It depends. If the wedding is during the day & it's not too formal (like a black tie event), then you can get away with the jumbo. The jumbo definitely works with dresses, but I think it gives it a laid back vibe. I think the jumbo (in general) is too casual for a wedding (since the dresses are more dressier). I guess it could maybe work if you pulled the straps all the way inside & left enough chain so you can put it on the crook of your arm (handheld a la Victoria Beckham)? But I think the med/mini/clutch is the better option.