suppose $\omega=1$ then $H=\frac{p^2+x^2}2$, so the volume of phase space so that $H≤r^2$ is $\pi r^2/2$, if you want this to be $h$ then $r=\sqrt{2h/pi}$. Now calculate the expectation
$$\frac{2\pi\int_{0}^{\sqrt{2h/\pi} } dr \, r \frac{r^2}2}{2\pi \int_0^{\sqrt{2h/\pi}}dr\,r \cdot 1}$$