Welsh champions The New Saints will face BK Hacken of Sweden in the Champions League first qualifying round.
Saints, 15-time Cymru Premier champions, were seeded for the draw.
Gothenburg-based Hacken secured their place in the Champions League after winning the Swedish title for the first time in 2022.
The first leg will be in Sweden on 11/12 July with the second leg on 18/19 July.
While the winners will progress to the second qualifying round, the losers will go into the Europa Conference League third qualifying round.
Penybont will make their European debut against Andorra’s Santa Coloma in the Europa Conference League first qualifying round.
Rhys Griffiths’ side will be at home in the first leg on 13 July, which will be played at the Brewery Field in Bridgend.
Haverfordwest County’s first European game since 2004 will be away to North Macedonia’s KF Shkendija on 13 July.
Tony Pennock’s side, who beat Newtown in last season’s play-off final, will stage the second leg at Cardiff City Stadium on 20 July.
Last season’s Cymru Premier runners-up Connah’s Quay Nomads were seeded for the draw and will face KA Akureyi of Iceland.
Neil Gibson’s side will be away for the first leg with the second leg at New Saints’ Park Hall in Oswestry a week later.