievable price (70% off)
These Nike shoes are just like they used to make them — in the ‘70s, that is. These runners have a nylon upper with some suede accents and a waffle outsole for some added traction and flair. Get these low-profile shoes for a whopping 70% off when you add them to your cart, as Urban Outfitters is currently offering an additional 40% off already-on-sale items. They’re available in two colors and in women’s sizes 6-10.
Or, a pair of men’s-only Merrell trail runners for those outdoor steps (25% off)
The lightweight Morphlite running shoes are best on breezy trails and paths with little to no obstacles, making them great road-to-trail sneakers. They’re made with recycled materials and feature a sticky outsole designed for grip on slippery terrain. Several reviewers love the Morphlites for their colorful style and soft outsoles. These come in men’s sizes 7 to 15, and right now, you can grab a pair for up to 25% off in several colors.
Now, you anti-leather folks aren’t off the hook with the bright sneakers… (up to 37% off)
Starting to get it now? Don’t let the coolness of an edgy skateboarder or street style connoisseur trick you into thinking these aren’t for you. These faux leather options can jazz up a plain white tee and jeans or a simple dress if only you’d let yourself have a smidge more fun. And at nearly 40% off, what better reason to try this out? Snag these subtle yet playful Tigeridea sneaks while the discount is live and the good colors and sizes remain stocked.
They’re available in sizes 6-11.
A truly wild pair of Dr. Martens (55% off)
Animal patterns are so fun to wear, and these Dr. Martens truly show just how wild an outfit can get. These Dalmatian-printed Zebzag Slide Sandals feature the signature yellow stitching along the shoe’s construction, along with some aggressive outsoles and a soft footbed for a nice mix of comfort and edgy style. Grab a pair in women’s whole sizes 6 to 10 at the lowest price when you add it to your cart.
A pair of bright new Vans to REALLY make that outfit pop (51% off)
These sneakers are sure to catch the attention of any onlooker. While yes, they are spring colors, that doesn’t mean they won’t work through fall and winter for a nice pop of color! These low-profile Vans are styled after some of the company’s ‘80s kicks, but decorated in modern-day materials like soft, brushed suede and a cushioned OrthoLite insole. They come in a small selection of unisex sizes, fitting women’s 6 all the way up to men’s 8.5, and in two colors. Nab them at a whopping 51% off when you toss a pair in your cart.
Some espadrille flats for a pre-fall upgrade (up to 64% off)
These Mary Jane espadrille flats are up to 64% off, and just in time for the fall season approaching. Isn’t the best part of transitional season getting things at a steep discount you can use next year, too? Think how happy your spring-is-here-again self will be to see these on the shelf. Grab a pair in so many colors, and in women’s sizes 5-10.5.
Promising review: “Got them in two colors. They’re of perfect height platform and cute enough to go with everything. LOVE them far better than other styles/brands.” — aana
Some cushy everyday sneakers to wear with everything and anything (up to 25% off)
A cute everyday sneaker that won’t wreck your budget? That’s right. These Project Cloud sneakers are as low as $23 today, and they have a classic silhouette with a wear-with-anything design, a cushy memory foam insole and a non-slip sole, making them a solid option for commuting, travel and long days on your feet. And it’s at a fraction of your favorite big brand rival. Grab a pair in women’s 5.5-11.
Sneakers with a stylish Mary Jane twist (16% off)
One of my favorite trends these days is the daintier takes on sneakers! From the ballet-inspired ones to these Mary Jane-style slip-ons, I’m all for never compromising comfort to serve a look. Amazon’s got these sneaker-fied flats marked as 28% off, but I’m actually clocking the discount to be more like 16% off. That said, good comfy sneakers you can dress up or dress down for under $40 are a deal all by themselves.
