We investigate orbifold compactifications of the heterotic string, addressing in detail their construction, classification and phenomenological potential. We present a strategy to search for models resembling the minimal supersymmetric extension of the standard model (MSSM) in ℤ6‐II orbifold compactifications. We find several MSSM candidates with the gauge group and the exact spectrum of the MSSM, and supersymmetric vacua below the compactification scale. They also exhibit the following realistic features: R‐parity, seesaw suppressed neutrino masses, and intermediate scale of supersymmetry breakdown. In addition, we find that similar models also exist in other ℤN orbifolds and in the SO(32) heterotic theory.