I wear these water-resistant lug sole Chelsea boots often in Chicago winters! (Come in more colors too!) They’re perfect for throwing on for quick walks, drop offs, etc. but also look cute dressed up. They hold up so well too! I’ve had mine for years and they look great! On sale right now for under $70. TTS- I wear with a thicker sock. Chelsea boots, fall boots, fall style LTKsalealert LTKfindsunder100 LTKshoecrush