Classy and Pretentious Boarding School Boys

Strong, classy and masculine boy names that are more than sure to stand the test of time; with some pretentiously unique boarding school names were thrown into the mix for fun.
  1. Henry
    • Origin:

      German
    • Meaning:

      "estate ruler"
    • Description:

      Henry is well and truly back in style. The classic returned to the Top 10 in the US in 2021 for the first time in over a century, and as of 2024, sits at Number 6. Like James and Theodore, Henry is a strong, traditional name that also manages to feel stylish and gentle.
  2. August
    • Origin:

      German form of Latin Augustus
    • Meaning:

      "great, magnificent"
    • Description:

      The name August is at its highest point since the 1890s, when it ranked among the Top 100 boy names in the US – and deservedly so. With its great meaning, historic roots, and cool nicknames, 2024 saw August officially re-enter the Top 100.
  3. Arthur
    • Origin:

      Celtic
    • Meaning:

      " bear"
    • Description:

      Arthur, once the shining head of the Knights of the Round Table, is, after decades of neglect, now being polished up and restored by stylish parents, inspired perhaps by the new generation of royals. Arthur has led the list of possible names for the young British princes, chosen as a middle name for Prince Louis, son of William and Catherine, Prince and Princess of Wales.
  4. Theodore
    • Origin:

      Greek
    • Meaning:

      "gift of God"
    • Description:

      Classic and elegant but with boyish charm, Theodore has become hit name in recent years, vaulting into the US Top 10 in 2021 for the first time ever and into the Top 5 in 2024. A favorite in English speaking countries, it also ranks highly across the UK and Ireland, and in Canada, New Zealand, and Australia.
  5. Atticus
    • Origin:

      Latin
    • Meaning:

      "from Attica"
    • Description:

      Atticus, with its trendy Roman feel combined with the upstanding, noble image of Atticus Finch in To Kill a Mockingbird, is a real winner among boy names. Atticus entered the US Top 1000 in 2004 and is a firm Nameberry favorite.
  6. Jude
    • Origin:

      Latin diminutive of Judah, Hebrew, Arabic
    • Meaning:

      "praised; to be generous, to be good to others"
    • Description:

      Jude is a modern star, maintaining a steady level of popularity -- but not TOO much popularity, in the US at least. Thank Jude Law and the great Lennon-McCartney song "Hey Jude", double-handedly responsible for propelling Jude up the charts.
  7. William
    • Origin:

      German
    • Meaning:

      "resolute protection"
    • Description:

      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.
  8. Jack
    • Origin:

      English, diminutive of John
    • Meaning:

      "God is gracious"
    • Description:

      Jack may have fallen from its Number 1 place in England, but in the US it's as popular as it was at its height in the 1920s and 1930s. A durable, cheery, everyman form of John, Jack ranks as one of the most popular boy names starting with J.
  9. Ezra
    • Origin:

      Hebrew
    • Meaning:

      "help"
    • Description:

      Ezra has a lot going for it: the strength of its heroic Biblical legacy, its quirky sound, and its fresh but familiar feel. Ezra is now at its highest point ever, but its intuitive streamlined spelling and deep roots could make it a worth successor to Elijah in the Top 10 -- or even to Liam or Noah at Number 1.
  10. Archer
    • Origin:

      English
    • Meaning:

      "bowman"
    • Description:

      Archer is an Anglo-Saxon surname that feels more modern than most because of its on-target occupational and Hunger Games associations. And it's a nice way to bypass the clunky Archibald to get to the cool nickname Archie.
  11. Roman
    • Origin:

      Latin
    • Meaning:

      "citizen of Rome"
    • Description:

      Roman is an ancient name trending in a major way. A surprise hit name of recent years, Roman now ranks in the Top 100 not only in the US but throughout the English-speaking world, and is rising in other European countries as well.
  12. Walter
    • Origin:

      German
    • Meaning:

      "army ruler"
    • Description:

      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.
  13. Brooks
    • Origin:

      English
    • Meaning:

      "of the brook"
    • Description:

      A nature name, a word name, and a surname name, Brooks has plenty of cool factor. It gives off cowboy vibes and a sporty feel, while also maintaining a smart, collected image.
  14. Marcus
    • Origin:

      Latin
    • Meaning:

      "warlike"
    • Description:

      Though ancient, Marcus now sounds more current than Mark, in tune with today's trend towards us-ending Latinate names.
  15. Harrison
    • Origin:

      English
    • Meaning:

      "son of Harry"
    • Description:

      Harrison, a name made viable by Harrison Ford, is increasingly popular with parents who want an H name that's more formal than Harry or Hank but doesn't veer into the stiff Huntington-Harrington territory.
  16. Peregrine
    • Origin:

      Latin
    • Meaning:

      "traveler, pilgrim"
    • Description:

      Peregrine is considered to be an elegantly aristocratic name in England, but has never made it to the U.S., where it has been seen as extravagantly eccentric. In the new naming climate, though, it's not beyond consideration — in fact it's already been chosen by at least one Berry.
  17. Winston
    • Origin:

      English
    • Meaning:

      "friend's town; joy stone"
    • Description:

      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.
  18. Banks
    • Origin:

      English surname
    • Meaning:

      "one who lives on the hillside or riverbank"
    • Description:

      Banks is a topographical surname that refers not to those places where people keep their money but to riverbanks or hillsides, and specifically the people who live and work on them. A name with two very different connotations then, Banks manages to sound smart, preppy, and upwardly-mobile, with a touch of rugged, outdoorsy charm too.
  19. Christian
    • Origin:

      Greek or English from Latin
    • Meaning:

      "anointed one or follower of Christ"
    • Description:

      The name Christian has fallen a bit from its 90's and 00's heights, but it's still quite popular. Once considered overly pious, Christian is now seen as making a bold statement of faith by some, while also having secular appeal for others. Christian's enduring popularity may be influenced by such celebrities as Christian Slater and Christian Bale, not to mention the fashion world's Dior, Lacroix, Louboutin and Audigier.
  20. Romeo
    • Origin:

      Italian
    • Meaning:

      "pilgrim to Rome, Roman"
    • Description:

      It wasn't so long ago that Romeo was considered as outre for an American baby as Casanova or Cupid. But that really changed when David and Victoria Beckham chose it for their second son in 2002, a path followed by Jon Bon Jovi.