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As a chill settles in the fall air and crunchy leaves fill the streets, exchange the ballet flats for a stylishly casual pair of boots. (No Uggs, please.) Our pick for the season is the Kerry boot ($298) from Strut boutique’s new line, H by Hudson–a youthful British label often seen on the streets of SoHo. The washed and dip-dyed leather boots come in a dusty black or brown and have the laid-back grunge-meets-rock-chick look perfect for an afternoon walk through Riverfront Park or Saturday evening cocktails at Lola. 3611 W. 32nd Ave., 303-477-3361