The hybridization of oligothymine templates with oligomeric adenine and naphthalene diaminotriazine guests has been studied by UV-vis and circular dichroism (CD) spectroscopy. First, the length of the oligothymine template and the oligoadenine guest has been systematically varied. The studies reveal that increasing the length of multivalent guests results in a stabilization of the templated assemblies. Hybridization studies also show that guest-guest interactions between the multivalent guests additionally enhance the stability. Based on these results, a bivalent naphthalene diaminotriazine guest has been synthesized, showing a higher stability than the monovalent naphthalene diaminotriazine guest; the host-guest interaction energy is higher while the guest-guest interaction remains the same.