Create each calendar month on its own page and print it off.
Browse through a wide selection of catalogs or magazines with your students. Cut out pictures that represent a particular season.
Encourage your preschoolers to draw pictures of seasonal items. For example, a snowman is a great item to include in one of the winter months, and a swimming pool is a great idea for summer.
Glue each picture to the month that best represents that season.
Attach the calendar pages together with paper clips so you can keep track of each month and easily change the calendar as the seasons change.