The synchrotron self-Compton (SSC) emission from Gamma-ray Burst (GRB) forward shock can extend to the very-high-energy (VHE; $E_gamma > $100 GeV) range. Such high energy photons are rare and are attenuated by the cosmic infrared background before reaching us. In this work, we discuss the prospect to detect these VHE photons using the current ground-based Cherenkov detectors. Our calculated results are consistent with the upper limits obtained with several Cherenkov detectors for GRB 030329, GRB 050509B, and GRB 060505 during the afterglow phase. For 5 bursts in our nearby GRB sample (except for GRB 030329), current ground-based Cherenkov detectors would not be expected to detect the modeled VHE signal. Only for those very bright and nearby bursts like GRB 030329, detection of VHE photons is possible under favorable observing conditions and a delayed observation time of $la$10 hours.
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