Boots for fall travel: Madewell Orasay tan leather heeled ankle boots

13 Chic Boots for Fall Travel: Designer Styles and Mid-Price Finds

Thirteen boots for fall travel, from flat leather ankle boots to suede heels and western styles, plus four bags to wear with them. Compare designer and mid-price picks for jeans, dinner and a long coat.

Winter boots for women: SOREL Caribou waterproof boots in Black Stone

Winter Boots for Women: Snow Boots, Rain Boots and Warm Lined Styles

The winter boots for women worth buying now: waterproof snow boots for deep-winter days, rain boots that handle slush, and warm lined styles for dry cold, each one shoppable.

Western boots for women: an old wagon on Mane Street in Pioneertown near Joshua Tree

Western Boots for Women: What to Wear with Dresses and Jeans

Western boots for women, chosen by outfit: red stitched leather with a black dress, tan suede with a knit skirt and short black pairs for evenings.

Monica Dutton outfits inspiration, vintage typewriter and brass lamp at Hotel Jerome Aspen

Monica Dutton Outfits: Knits, Dresses and Western Boots

Monica Dutton outfits with soft knits, floral dresses, dark denim and Western boots. An inspired edit with cream ankle boots and a beautiful leather bag.

Hotel Jerome entrance sign beneath a balcony on the red-brick Aspen hotel.

Aspen in Winter: Ski Season, the Gondola, Where to Eat and Stay, and What to Wear

Plan Aspen in winter with ski season dates, gondola tips, restaurants, hotels and ski-to-dinner outfits, plus ShopMy picks for cold-weather layers.

Boots guide: Veronica Beard Lisa tan suede knee-high boots

Boots Guide: Knee-High, Ankle, Riding & Moto Boots

Compare knee-high boots, ankle boots, western shapes and lug soles, with outfit ideas and fit notes for dresses, skirts, jeans and tailoring.

Snow-covered trees and Lake Tahoe on a winter visit

Lake Tahoe Winter Skiing: New Restaurants and What to Wear

Plan a Lake Tahoe winter weekend around one mountain, with ski clothing, dinner ideas and layers for town after the slopes.

NYC Holiday Travel: What to Wear and Dinner at the Polo Bar

What to wear for holiday travel to NYC is really two questions: what keeps you comfortable outside, and what feels right for dinner. These New York photos show the skyline from Central Park, holiday wreaths, trees beneath a chandelier and dinner at the Polo Bar. A warm daytime outfit and one polished evening change cover […]

Hudson Valley Fall and Winter Weekends: What to Do and Wear

Plan Hudson Valley fall and winter weekends with art, Rhinebeck inns and country outfits: waxed jackets, Hunter wellies, cashmere and riding boots.

What to Wear in the Scottish Highlands

This post contains affiliate links. I may earn a commission if you shop through them, at no extra cost to you. What to wear in the Scottish Highlands starts with layers, not a different outfit for every photograph. My Scotland photos include a beautiful painted drawing-room ceiling at The Fife Arms, a hotel room, breakfast and water running through the landscape. I […]