Marriages occur chiefly before Lent and especially in the month before Lent commences. Chiefly during the week before Lent and on Easter Monday. The latter is (been) very popular lately but long ago Shrove Tuesday or Monday was the day. Of course, an odd occurs anytime but never in May. "Marry in May and you'll rue the day" is a popular belief. "June, of roses, and happy brides". There already referred to lucky days -, Monday for health, etc.
Yes, matches are made. The would be groom either asks the would be bride or gets some relation or friendly neighbour to ask her. If she consents