It depends on how much winching you do. The trailer is intended as a drive-on, so a minimal which is standard. But, some ramps make drive-on difficult and powering onto the trailer is not allowed at some ramps. If you use the winch a lot, go for a higher capacity 2-speed winch.
BoatMate likely will not offer the best price in order to protect the interest of BoatMate dealers. Plus they don't have the volume of an Overtons. However, from BoatMate you can be assured of getting a quality winch in respect to mechanics and finish plating. The 1500# winch comes with a strap & hook as well.