Those awkward few weeks between tank tops and heavy tweeds can be a real bummer. To avoid inevitable morning freak-outs in front of the closet, snag a few easy key pieces (all under $100) to transition your wardrobe into autumn.

The Swing Dress About as functional as it gets, the tentlike silhouette of this ASOS number ($43) is a total lifesaver during the occasional steamy afternoon in September, but the long sleeves take you into October and beyond (and are even better when paired with tights and boots).

The Sheer Blouse Incredibly comfortable, flattering and easy to layer, a sheer blouse--like this tunic from New York & Company ($45)--goes from day to night (and warm to cool) with zero effort.

The Peplum Pencil Skirt Tinley Road’s toned-down version of the peplum pencil skirt ($49) is perfect to wear now with a simple tank or later with the aforementioned sheer blouse.

The Linen Jacket Before diving into bulky wools, opt for a lightweight layering piece, like Loft’s striped open-front linen blazer ($70).

The Wrap Scarf As silly as it may sound, we are huge advocates of investing in a quality scarf. Honestly, we’ve worn our Sir Alistair Rai handmade wrap ($95) almost daily for two years straight--essentially qualifying it as a security blanket.

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