You need to become a student of weather.
Having moved from power to my glider, I'm subscribed to Skysight.io which gives an hour by hour forecast of a multitude of elements affecting gliding conditions. I suspect that there's other forecast services tailored to GA needs. Of course, forecasts may be off.
A common error is flying to a destination on a good forecast without checking the forecast for when you need to get back. On a day trip this is easy to do. Away for a weekend opens up more uncertainty on conditions for the return trip. You would do well to have your employer aware that you may have to work remotely for a day or two. If your employer requires your presence, you may need a really solid forecast, change your plans or have alternative transportation. In the worst case, better fired than dead.
I've overnighted when the forecast is poor. Once the front is past, conditions can be much better in the morning.
I would suggest getting familiar with the airports in your local area. One day you may need to use one as a bolt hole. I don't always make it back in my glider and have dropped in to a number of airports, strips and farm fields.