An Outdoor Concert
There's nothing quite like music under the stars to set your mind at ease. Opt for ankle boots (or any flats, really) and a lightweight but cozy layer to keep the night chill at bay and that 'ol work dress will feel positively fresh. Plus, a scarf does double-duty as a blanket when the show starts.

Clockwise from left: Topshop Knitted Plain Grill Cardigan, $76, available at Topshop; Coincidence & Chance Chiffon Polka Dot Dress, $59, available at Urban Outfitters; A Peace Treaty Nuno Coral Mesh Scarf, $132, available at Acrimony; Noir Natural Rope Cuff, $110, available at Shopbop; Pixie Market Spike Pony Bag, $60, available at Pixie Market; ASOS Adelaide Leather Chelsea Ankle Boot, $74.57, available at ASOS.