We do measure the Hubble constant locally: everything that we know about it comes from observations of light in the vicinity of our telescopes. But if you restrict the experiments to a room with opaque walls, then no, it can't be measured locally, because it merely quantifies the average motion of galaxies on large scales, and there's nothing in the room that will tell you that. Note that earlier answers to this question, including the accepted answer, are wrong, inasmuch as they all suggest that it could be measured locally in principle if not in practice. The paper by Cooperstock et al is also wrong.
The error in Cooperstock et al is easy to explain. They assume that the cosmological FLRW metric is accurate at solar system scales. You can plug the FLRW metric into the Einstein field equations (or the Friedmann equations, which are the Einstein equations specialized to FLRW geometries) to see what this implies about the stress-energy tensor. What you'll find is that they've assumed that the solar system is filled uniformly with matter of a certain density and pressure. The force that they calculate is simply the local gravitational effect of the matter that they assumed was present. But it isn't actually there. It's elsewhere: it collapsed into stars and planets. When they treat the cosmological force as a perturbation on top of the usual solar-system forces, they're double-counting all of the matter, once at its actual location and once at the location where it hypothetically would be if it hadn't clumped. Matter only exerts a gravitational influence from its actual location.
General relativity is different from Newtonian gravity, but it's not as different as many people seem to imagine. It's still a theory of gravity: a force between massive objects that's mediated by a field. It's not a theory of test particles following geodesics on meaningless spacetime backgrounds. The FLRW geometry is not a background; it's the gravitational field of a uniform matter distribution. It could be roughly described as a bunch of Schwarzschild patches stitched together and then smoothed. In real life, there is no smoothing, and no FLRW geometry; there is only the (approximately) Schwarzschild local patches. There is no universal scale factor evolving to the ticks of the absolute, true and cosmological time; there is only local motion of ordinary gravitating objects. That this averages out, on huge scales, to a FLRW-like shape with local bumps is known to us, but irrelevant to nature, which only applies local physical laws independently in each spacetime neighborhood.
Measuring the Hubble constant in a sealed room is no different from measuring the abundance of helium in a sealed room. It will only tell you what's in the room. The abundance in the room won't tend to 25% over time. There's no subtle residual effect of 25% abundance that you can measure locally. The universe is about 25% helium because most of the helium from the first three minutes is still around, not because there's a local physical process that regulates the amount of helium.
What about dark energy? Dark energy, by assumption, doesn't clump at all. You can measure its gravitational effect in the room because it's present in the room. The acceleration you'll measure is not $\ddot a/a$, because $\ddot a/a$ incorporates the averaged effect of all matter, not just the stuff in the room. In the distant future, as $Ω_Λ$ approaches $1$, the acceleration you measure will approach $\ddot a/a = H^2$, but there's no way for you to know that unless you look outside of the room and observe that there's nothing else out there. If dark energy clumps (by little enough to evade current experimental limits) then the amount in the room may be smaller or larger than the average. In that case you'll measure the effect of what's actually in the room, not the effect of the average that you're taking it to be a perturbation of. Nature doesn't do perturbation theory.
Same with dark matter. There may be some of it in the room, depending on what it's made of. If there is, the density will probably be larger than the universal average, but it could be smaller, or about equal. In any case, what you'll measure is what's actually in the room, not what would be there if dark matter didn't clump.
Here are some comments on specific parts of other answers.
For two test particles released at a distance $\mathbf{r}$ from one another in an FRW spacetime, their relative acceleration is given by $(\ddot{a}/a)\mathbf{r}$.
That's correct. Assuming the F(L)RW geometry in GR is equivalent to assuming a $(\ddot{a}/a)\mathbf{r}$ field, or $(\ddot{a}/a)\mathbf{r}^2/2$ potential, in Newtonian gravity. By Poisson's equation that implies uniform matter of density $\ddot{a}/a = -\tfrac43 πGρ$ is present everywhere.
Within the solar system, for example, such an effect is swamped by the much larger accelerations due to Newtonian gravitational interactions.
That's incorrect. The effect is absent in the solar system because the matter that would have caused it is absent. This is obviously true in Newtonian gravitation; it's also true in GR.
The actual trend in the radius of the orbit over time, called the secular trend, is proportional to $(d/dt)(\ddot{a}/a)$
I think that this would be correct if the $(\ddot{a}/a)\mathbf{r}$ force actually existed.
Note, though, that if the force existed, it would be due to, and proportional to, the mass located inside the orbital radius, so you may as well say that the trend is proportional to $dM/dt$. This holds regardless of the nature of the mass; it could be a star losing mass to solar wind and radiation, for example. For a circular orbit $mv^2/r=GMm/r^2$, which gives $dr = d(GM)$ if you hold $v$ constant, so this seems reasonable.
If you added FLRW matter to the solar system, you wouldn't get this trend, because it would clump on much smaller time scales. To follow the Hubble expansion over long time scales it would have to behave totally unphysically: gravitationally influencing other matter but entirely uninfluenced by it, just sedately expanding independent of everything else. This happens when the FLRW matter is the only matter in the universe, since there's nothing to break the symmetry; otherwise it makes no sense.
if you write down the Einstein equation for the case of a simple cosmological-constant dominated universe and a spherically symmetric matter source [...] you [...] get an instability in orbits whose radius is greater than some value $r_∗$, which is proportional to $1/(ΛM)$. This outermost instability represents the expansion of the universe starting to dominate over objects orbiting very far from the star [...].
It represents the dark energy, which is present locally, starting to dominate. As you go to larger radii, the total contained dark energy goes up roughly as $r^3$, and $r_*$ is the radius at which the repulsive force from that equals the attractive force of the central mass. Mass outside that radius can be neglected by the shell theorem/Birkhoff's theorem. This doesn't tell you the Hubble constant or the scale factor; it only tells you the local density of dark energy, which as I mentioned before can be measured inside the opaque room.