2026-27 WINTER BASKETBALL
We are excited for another great season of Winter Basketball! Please look below for our current program. If you do not see what you are looking for please email Coach Keyes (Thomas@TripleDoubleBasketballCT.com).
This registration is for WINTER I Basketball. The season starts November 9th and ends January 23.
CLASSES THAT ARE SOLD OUT HAVE BEEN REMOVED (AS OF 10/31)
BOYS
COED PRE-K
SKILLS CLINICS:
Sat 9am St. Pius (3/4 year olds)
Sat 10am St. Pius (3/4 year olds)
Sat 12pm St. Pius (4/5 year olds)
Sun 9am (Westport YMCA) REGISTER THROUGH YMCA
Sun 10am (Westport YMCA)
BOYS K/1
Tue 4:30 Holy Trinity
FIRST/SECOND GRADE FAST BREAK LEAGUE!!! *NEW* (GREAT FOR ADVANCED FIRST GRADERS)
We are excited to announce that we are offering a first/second grade basketball league! Players can sign up as an individual or with their friends! The team will practice on a weekly "timeslot." 7 of the timeslots will be skills clinics/practices and 1 will be a game. The team will also play 3 additional games on Sundays (2 in Dec, 1 in Jan). Games will be FAST BREAK style to ensure maximum fun and development! Teams are coached by Triple Double Coaches!
Tue 4:00 St. Pius
Tue 5:15 FCDS
Tue 4:30 Holy Trinity
Wed 5:00 St. Pius
Fri 5:00 St. Pius
Sat 2:00 St. Pius
Sat 3:00 St. Pius
BOYS 2ND GRADE
*PLEASE SEE ABOVE FOR 1st/2nd "FAST BREAK LEAGUE* (GREAT FOR DEVELOPING 2ND GRADERS)
SKILLS CLINICS:
Tue 6:00 St. Pius
2ND/3RD GRADE SUPER LEAGUE!!! (YEAR 2!) (GREAT FOR ADVANCED 2ND GRADERS(
We started this last season and it was AWESOME! This is for kids who are INTO basketball and playing competitively. We have found a great sweet spot of developmental and competitive with the SUPER LEAGUE! Super League teams are created by town. They practice once per week and play a 12 game season (games are played "Jamboree Style" - 3 games in a weekend once a month). We play on 9 foot rims and this is their first taste of "REAL BASKETBALL." This is a great pre-cursor to Travel Basketball which starts in 3rd grade.
IF YOU DO NOT SEE YOUR TOWN LISTED BUT WOULD LIKE TO START A TEAM PLEASE REACH OUT TO COACH KEYES
2026-27 ANTICIPATED TEAMS:
-FAIRFIELD (3 TEAMS!)
-WESTPORT (2 TEAMS)
-TRUMBULL
-WILTON
-MONROE
-NEW CANAAN
-NORWALK
-ORANGE/MILFORD
BOYS 3RD GRADE
*PLEASE SEE ABOVE FOR 2nd/3rd GRADE SUPER LEAGUE* GREAT FOR DEVELOPING 3RD GRADERS NOT READY FOR TRAVEL (OR FOR PEOPLE THAT DO NOT WANT THE FULL TRAVEL COMMITMENT*
SKILLS CLINICS:
Tue 6:00 St. Pius
BOYS 3RD GRADE TRAVEL BASKETBALL
3rd grade starts travel basketball! Our teams play a combination of The Milford Knights Travel Basketball League and our very own Triple Double League. We have teams at A, B, and C levels. Players are grouped by town for Winter Basketball.
We have teams for the following towns:
Fairfield- (4 Teams)
Westport- (2 Teams)
Trumbull- (2 Teams)
Wilton- (2 Teams)
Orange
Monroe
BOYS 4TH-8TH GRADE
We offer Travel Basketball for: TRUMBULL and MONROE.