Promising review: “these shoes are so comfy and very stylish. i have reached for these daily since purchasing them. i am in between sizes so i got a 9 and an 8.5 & they both fit great. the 9s have a bit more room in the heel but not enough that they are uncomfortable. the 8.5s fit a bit more snug but doesn’t make it uncomfortable.” — Breanna Manusina
Mesh pointed-toe flats that let you choose your own adventure (15% off)
These knit flats let you give off bold energy with the foxy fuchsia beauties or understated polish in the cognac. Other standout hues include green and a dashing red. Whichever you choose, the knit-style design communicates effortless dressing.
Some heavily-treaded lifestyle shoes that pay homage to the great outdoors (25% off)
Keen’s Jasper sneakers take inspiration from rock climbing shoes to give them a relaxed, but definitely outdoor-forward appearance. The Jasper Zion, on the other hand, amps up the aggressiveness with some jagged outsoles for added traction on dirt, and some very colorful, almost bungee-cord-like shoelaces. They’re certainly unique, and according to customers, they’re also super comfy. Grab a pair in men’s sizes 7-15 and women’s 5-11.
Check out these other Keen shoes on sale at REI right now, for as much as 25% off:
- Women’s Keen Targhee IV Mid Waterproof Hiking Boots
- Men’s Keen Targhee IV Mid Waterproof Hiking Boots
- Women’s Keen Newport H2 Sandals
- Men’s Keen Newport H2 Sandals
Classic, surfy flip-flops for quick errands (up 22% off list price)
Reef’s Phantom sandals have earned a loyal following thanks to their cushioned footbed, anatomical arch support and water-resistant build. They’re lightweight enough for beach days, but comfortable enough to wear long after summer vacation ends. Wear ’em out to the farmer’s market this season and stay loose and breezy. It’s available in sizes 4-17.
The men’s Clayson slip-on mule that delivers laid-back edge (up to 18% off)
Michael Fishkin, a certified podiatrist at Northern Illinois Foot & Ankle Specialists, previous told HuffPost Shopping writer Griffin Wynne that Dr. Martens shoes get his seal of approval for their ample support and durable sole.
Last year, these low-profile mules were a Prime Day breakout, and we’re happy to see them back on sale at up to 18% off. Reviewers say they’re “everything you’d expect from Dr. Martens with a laid-back twist,” calling them “stylish, sturdy, and easy to wear.” “Classic Dr. Martens DNA — solid construction, durable sole, and enough weight to feel substantial without being clunky,” one wrote.
Mule heels that instantly elevate in more ways than one (15% off)
Whether you’re Head of the High-Heel Wearing club or a novice, this Coutgo cutie is the pump to snag. It’s easy to walk in thanks to a lower heel, yet maintains high visual impact to round off a polished look. The mule is under $40 thanks to an existing 15% off sale. Plus, there’s an extra 5% off if you snag two — which you should; the leopard print and another solid should do it!
And what will they pair well with on this list of Labor Day deals, class? Dang near everything! [The jeans. The sundress. The black Kate Spade bag] 👀. I highly doubt buyer’s remorse awaits you here. This is a staple shoe you can get endless wear out of.
An ultra-cozy Hut Moc 2 casual slip-on (up to 41% off list price)
This slip-on moc combines a ripstop synthetic upper with a flexible and supportive sole made from algae biomass. It’s up to 41% off right now in men’s whole sizes 7-15 and women’s sizes 5-11.
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Promising review: “The Hut Moc 2 is my go to shoe in the house, taking my dog out for a quick walk, and when I travel. It’s a light weight shoe, breathable, and doesn’t restrict my feet. Not to mention, these shoes are easy to put on and take off and that’s especially important when you’re traveling. If your in line at the airport going through security check, the shoes come off easily, get you through the line, and goes right back on quickly. It seems like Merrell is doing away with these shoes and that’s a shame. If you had any more size 12, I’d buy them up in a heartbeat.” — KennedyMC
A classic hiking sneaker with easy, easy access (up to 31% off list price)
Merrell’s Moab shoe is one of the brand’s earliest designs, and its popularity persists after years of refinement. The Moab 3 is available in men’s and women’s sizes and is equipped with a host of rugged features – a Vibram outsole and a rubberized heel and toe cap – to make logging miles as safe and comfortable as possible. What makes this specific Ready Zip model different is its side zipper – just unzip the shoe and slide it on for easy access, no tying required. Grab it in women’s sizes 5-11 and men’s sizes 7-15.
