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Evaluate a trailer from the inside out. That means look at the construction first before you get carried away with the bells and whistles. It's a good idea to look at trailers from several manufacturers to get a feel for quality.
It's fair to say that there aren't any bad trailers on the market today. The trailer business is too competitive for inferior quality products, and no manufacturer wants a liability suit, so trailers are built sturdy and safe. But some trailers are miles ahead of others. The first place to spot quality is the frame.
Measure (or at least ask about) the distance between upright frame members. Standard spacing is 24 inches; 18 is better. The same goes for roof bows, which are the ribs that support the trailer ceiling. Inspect the inside of the trailer. Most trailer panels are attached to the frame using spot welds. Some manufacturers caulk the panels where they come into contact with the frame, which cuts down on noise and vibration. Welds should look smooth and even, an indication of quality craftsmanship.