Dress up for the Occasion – Gentlemen’s Guide for a Wedding Guest Attire A wedding is a very special occasion and you should always dress appropriately. On that note, when you’re planning your wedding guest attire, you should consider some essential aspects, such as the weather, the location, and the venue, among many other things. The bottom line is that you should pick your outfit so that you can feel great while looking your best. Season and Weather When will the wedding take place? Is it going to be warm or cold? Answer these questions and choose your outfit carefully. Make sure that you feel comfortable but sharp and on point, at the same time.