I thought I update my post so the latest selection feature is in here as well.
Now blender allows the windows type of selection by clicking on the first item to be selected in the outline and scrolling to the last item of the selection sequence and holding Shift down and Left Click on the last item. All the object will be selected between the first and last selected items this way.
Original answer below which was the only valid way of selecting multiple items at the time of original posting but it is still a valid selection process as well:
The fastest way I found is pressing B on the keyboard for Box Select and select and drag a box, with the left mouse button, around the required items. You can add more to the selection by scrolling, if you have more to add that is not visible on the screen, and pressing B and selecting more items again.
It still can take a while if you have a 100 or so items to select but currently the fastest, unless someone knows another better way.
This may change, as 2.80 is still in beta, but currently that is how you can select consecutive objects faster in the Outliner.