The “I look amazing, yes, but I am here to work out” running sneakers (30% off)
Your running shoes don’t have to be dreadful and run-down. They can look as cool as your fitness goals without compromising a drop of support. These Adidas Response Pace running shoes offer a dash of color and a healthy dose of comfort thanks to Cloudfoam cushioning. Even better? They’re 30% off when you clip that on-page coupon, and stocked in sizes 5-12.
HuffPost reader’s favorite walking shoes (15% off)
This isn’t a drill: HuffPost readers’ favorite walking shoe is under $40. They rarely goon sale (like, not since March 2025), so when we spotted an on-page coupon dropping the price on these already-affordable shoes even lower, it was no question to share the deal with you. While we usually only cover deals 15% and above, these shoes are so good, so loved and so affordable — we had to bend the rules.
The sole is made of sturdy, non-slip material, and the insole is made of comfortable memory foam that cushions every step. They’re incredibly lightweight, which may turn you off when you first pick them up, but trust us when we say this will work in your favor when you’re on your feet all day. “They are the most comfortable shoes ever,” shopper Lisa, who says they have wide feet, wrote. “I can wear these all day and almost forget I have shoes on…I plan on buying a couple more pairs to have on hand when I need them.”
A modern trail hiker with total waterproofing protection (30% off)
Modeled after Merrell’s archival Chameleon family of shoes, the Cham Redux Storm is a reimagining of sorts, blending an old-school trail shoe with a modern rugged hiker. They’ve got a pretty bold design to look striking in the city streets, but they’re still just treaded enough for some mild hiking. This version is Gore-Tex for complete waterproofing, too, making it a great choice for city commuters looking to escape the rain and puddles. Grab it in unisex sizes and in so many colors for 30% off with this Labor Day sale.
Some trust road-running shoes for daily walks and jogs (19% off)
Hoka’s ubiquitous Clifton sneakers are beloved by runners and walkers alike, and the Clifton 10 is no exception. Hoka released this model just last year, adding a more refined heel, improved forefoot fit, a stable ride, and a double-lace lock to make getting in and out of your shoes even easier. They’re also extremely lightweight, with most sizes weighing under 9 ounces per shoe. It’s 19% off for Labor Day at REI, in both men’s and women’s sizes.
- Women’s Hoka Arahi 8 Running Shoes
- Men’s Hoka Arahi 8 Running Shoes
- Women’s Hoka Bondi 9 Running Shoes
- Men’s Hoka Bondi 8 Running Shoes
Some street-to-trail shoes that are stylish, unique and extremely comfy (22% off)
With a FlexPlate for stability, an ultra-lightweight foam midsole and some dense cushioning, the SpeedArc Matis is one of Merrell’s most functional — and weirdest-looking— shoes. The trail shoe also has a Vibram MegaGrip, giving it extra traction on slippery trails, helping you maintain grip on gravel and wet terrain.
It has a slight rocker for an easy toe-off with each step, and the cushioning gives it a certain bounce that propels you forward. It’s designed for the trail, though it looks great enough to be a casual commuter shoe. These are available in so many colors, in women’s sizes 5-11 and men’s sizes 7-15.
