The dynamic interplay between anthropogenic activities and biodiversity conservation necessitates a nuanced understanding of habitat change, especially in contexts marked by transitions from grasslands to forested areas. This investigation utilised three threatened butterfly species—the Marsh Fritillary, Apollo, and Large Blue—as models to explore how grassland associated species respond to altered environmental conditions. The methodology encompassed extensive field surveys and statistical analyses with ecological niche modelling to determine their current and future distributions on the Island of Gotland. The species were surveyed under distinct years from 2017 to 2020 in a total of 3333 hectares in a 6000 hectare area—the Marsh Fritillary in 2017 (1232 hectares), Apollo in 2019 (2346 hectares), and Large Blue in 2020 (2256 hectares). Results revealed that the estimated current extents of suitable habitats were 49,104 hectares for the Marsh Fritillary (15.6% of the island), 45,646 hectares for Apollo (14.5%), and 33,089 hectares for Large Blue (10.5%). In general, increased forest and shrub cover and decreased heterogeneity negatively affected butterfly occupancy, but each species exhibited unique habitat preferences. The predictive modelling demonstrated that continued succession would reduce the amount of habitats predicted to be suitable and generated alarming forecasts—a twofold increase in forest and shrub cover suggests habitat declines of 41%, 47%, and 65% for the Marsh Fritillary, Apollo, and Large Blue, respectively. Given these findings, proactive measures are imperative for strategically managing these habitats to preserve landscape heterogeneity and accommodate diverse ecological needs. This study is important to conservation management providing, crucial insights amid anthropogenic and ecological changes.