All other towns see below:
Fairfield - FBA
Wilton - WBA
Orange- (text 203-257-4228)
GIRLS
COED PRE-K
SKILLS CLINICS:
Sat 9am St. Pius (3/4 year olds)
Sat 10am St. Pius (3/4 year olds)
Sat 11am St. Pius (4/5 year olds)
Sat 12pm St. Pius (4/5 year olds)
Sun 9am (Westport YMCA) REGISTER THROUGH YMCA
Sun 10am (Westport YMCA)
GIRLS KINDERGARTEN
SKILLS CLINICS:
Mon 4:00 St. Pius (K/1)
Wed 4:15 (Westport YMCA) *45Minutes
Thu 4:00 St. Pius (K)
GIRLS 1ST GRADE
SKILLS CLINICS:
Thu 5:00 St. Pius (1)
GIRLS 2ND AND 3RD GRADE
SUPER LEAGUE!!! (YEAR 1!)
We did this for the boys last season and it was AWESOME! The girls are going to love it! This is for kids who are INTO basketball and playing competitively. We have found a great sweet spot of developmental and competitive with the SUPER LEAGUE! Super League teams are created by town. They practice once per week and play a 12 game season (games are played "Jamboree Style" - 3 games in a weekend once a month). We play on 9 foot rims and this is their first taste of "REAL BASKETBALL." This is a great pre-cursor to Travel Basketball which starts in 3rd grade.
IF YOU DO NOT SEE YOUR TOWN LISTED BUT WOULD LIKE TO START A TEAM PLEASE REACH OUT TO COACH KEYES
2026-27 ANTICIPATED TEAMS:
-FAIRFIELD (2 TEAMS!)
-WESTPORT (2 TEAMS)
-TRUMBULL
-WILTON
-MONROE
-NEW CANAAN
-NORWALK
-ORANGE/MILFORD
SKILLS CLINICS:
Mon 5:00 St. Pius (2/3)
FAST BREAK LEAGUE:
Thu 6:00 St. Pius (2/3)
GIRLS 4/5
FAST BREAK LEAGUE:
Thu 7:15 St. Pius (4/5)
...MORE GIRLS 3RD GRADE
GIRLS 3RD GRADE TRAVEL BASKETBALL
3rd grade starts travel basketball! Our teams play a combination of The Milford Knights Travel Basketball League and our very own Triple Double League. We have teams at A, B, and C levels. Players are grouped by town for Winter Basketball.
We have teams for the following towns:
Fairfield- (2 Teams)
Westport- (2 Teams)
Trumbull
Wilton
Orange
Monroe
GIRLS 4TH-8TH GRADE
We offer Travel Basketball for: TRUMBULL and MONROE.
All other towns see below:
Fairfield - FBA
Wilton - WBA
Orange- (text 203-257-4228)
BOYS
COED PRE-K
SKILLS CLINICS:
Sat 9am St. Pius (3/4 year olds)
Sat 10am St. Pius (3/4 year olds)
Sat 11am St. Pius (4/5 year olds)
Sat 12pm St. Pius (4/5 year olds)
Sun 9am (Westport YMCA) REGISTER THROUGH YMCA
Sun 10am (Westport YMCA)
BOYS K/1
SKILLS CLINICS:
Mon 4:15 (Westport YMCA) REGISTER THROUGH YMCA
Tue 4:30 Holy Trinity
Tue 5:00 St. Pius
Wed 4:00 St. Pius
Thu 4:15 (Westport YMCA) REGISTER THROUGH YMCA
Fri 4:00 St. Pius
Sat 1:00 St. Pius
FIRST/SECOND GRADE FAST BREAK LEAGUE!!! *NEW* (GREAT FOR ADVANCED FIRST GRADERS)
We are excited to announce that we are offering a first/second grade basketball league! Players can sign up as an individual or with their friends! The team will practice on a weekly "timeslot." 7 of the timeslots will be skills clinics/practices and 1 will be a game. The team will also play 3 additional games on Sundays (2 in Dec, 1 in Jan). Games will be FAST BREAK style to ensure maximum fun and development! Teams are coached by Triple Double Coaches!
