Before you plant your winter squash, you should test your soil pH and temperature. Soil temperatures should be about 70 degrees, and a soil pH of around 6.5 is recommended. For best results, you should test your soil with an electronic soil tester. An electronic soil tester can easily analyze both soil pH and temperature:
Winter squash need well-draining soil with lots of organic material mixed in. Organic compost mixed into your soil will ensure healthy, well-draining soil. This website is an excellent resource for learning how to compost in your backyard:
Also, consider purchasing a high quality composting bin for your home to improve the quality of your compost.
A good organic fertilizer can also give your winter squash an added advantage.
See this site for more information on organic fertilizers and pesticides.