Here is the University of New Hampshire on tomatoes
LINK:
"About ten days before transplanting, set plants outdoors for a few hours each day to acclimate them gradually to outdoor conditions. Start by setting plants in filtered light in a setting protected from strong breezes. Each day, prolong the period the tomato seedlings spend outdoors, exposing them gradually to direct sunlight and wind. ...
Bring plants indoors at night and on days when temperatures fall below 60°F."
They also advise against setting out in the garden before nighttime temperatures are above 60°.
Remember that in a semi-arid climate and at 2000+ feet elevation with mountains nearby, and at 48° N latitude -- transplanting out can be a time fraught with anxiety. That doesn't mean delay, delay,
delay. Wait long enough and pot-bound plants suffer. It sounds like your peppers
may need to be up-potted, for example.
If we follow the 60° guideline and skip back beyond our very unusual, record breaking 2021 to June 2020, we see that a nighttime low was not achieved until the 23rd. Then, the lows dropped as far as 48° before the end of the month! Wait until July to set out warm-season plants??
Overnight protection can help. Hopefully, chilly weather doesn't come with wind. Faced with extremes, my solution has been plants under a bucket held down with a rock. Running sprinklers during the coldest hours can mitigate the cold. All this because I sure don't think that waiting until mid-July is a reasonable choice.
Steve