Let's start with the case of a torus. Since you don't require $X$ to be smooth, we can reduce to this case by replacing $X$ by $X//N$. (Though actually inferring results about the nonabelian case from the abelian looks a bit hard.)

Since the DH function is piecewise continuous (even polynomial) on polyhedral chambers, we can test continuity along all straight lines. If we replace $X$ by $X//_\lambda T'$ where $T'$ is codimension $1$ in $T$, we get the DH function restricted to the line $\lambda + ({\mathfrak t}')^\perp$, which is the DH function for $S := T/T'$. So we can reduce to the case of a circle action, with moment polytope an interval in the line.

Now, the more general question is how the DH function, a piecewise polynomial of degree $\dim X - 1$, changes as one passes through the point $\lambda \in {\mathbb R}$. The answer is, there's a contribution from each component $C$ of $X^S$ with moment value $\lambda$, of a polynomial vanishing to order $(\dim X - 1) - \dim C$. 

In particular, the function can only be discontinuous if $\dim C = \dim X - 1$, and in that case, $C$ must be either the source or sink of the Bialynicki-Birula decomposition for $S$. Put another way, $\lambda$ must be at an endpoint of the interval.

So for the general $T$ case, we learn that the DH function is continuous on the interior, and can only be discontinuous on a boundary facet of the moment polytope if the preimage of that facet is codimension $1$ in $X$.