One thing I wore to NYC: a cashmere beret, heavy long black corduroy coat, jeans and boots low enough for walking but nice enough for a nice restaurant :) LTKOver40 LTKSeasonal LTKHoliday

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Mongolian Cashmere Beret | Quince
Alexa Chung for Madewell Oversized Long Coat in Corduroy | Madewell | Madewell
The Dimes Kitten-Heel Boot | Madewell | Madewell
Variant options: Beck Ribbed Turtleneck | MichaelStars.com
Italian Leather Handwoven Satchel | Quince
E&M's Woven handbag for women, Black | Amazon (US)
DRIITKO Woven Hobo Bags for Women Tote Bag, Woven Leather Shoulder Crossbody Bag Satchel Bag Wove... | Amazon (US)
Woven Bag for Women, Woven Purse Tote Bag PU Leather Crossbody Bags Top Handle Hobo Handmade Hand... | Amazon (US)
Wool-Blend Knit Beanie | Madewell
Sophia Woven Handbag in Ivory | Altar's State | Altar'd State
SPANX® Better Base Long Sleeve Turtleneck | Spanx
By Anthropologie Long-Sleeve High-Neck Baby Rib Top | Anthropologie (US)