This is as good a time as any to break out a pair of tweed shorts — the silhouette is great for the still-warm weather, but the fabric says "crisp Fall day" rather than "day at the beach." Pair your cardigan with a silky printed blouse and ankle boots, then accessorize with a wide-brimmed wool hat and colorful satchel for school.

Get the look:

• Madewell Colorblock Heartnote Cardigan ($72)
• Reiss Ava Wide-Brim Trilby Hat ($105)
• Tucker Printed Silk Georgette Top ($299)
• Alice + Olivia Tweed Shorts ($157, originally $261)
• Rag & Bone Leighton Leather Ankle Boots ($495)
• Proenza Schouler PS1 Large Leather Satchel ($1,995)