Research on restorative environments has consistently shown a variety of healthy outcomes emerging from the contact with such settings. These benefits range from physical to psychological, thus underlying the importance of restorative settings for a more sustainable design of everyday environments. According to Attention Restoration Theory (ART), the experience in those settings may help regain an effective cognitive functioning. ART postulates that the restorative potential of environments can be measured through the assessment of four components, namely being-away, fascination, extent, and compatibility. ART posits that the longer is the contact with a restorative environment, the deeper restoration is likely to take place. Accordingly, the processes leading to restoration were explored through a quasi-experimental study (N = 113) in which on-site experiences in restorative environments were considered. The evaluations of the restorative components of both a natural and a built/historical restorative environment, shown in pictures, were compared across three different experimental conditions: on-site in the same natural and built/historical environments shown in the pictures, and in a neutral setting. Results showed the importance of on-site experiences in promoting a potentially deeper restoration. In addition, slight but interesting differences in the restoration process occurring in natural and built/historical environments emerged. In particular, a key role of being-away in the perceived restorativeness of natural environments emerged; on the other hand, fascination seems to be fundamental in promoting restoration during experiences in built/historical settings. Theoretical and practical implications will be discussed.