Obstacles are objects that are directly on the path of a pedestrian route, thus blocking the path. The ADA (Americans with Disabilities Act) requires a "clear floor or ground space" along accessible pedestrian routes. This allows pedestrians, especially those using walkers or wheelchairs, to remain safely on the sidewalk or crosswalk. Moving off the path to avoid an obstacle may be impossible or may cause imbalance, tripping, or other hazards. (ADA 305)
You should place labels at the base of the obstacle, which is any object that blocks a path. Placing a label any higher may make the lat-lng estimation inaccurate. Notice how the label on the lower left image that is not placed at the base of the tree has a lat-lng that is very far from the sidewalk (as seen in the mini map).
If there is a long stretch of construction, like in the example on the right below, you should place a temporary obstacle label at the beginning and end of the construction (in the same manner as in the Surface Problems section.
Severity should be higher for obstacles that cover more of the path, have less room for navigating around them, or would cause pedestrians that avoid them to put themselves into harm’s way (by going into traffic, going off the sidewalk, etc). There are more examples throughout this page.
You should use an Obstacle label on any permanent fixture that is placed in the direct path of pedestrian routes. This could also include extreme instances of overgrowth or poles that are located (even partially) within curb ramp flares. Below are examples with various degrees of severity.
You should label temporary obstacles with the Obstacle label. Temporary obstacles are objects that are not part of the "built environment", such as construction, minor overgrowth, parked cars, and trash cans.