The ultrafaint dwarf galaxy Hercules has an extremely elongated morphology with both photometric overdensities and kinematic members at large radii, suggesting that it may be tidally disrupting due to a previous close encounter with the Milky Way. To explain its observational peculiarities, we present a deep Hubble Space Telescope (HST) imaging study of Hercules and its surrounding regions and investigate its tidal history through a careful search for a distance gradient along its stretched body. Our off-center HST data clearly resolve a main sequence, showing that the stellar extension seen along the major axis of Hercules is genuine, not a clump of background galaxies. Utilizing Gaia DR2 data, we clean the region around the Hercules of field contamination, and find four new plausible member stars, all of which are located on the outskirts of the dwarf galaxy. We update the distance to Hercules, and find 130.6R+/-6.1kpc (m-M=20.58+/-0.10) for the main body, which is consistent with earlier estimates in the literature. While we find no conclusive evidence for a distance gradient, our work demonstrates that constraining a distance gradient in such a faint system is not trivial, and the possible thickness of the dwarf along the line of sight and field contamination make it harder to make decisive conclusions even with these high-precision data. Future studies coupled with tailored theoretical models are needed to understand the true nature of Hercules and of tidal distortion observables in ultrafaint galaxies in general.