2020 Stewart Cup
The Stewart Cup is Maryland's second oldest cup competition, first played in 1932. It is Maryland's amateur championship. The winner of the Stewart Cup will advance to the USASA Region I qualifiers for the US Amateur Cup.
Teams registered and playing in any MSSA affiliated league are eligible to enter the Stewart Cup. UPSL & NPSL affiliated Maryland teams are eligible to enter but must register their players with MSSA. Teams entering the Stewart Cup are not eligible to enter the Morton Cup.
A draw will be held for all of our cup competitions. All attempts will be made to avoid teams from the same league/division being drawn in first round matches if possible. This will be dependent upon the number of entries between leagues. Clubs will not be seeded although the champion from the previous year may be given a bye if necessary.
The cups will begin in January and we try to conclude by mid-March. Matches will be played primarily on Sundays.
Teams must enter online through this site. The deadline to enter the cups is 16 December 2019. The entry fee is $105 per cup (convenience fee included) and must be paid online.
Referee fees for the cups are $200.00 ($100.00 per team) and paid at the field by each team.
If there are any questions, email