This book constitutes the proceedings of the 16th International Conference on Web and Internet Economics, WINE 2020, held in Beijing, China, in December 2020.  The  31 full papers presented together with 11 abstracts were carefully reviewed and selected from 136 submissions.  The issues in theoretical computer science, artificial intelligence, operations research are of particular importance in the Web and the Internet that enable the interaction of large and diverse populations. The Conference on Web and Internet Economics (WINE) is an interdisciplinary forum for the exchange of ideas and results on incentives and computation arising from these various fields.