When it comes to winter staples, the loafer is non-negotiable.

As temperatures drop and layers build, we’re leaning into pieces that work hard and wear well. The loafer – timeless, trans-seasonal, and endlessly adaptable – continues to earn its place at the front of the wardrobe. In a season that calls for intention, it’s worth investing in silhouettes that will take you from now into forever.

Start with the classics. G.H. Bass Weejuns have long been the gold standard: stitched to perfection, lean in profile, and endlessly reliable. They’re not just iconic – they’re proven. And for those seeking something with edge? Designers like Prada and Saint Laurent are remixing the penny loafer with chunkier soles and sleeker finishes.

Whether worn with socks and sweeping wool coats or peeking out beneath puddle pants, this is the season to slip in. Below, the RUSSH editors round up the loafers we’re eyeing for winter – classic, offbeat, and everything in between.

1. Dr. Martens Black Adrian Snaffle Smooth Leather Kiltie Loafers

2. Sebago Dan Loafer

3. ALIAS MAE Ivana Loafers

4. BOTTEGA VENETA Astaire Loafer

5. MIISTA Isla Brushed Brown Loafers

6. SAINT LAURENT Le Loafer suede loafers

7. Camper Dean Black Leather Loafer

8. MIU MIU Leather Loafers

9. PRADA Brushed Leather Loafers

10. REFORMATION Ani Ruched Loafer

11. ACNE STUDIOS Embellished Washed-Leather Loafers

12. DIOR Paris Loafer

13. Bared Footwear Maleo Loafer

14. GANNI Brown Everyday Loafers

15. Maison Margiela Black Tabi City Loafer Mules

16. Marni Basket-Woven Loafers

17. Viktoria & Woods Conrad Loafer

18. Toast Solovair Leather Loafers

19. G. H. BASS Easy Weejun Esther Bow Loafers

Feature image courtesy Gucci.