Abstract: We present an analysis of the process e<sup>+e<sup>−→π<sup>+π<sup>−Υ(nS) (where n = 1, 2, or 3) reconstructed in 19.6 fb<sup>−1 of Belle II data during a special run of the SuperKEKB collider at four energy points near the peak of the Υ(10753) resonance. By analyzing the mass distribution of the π<sup>+π<sup>−Υ(nS) system and the Born cross sections of the e<sup>+e<sup>−→π<sup>+π<sup>−Υ(nS) process, we report the first observation of Υ(10753) decays to the π<sup>+π<sup>−Υ(1S) and π<sup>+π<sup>−Υ(2S) final states, and find no evidence for decays to π<sup>+π<sup>−Υ(3S). Possible intermediate states in the π<sup>+π<sup>−Υ(1S,2S) transitions are also investigated, and no evidence for decays proceeding via the π<sup>∓</sup>Zb<sup>± or f0(980)Υ(nS) intermediate states is found. We measure Born cross sections for the e<sup>+e<sup>−→π<sup>+π<sup>−Υ(nS) process that, combined with results from Belle, improve the precision of measurements of the Υ(10753) mass and width by nearly a factor of two to (10756.3±2.7±0.6) MeV/c<sup>2 and (29.7±8.5±1.1) MeV, respectively. The relative ratios of the Born cross sections at the Υ(10753) resonance peak are also reported for the first time.