Abstract. The Upper Missouri River Headwaters Basin (36 400 km2) depends on its river corridors to support irrigated agriculture and world-class trout fisheries. We evaluated trends (1984–2016) in riparian wetness, an indicator of riparian condition, in peak irrigation months (June, July, August) for 158 km2 of riparian area across the basin using the Landsat Normalized Difference Wetness Index (NDWI). We found that 8 of the 19 riparian reaches across the basin showed a significant drying trend over this period, including all three basin outlet reaches along the Jefferson, Madison and Gallatin Rivers. The influence of upstream climate was quantified using per reach random forest regressions. Although much of the interannual variability was explained by climate, especially by drought indices and annual precipitation, the significant drying trends persisted in the NDWI-climate model residuals, indicating that trends were not entirely attributable to climate. Over the same period we documented a 506 % increase in center-pivot irrigation and an associated 39 % decrease in non-center pivot irrigation basin-wide. Riparian reaches with a drying trend had a greater shift towards center-pivot irrigation relative to riparian reaches without such a trend (p