Old Money Winter Outfits Anyone Can Pull Off! If you’ve ever wanted that effortless “quiet luxury” look that’s cozy, and classy, this guide to old money winter outfits has all the inspiration you need. Old money winter outfits is the vibe this season, and no, you don’t need a trust fund to pull it off. It’s all about timeless, understated outfits that look polished without trying too hard. Think tailored wool coats, cashmere sweaters, crisp turtlenecks, and classic knee-high boots. The best part? These ivy league style outfits are easy to recreate, affordable to pull off, and make you look like you stepped out of an elegant winter photoshoot. Ready to look like you spend weekends at the family estate (even if your estate is just a walk-up apartment)? Click through for outfit ideas anyone can pull off. LTKWatchNow LTKFindsUnder50 LTKWorkwear