Clunky yet cuddly, Wilbur is a stylish name in the UK where it currently sits in the Top 600, as cool as Rupert or Wilfred. Its merits are starting to be rediscovered in the US, where it was last truly popular more than a century ago. A recent year saw it given to 42 boys.

William is one of the most enduring of classic names for boys. It's also among the most popular boys' names, as American parents see it as being ideally conservative yet contemporary, and hands-down the most popular baby name beginning with W of all time.

Wynn or Wyn is a Welsh male name deriving from the very productive gwyn element, which forms part of all Welsh names ending -wyn or -wen, as well as the Gwen names and the Irish Fin- names. Wynn is a soft and gentle yet sturdy choice which feels quietly timeless and charming.

Reminiscent of the Old West, with rugged charm and a gentle, easy-going feel, Wesley has long been a staple on the US charts.

Wyatt has been hot, which is to say cool, for several years now. With its easy Wyatt Earpish cowboy charm, it's relaxed but still highly respectable.

Long associated with the Churchill family and common in the West Indies, the distinguished Winston is back in style having been slightly neglected in the US after its brief flash of popularity during World War II. Familiar in England and Wales, recent years have seen in re-enter the Top 500 in the States.

Walter was seen as a noble name in the Sir Walter Raleigh and Sir Walter Scott era, but it then spent decades in baby name limbo. Now quite a few independent-minded parents are looking at it as a renewable, slightly quirky, classic, stronger and more distinctive than James or John, second only to William among the handsome classic boy baby names starting with W.

Rugged, outdoorsy, and full of energy, Wilder entered the US Top 1000 back in 2015. Part bad boy, part Western, part preppy, and part nature-loving, Wilder is given to nearly 800 babies each year.

Wells is a newly-famous baby name thanks to pregnancy guru Rosie Pope, who uses it as the short form of the buttoned-up Wellington, name of her youngest child.

Weston has gone from being a Jane Austenish British surname to a first name with a relaxed American western cowboy feel. Along with other trendy 'n'-ending boys’ names, Weston is rising in popularity, and is now more popular than ever, ranking in the Top 100 since 2021.

With its rugged, country charm and confident sounds, Waylon is among the wave of Old Western names that parents are choosing.

Walker is both a Waspy surname name—as in the W in George W. Bush—but it also has a gentle ambling quality and a creative connection to such greats as writer Walker Percy and photographer Walker Evans, whose father was also named Walker.

Short and cool with rugged charm, Wes is a rising star in the US, climbing the charts along side Wesley and Weston and joining other one syllable options such as Mack, Jett, Tate, and Brooks. Filmmakers Wes Anderson and Wes Craven lend the name a stylish and creative air, but it also has Old Western undertones thanks to its literal meaning, "west".

A name with plenty of grandeur, but a playful nickname, Wolfgang blends sophistication, wildness, and gothic imagery. While it may feel surprising in this century, it does have an allure for those who want a name associated with dark academia, Halloween, history, intellect, wolves, and art.

Wallace is so square could almost be ripe for a turnaround, especially with the hipness imparted by the British Claymation series Wallace & Gromit. And Wally makes an adorable Leave it to Beaver retro-style nickname.

Wade has never been outside the US Top 1000 for boys - there's a reason for that. It has a clean spelling, fresh sound and is neither too trendy (unlike Kade or Cade) or too old-school (like Richard or Albert). We think Wade is a winning name.

Wilfred is one of those Old Man Names that still sounds fusty in the US but is fashionable in the UK. It comes with readymade short forms Will, Wilf, or Fred and might make an adventurous alternative to the ubiquitous William. The central character of Walter Scott's Ivanhoe is the knight Wilfred of Ivanhoe while Wilfred Owen is a well-known British poet, noteworthy for his war poetry.

Wilson is a substantive presidential choice far less prevalent than Taylor or Tyler, and with the advantage of being a new route to friendly nickname Will. We see Wilson growing in popularity as an alternative to William; and as a patronymic, it would make a conceivable (if possibly confusing) choice for a son of William.

Winston meets Marlow in this surname-style choice, blending old-fashioned charm and a hint of stuffiness with a bit of modern edge and breeziness too. Borne by the distinguished American landscape painter Winslow Homer, it could make a creative and unexpected choice, though some may be put off by the 'slow' ending.

Wiley may be considered a variation of Wylie, a Scottish diminutive of strong, classic William. As such, it may work an appealing way to honor a Bill, Will, or William, or as an alternative to popular Liam.

Alternatively, Wiley may be considered a surname-style name, ultimately derived from two English places: Willey (meaning "clearing of willows") or Wylye (the name of a river, meaning "tricky").