Lorelai and Rory Loved Sherpa Trucker Jackets—Here Are My Faves for 2026

If you’re something like me, your autumn is roughly 70% espresso and 30% Gilmore Girls reruns. As quickly because the temperature dips, I discover myself craving for the comfortable, small-town appeal of Stars Hollow and, particularly, the present’s outerwear. While Lorelai had her iconic pink coat, each Gilmore ladies often relied on the final word autumn-to-winter hero: the sherpa trucker jacket. It’s the quintessential primary that bridges the hole between Y2K nostalgia and 2026’s countryside-cool obsession.

This season, the jacket designs are all about texture and proportion. We’re seeing oversize matches that depart room for your chunkiest knits and wealthy, sudden hues that go means past primary black and brown. Whether you’re channeling Rory’s preppy Yale aesthetic with a structured corduroy model or Lorelai’s eclectic power with a luxurious contrast-collar end, the silhouette stays undefeated. It’s sensible and polished with all the best classic vibes, too. These are the type of regret-proof fundamentals that may even earn a nod of approval from notoriously nitpicky Emily Gilmore.