As part of our ongoing investigation of magnetic activity in ultracool dwarfs we present simultaneous radio, X-ray, UV, and optical observations of LSR1835+32 (M8.5), and simultaneous X-ray and UV observations of VB10 (M8), both with a duration of about 9 hr. LSR1835+32 exhibits persistent radio emission, and Hα variability on timescales of 0.5-2 hr. The detected UV flux is consistent with photospheric emission, and no X-ray emission is detected to a deep limit of LX/Lbol<~10-5.7. The Hα and radio emission are temporally uncorrelated, and the ratio of radio to X-ray luminosity exceeds the correlation seen in F-M6 stars by >2×104. The lack of radio variability during four rotations of LSR1835+32 requires a uniform stellar-scale field of ~10 G, and indicates that the Hα variability is dominated by much smaller scales, <10% of the chromospheric volume. VB10, on the other hand, shows correlated flaring and quiescent X-ray and UV emission, similar to the behavior of early M dwarfs. Delayed and densely sampled optical spectra exhibit a similar range of variability amplitudes and timescales. Along with our previous observations of the M8.5 dwarf TVLM513-46546 we conclude that late M dwarfs exhibit a mix of activity patterns, which points to a transition in the structure and heating of the outer atmosphere by large-scale magnetic fields. We find that rotation may play a role in generating the fields as evidenced by a tentative correlation between radio activity and rotation velocity. The X-ray emission, however, shows evidence for supersaturation at vsini>25 km s-1, which could be the result of secondary effects such as inefficient heating or centrifugal stripping of extended coronal loops. These effects may underlie the severe violation of the radio/X-ray correlation in ultracool dwarfs.