This manuscript describes the structure and wettability of self-assembled monolayers (SAMs) derived from the adsorption of a series of omega-methoxyalkanethiols (CH3O(CH2)(n)SH, where n = 9-14) onto the surface of gold. Using ellipsometry, polarization modulation infrared reflection absorption spectroscopy (PM-IRRAS), and contact angle measurements, the interfacial properties were examined as a function of chain length. Analysis by ellipsometry revealed a progressive increase in the thickness of the films as the chain length of the adsorbate was increased. Similarly, analysis by PM-IRRAS revealed a progressive increase in the conformational order of the methylene chains of the films. Moreover, the frequency and intensity of two characteristic C-H stretching bands of the methoxy groups were observed to vary systematically as a function of odd-versus even-numbered chain length, reflecting an alternating structural change in the films (i.e., an "odd-even" effect). Studies of contact angle wettability revealed that the methoxy-terminated SAMs were more wettable than SAMs derived from the corresponding methyl-terminated alkanethiols (CH3(CH2)(n+1)SH), consistent with a substantial polar influence of the terminal ether moiety. In addition, the contact angles were observed to increase with increasing chain length of the methoxy-terminated SAMs. Moreover, small but systematic variations in wettability as a function of odd- versus even-numbered chain length were also observed; their origin was attributed to the influence of surface dipoles.