Edit
For $t > k \in \mathbb{N}$, we can get the conjectured rate. I leave my original non-sharp answer below the cut.
Start with the Gagliardo-Nirenberg-Sobolev interpolation inequality, which in particular states that for compactly supported $C^k$ functions $g$ on $\mathbb{R}$, there exists a constant $C_k$ such that
$$ \|g\|_{\infty} \leq C_k\|g^{(k)}\|_{\infty}^\theta \|g\|_2^{1-\theta} $$
where $\theta = \frac{1}{1+2k}$.
Now given $f$ in $\mathcal{H}(t)$, fix $\phi\in C^\infty_c((0,1))$, then we can apply GNS to $g = \phi f$.
Observe that $g^{(k)}$ is an expression involving up to $k$ derivatives of $\phi$ and up to $k$ derivatives of $f$. The derivatives of $\phi$ are bounded by some constant $M_k$ once we fixed $\phi$. The derivatives of $f$ are all bounded by $1$. And so GNS implies,
$$ \|g\|_\infty \leq C'_k \|g\|_2^{\frac{2k}{2k+1}} $$
If we choose $\phi$ such that $\phi$ takes values in $[0,1]$ and $\phi(1/2) = 1$, we have
$$ |f(1/2)| = |g(1/2)| \leq \|g\|_{\infty} \leq C'_k \|g\|_2^{\frac{2k}{2k+1}} \leq C'_k \|f\|_2^{\frac{2k}{2k+1}} $$
as conjectured.
For non-integer orders, I would check standard references (Adams, or maybe Leoni) to see if there are GNS interpolation inequalities between $L^2$ and a Holder seminorm. (I don't have my copies near me right now.)
Sharpness
The rate $2k/(2k+1)$ is sharp.
Fix $\phi\in C^\infty_0((0,1))\cap \mathcal{H}(t)$, then for $\lambda > 1$, the function $\phi_\lambda(x) = \frac{1}{\lambda^{t}} \phi(\lambda (x-\frac12) + \frac12)$ is also in $C^\infty_0((-,1))\cap \mathcal{H}(t)$. And we have
$$ \phi_\lambda(1/2) = \lambda^{-t} \phi(1/2) $$
while
$$ \|\phi_\lambda\|_2 = \lambda^{-t-\frac12} \|\phi\|_2 $$
The following rate is probably not sharp, but does converge to 1 as $t$ approaches $\infty$.
1
As a preliminary, observe that if $g$ is a smooth function compactly supported in $(0,1)$, we have
$$ \| g'\|_2^2 \leq \|g\|_2 \|g''\|_2 $$
via integration by parts.
By induction, one proves that
$$ \|g'\|_{2}^{k} \leq \|g\|_{2}^{k-1} \|g^{(k)}\|_2 $$
2
Again for a smooth function compactly supported in $(0,1)$, you have
$$ \|g^2\|_{\infty} \leq 2\|g\|_2 \|g'\|_2 $$
from the fundamental theorem of calculus. So combined with the first step you have
$$ \|g^2\|_{\infty} \leq 2\|g\|_2^{\frac{2k-1}{k}} \|g^{(k)}\|_2 $$
3
Now fix $\phi\in C^\infty_0((0,1))$, with $\phi$ positive, taking values in $[0,1]$, and $\phi(1/2) = 1$. Given $f\in \mathcal{H}(t)$, with $k < t$, consider the function $g = f\phi$. We have
$$ |f(1/2)| = |g(1/2)| \leq 2\|g\|_\infty \leq \|g\|_2^{\frac{2k-1}{2k}} \|g^{(k)} \|_2^{\frac12} $$
Since all of $f$'s derivatives are bounded by 1, and $\phi$ is a fixed function, we have that there exists some $C_k$ (which grows horrendously in $k$) such that $\|g^{(k)}\|_2^{\frac12} \leq C_k$ for all $f\in \mathcal{H}(t)$ with $t > k$.
As $|g| \leq |f|$ pointwise, we find finally
$$ |f(1/2)| \leq 2C_k \|f\|_2^{\frac{2k-1}{2k}} $$
which is
- a shade worse than your initial conjecture
- only applicable for integer $k$.