A windshield maintenance assembly having a telescoping pole assembly that is selectively extendable and retractable. An upper end of the windshield maintenance assembly preferably includes a reversible snow brush and an ice scraper. The windshield maintenance assembly further includes a long strap that is attached at the top of the windshield maintenance assembly which allows a user to pull down or pull back on the upper end to increase operating forces. The windshield maintenance assembly beneficially enables a plurality of attachable heads, such as a squeegee, a broom, or a sponge, to be attached to the upper end to enable other maintenance functions.