The Best Dress Boots for Style and Comfort at Weddings

From sleek Chelsea boots to ranch-ready workhorses, dress boots are trending big time at weddings in 2023.
Collage of three comfortable and stylish boots for wedding
Photos, From Left to Right: Straight to Hell, Tecovas, Allen Edmonds
tres dean Associate Menswear Editor
Tres Dean
tres dean Associate Menswear Editor
Tres Dean
Associate Menswear Editor
  • Tres writes and edits articles for The Knot, with a specialty in menswear and suiting.
  • He brings over a decade of expertise in the field garnered as a writer, editor, copywriter, and trend specialist.
  • Before joining The Knot he covered menswear for publications including GQ, AskMen, Men’s Health, Sharp Magazine, Highsnobiety, and Spy.
Updated Sep 28, 2023

Want to swerve with your footwear at an upcoming wedding? With the best dress boots for men, you can leave your dress shoes at home. Dress boots are becoming a more and more popular option for guys looking to add a rugged vibe to their wedding fits, with the added benefit of dress boots being a bit more practical for some folks. It's hard to justify shelling out a fat stack of cash for a pair of dress shoes you may only wear a couple of times a year. But a great pair of dress boots, be they laceups, cowboy boots, or Chelsea boots, can look great with a wedding suit one day and a pair of jeans the next. Here are some of our favorites available right now, from simple leather stunners to intricately detailed works of art.

The Best Dress Boots for Men

Thursday Boot Co. Captain Dress Boot

Brown leather lace up boots for wedding
Photo: Thursday Boot Co.

Thursday is one of the most popular boot brands in the game today, and the Captain is very much the centerpiece of their company line. It's a simple, sturdy dress boot that can be paired with suits and denim alike.

TAFT The Jack in Eden

Floral print with brown toe cap accent lace up boots for wedding
Photo: TAFT

TAFT's playful take on formal footwear essentials like dress shoes and dress boots are a standout in the field these days. They aren't afraid to incorporate bold pops of color or vibrant patterns into pieces that are more often than not on the subtler side. Their signature Jack boot in the Eden colorway provides a stunning floral finish to what's already a menswear essential.

Tecovas The Hank

Men's lizard brown cowboy boots for wedding
Photo: Tecovas

Westernwear weddings are trending in a big way these days. The next time you're dressing your best for a ranchside ceremony, finish your look off in style with these beauties from Tecovas. If you're going to wear cowboy boots to a wedding they can't just be your everyday work boots. They need to have something extra, and the Hank is extra, in the best way.

Lucchese Sunset Roper

Black leather cowboy boots for wedding
Photo: Lucchese

For the uninitiated, roper boots tend to be characterized by a shorter boot shaft. Among the best you're likely to find these days are the Sunsets from Lucchese, who have elevated the art of bootmaking to a new level of stellar design and craftsmanship. It comes in a simple, chic black that will provide a rock 'n' roll finish to a good suit.

Amberjack The Chelsea

Black suede chelsea boots for wedding
Photo: Amberjack

Chelsea boots remain a menswear mainstay in 2023. They happen to pair great with wedding suits, especially this beautiful suede pair from Amberjack. We're all about mixing textures and fabrics when putting a suit together and a pair of suede boots is a great way to lean into that trend this year.

Beckett Simonon Medina Boots

Black leather lace up boots for wedding
Photo: Beckett Simonon

Beckett Simonon is one of the more unique brands in footwear today. Most of their line is made to order through an ethical factory in Colombia, and the brand's website discloses the entirety of their managerial practices. The products, the Medina boot included, are top-notch and among the best you can find at this price point–those looking to be intentional in supporting brands that do right by their employees can rest easy with this one.

Allen Edmonds Park Avenue Cap-toe Oxford Dress Boot

Burgundy Cap-toe Oxford Dress Boot for wedding
Photo: Allen Edmonds

For the guys looking for a pair of dress boots with all the formality of their favorite dress shoes, look no further than the Park Avenue from Allen Edmonds. These are boots in name that feel more like high-end lace-up dress shoes, made from premium material and with the stellar construction you'd expect from a brand that's become synonymous with great formal footwear.

Banana Republic Drake Leather Chelsea Boot

Black leather chelsea boot for wedding
Photo: Banana Republic

If a suede Chelsea boot isn't quite for you, try these black leather kicks from Banana Republic. They're versatile as can be, the sort of dress boots that will look as good with a suit as they will under a great pair of chinos.

Portland Leather 'Almost Perfect' Breaker Boot

Brown leather breaker boot for wedding
Photo: Portland Leather

If you're looking for a dress boot under $100 that you don't have to worry about scuffing up, Portland Leather had the pair for you. Their 'Almost Perfect' boot comes in a rugged finish that feels broken in, right out of the box. Wear these into the ground year-round and then tear up the dance floor with them at the wedding reception.

Straight to Hell Richards Zip-Up Chelsea Boot

Black leather chelsea boot with zipper for wedding
Photo: Straight to Hell

Bring a rockstar edge to your suit with these zip-up beauties from Straight to Hell. They'll bring edge and attitude to an all-black suit or provide some killer contrast with a white one. Just remember to strut like Mick Jagger himself once you've zipped them up.

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