Tue 4:00 St. Pius
Tue 5:15 FCDS
Tue 4:30 Holy Trinity
Wed 5:00 St. Pius
Fri 5:00 St. Pius
Sat 2:00 St. Pius
Sat 3:00 St. Pius
BOYS 2ND GRADE
*PLEASE SEE ABOVE FOR 1st/2nd "FAST BREAK LEAGUE* (GREAT FOR DEVELOPING 2ND GRADERS)
SKILLS CLINICS:
Tue 6:00 St. Pius
2ND/3RD GRADE SUPER LEAGUE!!! (YEAR 2!) (GREAT FOR ADVANCED 2ND GRADERS(
We started this last season and it was AWESOME! This is for kids who are INTO basketball and playing competitively. We have found a great sweet spot of developmental and competitive with the SUPER LEAGUE! Super League teams are created by town. They practice once per week and play a 12 game season (games are played "Jamboree Style" - 3 games in a weekend once a month). We play on 9 foot rims and this is their first taste of "REAL BASKETBALL." This is a great pre-cursor to Travel Basketball which starts in 3rd grade.
IF YOU DO NOT SEE YOUR TOWN LISTED BUT WOULD LIKE TO START A TEAM PLEASE REACH OUT TO COACH KEYES
2026-27 ANTICIPATED TEAMS:
-FAIRFIELD (3 TEAMS!)
-WESTPORT (2 TEAMS)
-TRUMBULL
-WILTON
-MONROE
-NEW CANAAN
-NORWALK
-ORANGE/MILFORD
BOYS 3RD GRADE
*PLEASE SEE ABOVE FOR 2nd/3rd GRADE SUPER LEAGUE* GREAT FOR DEVELOPING 3RD GRADERS NOT READY FOR TRAVEL (OR FOR PEOPLE THAT DO NOT WANT THE FULL TRAVEL COMMITMENT*
SKILLS CLINICS:
Tue 6:00 St. Pius
BOYS 3RD GRADE TRAVEL BASKETBALL
3rd grade starts travel basketball! Our teams play a combination of The Milford Knights Travel Basketball League and our very own Triple Double League. We have teams at A, B, and C levels. Players are grouped by town for Winter Basketball.
We have teams for the following towns:
Fairfield- (4 Teams)
Westport- (2 Teams)
Trumbull- (2 Teams)
Wilton- (2 Teams)
Orange
Monroe
BOYS 4TH-8TH GRADE
We offer Travel Basketball for: TRUMBULL and MONROE.
All other towns see below:
Fairfield - FBA
Wilton - WBA
Orange- (text 203-257-4228)
GIRLS
COED PRE-K
SKILLS CLINICS:
Sat 9am St. Pius (3/4 year olds)
Sat 10am St. Pius (3/4 year olds)
Sat 11am St. Pius (4/5 year olds)
Sat 12pm St. Pius (4/5 year olds)
Sun 9am (Westport YMCA) REGISTER THROUGH YMCA
Sun 10am (Westport YMCA)
GIRLS K/1
SKILLS CLINICS:
Mon 4:00 St. Pius (K/1)
Wed 4:15 (Westport YMCA) *45Minutes
Thu 4:00 St. Pius (K/1)
GIRLS 1/2
SKILLS CLINICS:
Thu 5:00 St. Pius (1/2)
GIRLS 2ND AND 3RD GRADE
SUPER LEAGUE!!! (YEAR 1!)
We did this for the boys last season and it was AWESOME! The girls are going to love it! This is for kids who are INTO basketball and playing competitively. We have found a great sweet spot of developmental and competitive with the SUPER LEAGUE! Super League teams are created by town. They practice once per week and play a 12 game season (games are played "Jamboree Style" - 3 games in a weekend once a month). We play on 9 foot rims and this is their first taste of "REAL BASKETBALL." This is a great pre-cursor to Travel Basketball which starts in 3rd grade.
