Team schedules are maintained on the CIAC website (CT Interscholastic Athletic Conference). On each season page is listed is a list of WHS sports and a link to the exact page on the CIAC website. You can download a file to load all games for a given sport to Outlook or other calendar program from these pages as well. (The links take you to the overview page for all levels of each sport (varsity, JV and freshman). There are also individual pages for each sport.
From the CIAC website you can subscribe to automatic updates for schedule changes.