I have ran both , landscape trailers (open) are built stronger and last longer than the same trailer package in the enclosed option and they are cheaper to purchase. If you are looking at the cheapest way to make money and get the job done , the landscape trailer is the way to go , it is also versatile , haul brush all that stuff. Box trailers stuff is out of weather , more secure and you can haul a bunch more stuff , just need to organize it properly to make it efficient. The price difference will be covered with the free advertising you get , logo it up and you have a rolling billboard with no monthly payment. I think to make this decision you really should check with your employees also , the box trailers are harder to back up , because all you see is the front of the trailer so if you guys do a lot of backing in tight areas this may be a problem for your guys, if the workers and trucks ( because you will tow more I recomend a 2500 or f250 up for box trailers ) can handle the towing of the trailer , and you organize it well then the downsides to a box trailer is minimal compared to the positives , but if your guys are rough on stuff and beat everything up then the box trailers are not the best cause they will not last long if you do not take care of them , just my past experience , people helping me have ripped the trimmer racks off wall etc , so vs a open trailer were when welded on they are very difficult to mess up , just stuff like that , Me personally I like the box trailers but there are advantages and disadvantages , and depending on how you operate and the way you are set up kinda depends on weather its a right decision for you. just my opinion.