What to Wear to a May Wedding? A pretty dress and nice suit will work for most May weddings. More guidelines and picks for guest dresses to wear to May 2018 weddings. Wedding outfits ideas, dress code guidelines, and cute wedding guest dresses for all types of weddings for the late spring season! Spring Dresses, Casual, Cold Shoulder Maxi Dress, Flowing Maxi Dress, Guest Dresses, Maxi Dress Wedding, Cold Shoulder Dress, Womens Maxi Dresses, Maxi Dress