Promising review: “I am a sneaker queen, and these are the King of sneakers. They are definitely the most comfortable pair that I own at the moment. I matched tgem up with everything thing shorts, dress, slacks, and jeans. I took them to Montana and walked all around the glacier out there, and then wore them to dinner.” — Charil
Extremely cushy road-running shoes with a generously wide toe box (up to 50% off list price)
Altra’s well-loved running shoes are known for their generously wide toe box, giving ample room to spread those dogs out. Its Torin model is no exception. Altra’s Torin 8 sneaks are extra-cushioned for everyday running, walking and training, and they sport a heel mold to keep your foot in place. Grab a pair on sale in women’s sizes 5.5-12 and men’s sizes 7-15, in so many colors, at up to 50% off.
Other Altra shoes on sale for 25% off include:
- Men’s Olympus 6 trail-runners
- Women’s Olympus 6 trail-runners
Promising reviews: “I’m a New York City, 73-year-old grandma and nanny. Lots of pavement walking with toddler in tow and lots of stairs. One foot is bigger than the other. I LOVE the wider toe base. Also, I find the Altra running shoes last a lot longer than any other brand. I’m a senior on tight budget, and really appreciate the longevity of the shoe. Cushy and comfy with great support. I really appreciate REI return policy. I have never used this, but appreciate it is available in case a shoe doesn’t work.” — Connie
“I have been wearing the Paradigms for the last several years, but I figured I would try out these Torins. They are great! A lot of cushion for long miles, but enough firmness to maintain stability. There is a rocker-like feel to them too, meaning the miles are effortless, whether walking or running.” — Arizona100 miler
Some bestselling, ultra-comfortable Jungle Mocs (25% off list price)
The Jungle Moc comes in regular, half and wide sizes as well as in a variety of neutral, easy-to-style colors. High-quality leather uppers even give you wiggle room to dress it up a tad.
HuffPost’s sales editor, Kevin Cortez, said that he’s “owned four pairs at once, and with so many colors, it’s tough finding one you won’t vibe with.” Cortez also noted that his Mocs are “probably some of the most comfortable slip-ons I’ve ever worn,”; he added that “they feel snug yet super comfy.”
Grab these must-haves in men’s sizes 7-15 and women’s sizes 5-11.
Promising review: “The best shoe for stable casual comfort and fit… makes walking rapidly breeze and safe… and looks absolutely fabulous with my leggings and various daily attire Absolutely LOVE this shoe!” — SA Frost
A pair of hiking sandals converting Teva wearers (20% off)
Reviewers say these on-sale Ubfen women’s hiking sandals are “even more comfortable” than brands like Teva or Keen. Thanks to a 20% discount, you can get a pair for under $40 — all the more reason to grab a pair before your next hike or vacation or to switch up your summer shoes.
Bottom line: For folks with foot pain, getting these sandals has been a “game changer” for hiking and other activities.
A sturdy, waterproof hiking boot for the adventures to come (up to 30% off)
A reliable pair of hiking boots can easily cost well over $160, so this Labor Day deal is definitely worth checking out. The Keen Targhee III Mid Waterproof hiking boots are on sale right now, and they offer a rugged, trail-ready performance for less than $140 today. Built with a waterproof leather upper, a mid-ankle height and a grippy all-terrain outsole, these boots are made for everything from muddy trails to weekend camping trips. It also has a roomy toe box to give you some extra breathing room. Grab a pair in men’s sizes 7-17 and women’s sizes 5-11.
Some zero-drop hybrid sneakers that feel “like walking barefoot” (40% off list price)
That aggressive outsole isn’t just for looks. The Wrapt helps wearers with traction on any outdoor terrain. Paired with its zero-drop build, these are closer to natural, barefoot shoes than regular cushy sneakers. Nab them at 40% off in men’s sizes 7-15 and women’s sizes 5-11.
Promising review: “I am 50 years old and had foot surgery in the last year. I also have an autoimmune disease that causes my feet and hands to swell a bit. These shoes are the most amazing and most comfortable shoes I could ever ask for. The toe box is nice and wide, I can walk miles in them and I highly recommend them.!!” — Binx3
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