MSSA Cups
The Maryland cup tradition has a long and rich history that goes back more than a century. The Rowland Cup is Maryland's oldest cup competition, first played in 1914, and is the state's open championship. The Stewart Cup began in 1932 for teams vying for the state's amateur title. The Morton Cup was created to honor former MSSA Vice President Darwin "Lefty" Morton and is for teams not competing in either the Rowland or Stewart Cup. We also offer the McGrath (Over-30), Maryland Over-40 & Over-50 Cups. Our teams also are eligible to play tournaments organized by our leagues and other US Adult Soccer members.
2026 Cups
Registration Open to 5 December
(20 October) Registration is open for the 2026 Cup Season. Teams may apply for the Stewart, Morton , McGrath (O-30) and Maryland Over-40 & Over-50 Cups. The Rowland Cup is integrated with the Maryland-District-Virginia Cup. Those teams will be selected among the league participants. Registration CLOSES 5 December.
Play will start in January with the goal to complete by March. Several of our winners will advance to the qualifiers for USASA Region I. The Morton and MDV Cups are state only competitions. Only teams registered through MSSA affiliated leagues are eligible for the Stewart Cup. Non-affiliated teams may register for the other cups but will be required to register their players with MSSA.
A draw will be held for all of our cups. Teams must enter online through the link below. Referee fees for the cups are $250 ($125 per team) and paid at the field by each team. Matches will be played primarily on Sundays. Stay tuned to this site for all updates, results and news about Maryland cup. Visit us on Twitter @marylandsoccer and Instagram at maryland.state.soccer.
Play will start in January with the goal to complete by March. Several of our winners will advance to the qualifiers for USASA Region I. The Morton and MDV Cups are state only competitions. Only teams registered through MSSA affiliated leagues are eligible for the Stewart Cup. Non-affiliated teams may register for the other cups but will be required to register their players with MSSA.
A draw will be held for all of our cups. Teams must enter online through the link below. Referee fees for the cups are $250 ($125 per team) and paid at the field by each team. Matches will be played primarily on Sundays. Stay tuned to this site for all updates, results and news about Maryland cup. Visit us on Twitter @marylandsoccer and Instagram at maryland.state.soccer.
Fill out the registration form on the following link & make the appropriate payment at the links below or that found on the registration form.
MSSA Cup Registration
Upcoming Dates
Policies & Rules & Forms
- 20 Oct - Registration opens for 2026 MSSA Cups
- 5 Dec - Registration closes for 2026 MSSA Cups
- 4 Jan - Start of 2026 Cup season
New Player RegistrationClick the button on the right to register on a cup team.
Maryland Cup Matches on YouTube
Brought to you by DMV Sports Media

Video can’t be displayed
2026 Cup Entries
Stewart Cup
Christos FC
Delmarva Thunder
-
Morton Cup
Baltimore Kickers
DMV Starz DMV Starz Select
Santos FC
-
-
-
McGrath Cup (O-30)
Christos FC
Fighting Bods
O-40 Cup
Baltimore Kickers
Christos FC
O-50 Cup
Christos FC
Old Timers FC
Maryland-District-Virginia Cup
Rowland Division
Christos FC
-
Potomac Division
-
-
Werner Fricker CupNational Amateur Open Champion2005 - Baltimore Colts2014 - Maryland Bays 2016 - Christos FC 2018 - Christos FC
US Under-23 Cup2002 - Baltimore Bays
Maryland National Champions
National Challenge Cup(US Open Cup)1940 - Baltimore SC
US Amateur Cup1969 - British Lions SC2016 - Christos FC
Gerhard Mengel CupNational Over-30 Champion2012 - Christos FC O-302013 - Christos FC O-302014 - Christos FC O-302019 - Maryland Bays
National Over-50 Cup
2024 - Christos FC O-50