Entry 3 senses · 2 variants Webster, 1913 Uphill /ŭp'-hĭl'/ · Up·hill · IPA /ˈʌphɪl/ adv. a. 01 adv. Upwards on, or as on, a hillside; as, to walk uphill. 1. Upwards on, or as on, a hillside; as, to walk uphill. 02 a. Ascending; going up; as, an uphill road. 1. Ascending; going up; as, an uphill road. 2. Attended with labor; difficult; as, uphill work.