Get a good approximation of $\int_0^1 \left(H_x\right)^2 dx$, where $H_x$ is the generalized harmonic number

This is an interesting question that can be tackled in many ways, there are many chances a good piece of math will come out of it. For now, I will just keep collecting and rearranging observations, till reaching a complete answer.

We have $H_x=\gamma+\psi(x+1)$ and $\int_{0}^{1}\psi(x+1)\,dx = \log\frac{\Gamma(2)}{\Gamma(1)}=0$, hence our integral equals $\gamma^2+\int_{0}^{1}\psi(x+1)^2\,dx$. The function $\psi(x+1)^2$ is positive and convex on $(0,1)$ and values of the $\psi$ function at rational points in $(0,1)$ can be computed in a explicit way through Gauss' Digamma Theorem, hence the numerical evaluation of the given integral is pretty simple through Simpson's rule or similar approaches.

In a right neighbourhood of the origin we have $$ H_x = \zeta(2)x-\zeta(3)x^2+\zeta(4)x^3-\zeta(5)x^4+\ldots\tag{1} $$ hence $$ \int_{0}^{1}H_x^2\,dx = \sum_{m,n\geq 2}\frac{(-1)^{m+n}}{m+n-1}\zeta(m)\zeta(n) = \sum_{j\geq 3}\frac{(-1)^{j+1}}{j}\sum_{k=2}^{j-1}\zeta(k)\,\zeta(j+1-k) \tag{2}$$ where we may recall Euler's theorem about $\sum_{n\geq 1}\frac{H_n}{n^q}$: $$ \sum_{k=2}^{j-1}\zeta(k)\,\zeta(j+1-k) = (2+j)\,\zeta(j+1)-2\sum_{n\geq 1}\frac{H_n}{n^j}=j\,\zeta(j+1)-2\sum_{n\geq 1}\frac{H_{n-1}}{n^j}. \tag{3}$$ This approach should allow us to convert the original integral into a simple series, since $$ \sum_{j\geq 3}(-1)^{j+1}\zeta(j+1) \stackrel{\text{Abel reg.}}{=} 1-\zeta(2)+\zeta(3).$$ In particular, the problem boils down to the approximation/evaluation of the following series: $$ \sum_{n\geq 1}\left[\frac{1-2n}{2n^2}+\log\left(1+\frac{1}{n}\right)\right]H_{n-1} \tag{4}$$ whose general term yet behaves like $\frac{\log n}{n^3}$, leading to pretty fast convergence.
If we apply summation by parts, we get a general term that is simpler but with a slower decay towards zero: $$ \begin{eqnarray*}(4)&=&\lim_{N\to +\infty}\left[\left(-\gamma+\frac{\pi^2}{12}\right)H_{N-1}-\sum_{n=1}^{N-1}\frac{\frac{1}{2}H_n^{(2)}-H_n+\log(n+1)}{n}\right]\\&=&\frac{1}{2}\zeta(3)+\sum_{n\geq 1}\frac{H_n-\log(n+1)-\gamma}{n}\tag{5} \end{eqnarray*}$$

Now we may employ the asymptotic series for harmonic numbers in order to write $(5)$ in terms of Bernoulli numbers, values of the Riemann $\zeta$ function and the series

$$ \sum_{n\geq 1}\frac{\log(n+1)-\log(n)}{n}\stackrel{SBP}{=}\sum_{n\geq 1}\frac{\log(n+1)}{n(n+1)}=\int_{0}^{1}\frac{(1-x)\log(1-x)}{x\log x}\,dx \approx 1.25775 \tag{6}$$ that can be re-written in terms of Gregory coefficients or just as $\sum_{m\geq 1}\frac{(-1)^{m+1}\zeta(m+1)}{m}$.

(Continues)


We have $H_x=\sum_{k=1}^\infty\frac1k-\frac1{x+k}$, thus, it follows from Cauchy products that we have

$$(H_x)^2=\sum_{k=0}^\infty\sum_{l=0}^k\left(\frac1{l+1}-\frac1{x+1+l}\right)\left(\frac1{k+1-l}-\frac1{x+1+k-l}\right)$$

Integrating term by term, we end up with

$$\int_0^1(H_x)^2\ dx=\sum_{k=0}^\infty\sum_{l=0}^k\left(\frac1{(l+1)(k+1-l)}+\frac{\ln\left(\frac{1+l}{2+l}\right)}{k+1-l}+\frac{\ln\left(\frac{1+k-l}{k-l}\right)}{l+1}+\frac{\ln\left(\frac{(1+l)(2+k-l)}{(2+l)(1+k-l)}\right)}{2l-k}\right)$$

Which, though not optimal, is more elementary than Jack D'Aurizio's answer.