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4 Hats To Nail Your Winter Ensemble

Tess Weaver Strokes | December 28, 2020 | Style & Beauty

How we adorn our heads is everything in Aspen, and these stylish winter lids do more than simply protect us from the elements.


Kate Holstein, photographer

Moncler Casual Wool Beanie

“This elegant wool and cashmere ribbed beanie is as warm and versatile as it is elegant and sophisticated. It’s no secret I love white, and I like the tonal Moncler logo.” Moncler, 432 E. Hyman Ave., 970.544.5558

May Selby, public relations, The Little Nell; DJ by night

Skida Alpine Hat

Skida is a female-owned, Vermont-based company that makes cute, functional hats, headbands and neck warmers with fun patterns. The fleece-lined version fits under my helmet and warms my core temperature on cold ski days.”

See also: 4 Mountain Town Style Essentials


Tara Marolda, photographer

Custom Hat

“No matter the season, my Aspen Hatter hat is my go-to accessory. There’s no better way to keep the Colorado sun off my face or snow from dusting my shoulders. This hat gets better with wear and age, and its unique design—carefully thought out by Clarity and myself—makes this hat a one-of-a-kind piece of art that reflects my personality more than any piece of fashion I own.” Aspen Hatter, 465 N. Mill St., Ste. 14


Dana Laughren, buyer/merchandiser, Pitkin County Dry Goods

Lovely Bird Montana Felt Fedora

“Lovely Bird’s Montana wool felt hat comes in beautiful neutral colors with special stitching, vintage silk bands, feather trims and custom embroidery. The brim keeps snow from flying in my eyes when I bike to work, and it covers helmet hair for a polished, post-ski look.” Pitkin County Dry Goods, 520 E. Cooper Ave.

Photography by: Courtesy of Kate Holstein; by Alexis Ahrling; courtesy of Dana Laughren