SWS continued its streak of award-winning in the period of the millennium. Awards included, Winsor and Newton Award by AWS to Ong Kim Seng (2000), Dolphin Fellowship Award by AWS to Ong Kim Seng (2001), Ida Wells Award by AWS to Ong Kim Seng (2001), Signature Membership by National Watercolour Society (NWS), USA to Ng Woon Lam (2000), Honorable Mention in February 2001 Issue of International Artists Magazine to Ng Kwee King, 1st prize in Tan Tsze Chor Award in Western Art Category to Seah Kam Chuan (2004), Long Service Award Medal given by Ministry of Education to Seah Kang Chui (2004), Pro Arte Award by the Artist Magazine to Loy Chye Chuan (2006), 1st prize in Western Art Category in Singapore Art Society Exhibition to Ng Woon Lam (2007), Bronze Medal of Honour by AWS to Ng Woon Lam (2009), Signature Membership by NWS to Khoo Cheang Jin (2009).