This dataset provides annual gray wolf (Canis lupus) denning spatial information and timing, associated climatic and phenologic metrics, and reproductive success (i.e., pup survival) in wolf populations across areas of western Canada and Alaska within the NASA ABoVE Core Domain. The study encompasses 18 years between the period 2000-2017. Wolves were captured from eight populations following standard animal care protocols and released with Global Positioning System (GPS) collars. Data from 388 wolves were used to estimate den initiation dates (n=227 dens of 106 packs) and reproductive success in the eight populations. Each population was monitored from 1 to 12 years between 2000 and 2017. Denning parturition phenology was measured each year as the number of calendar days from January 1st to the initiation date of each documented denning event. Reproductive success was determined as to whether pups survived through the end of August following a reproductive event. To evaluate the effect of climate factors on reproductive phenology, aggregated seasonal climate metrics for temperature, precipitation, and snow water equivalent based on three biological seasons for seasonal wolf home ranges were produced. Normalized Difference Vegetation Index (NDVI) time-series data were used to estimate phenological metrics such as the start of the growing season (SOS), length of the growing season (LOS), and time-integrated NDVI (tiNDVI), and were summarized for the populations' home range.