Do I need both left and right brackets?

This is the left-side bracket only. You'll want the matching right bracket to complete the rear bumper support system and maintain even load distribution across your rear end.

Will this bolt to factory mounting points?

Yes—this bracket mounts at the OEM chassis attachment locations. No drilling or frame modification required.

Does this come with fasteners?

The bracket ships as a standalone piece. Use the factory hardware already in your vehicle's mounting points, or source new bolts matching your Challenger's service manual specs if needed.