IF YOU DO NOT SEE YOUR TOWN LISTED BUT WOULD LIKE TO START A TEAM PLEASE REACH OUT TO COACH KEYES
2026-27 ANTICIPATED TEAMS:
-FAIRFIELD (2 TEAMS!)
-WESTPORT (2 TEAMS)
-TRUMBULL
-WILTON
-MONROE
-NEW CANAAN
-NORWALK
-ORANGE/MILFORD
SKILLS CLINICS:
Mon 5:00 St. Pius (2/3)
FAST BREAK LEAGUE:
Thu 6:00 St. Pius (2/3)
GIRLS 4/5
FAST BREAK LEAGUE:
Thu 7:15 St. Pius (4/5)
...MORE GIRLS 3RD GRADE
GIRLS 3RD GRADE TRAVEL BASKETBALL
3rd grade starts travel basketball! Our teams play a combination of The Milford Knights Travel Basketball League and our very own Triple Double League. We have teams at A, B, and C levels. Players are grouped by town for Winter Basketball.
We have teams for the following towns:
Fairfield- (2 Teams)
Westport- (2 Teams)
Trumbull
Wilton
Orange
Monroe
GIRLS 4TH-8TH GRADE
We offer Travel Basketball for: TRUMBULL and MONROE.
All other towns see below:
Fairfield - FBA
Wilton - WBA
Orange- (text 203-257-4228)
BOYS
COED PRE-K
SKILLS CLINICS:
Sat 9am St. Pius (3/4 year olds)
Sat 10am St. Pius (3/4 year olds)
Sat 11am St. Pius (4/5 year olds)
Sat 12pm St. Pius (4/5 year olds)
Sun 9am (Westport YMCA) REGISTER THROUGH YMCA
Sun 10am (Westport YMCA)
BOYS K/1
SKILLS CLINICS:
Mon 4:15 (Westport YMCA) REGISTER THROUGH YMCA
Tue 4:30 Holy Trinity
Tue 5:00 St. Pius
Wed 4:00 St. Pius
Thu 4:15 (Westport YMCA) REGISTER THROUGH YMCA
Fri 4:00 St. Pius
Sat 1:00 St. Pius
FIRST/SECOND GRADE FAST BREAK LEAGUE!!! *NEW* (GREAT FOR ADVANCED FIRST GRADERS)
We are excited to announce that we are offering a first/second grade basketball league! Players can sign up as an individual or with their friends! The team will practice on a weekly "timeslot." 7 of the timeslots will be skills clinics/practices and 1 will be a game. The team will also play 3 additional games on Sundays (2 in Dec, 1 in Jan). Games will be FAST BREAK style to ensure maximum fun and development! Teams are coached by Triple Double Coaches!
Tue 4:00 St. Pius
Tue 5:15 FCDS
Tue 4:30 Holy Trinity
Wed 5:00 St. Pius
Fri 5:00 St. Pius
Sat 2:00 St. Pius
Sat 3:00 St. Pius
BOYS 2ND GRADE
*PLEASE SEE ABOVE FOR 1st/2nd "FAST BREAK LEAGUE* (GREAT FOR DEVELOPING 2ND GRADERS)
SKILLS CLINICS:
Tue 6:00 St. Pius
2ND/3RD GRADE SUPER LEAGUE!!! (YEAR 2!) (GREAT FOR ADVANCED 2ND GRADERS(
We started this last season and it was AWESOME! This is for kids who are INTO basketball and playing competitively. We have found a great sweet spot of developmental and competitive with the SUPER LEAGUE! Super League teams are created by town. They practice once per week and play a 12 game season (games are played "Jamboree Style" - 3 games in a weekend once a month). We play on 9 foot rims and this is their first taste of "REAL BASKETBALL." This is a great pre-cursor to Travel Basketball which starts in 3rd grade.
IF YOU DO NOT SEE YOUR TOWN LISTED BUT WOULD LIKE TO START A TEAM PLEASE REACH OUT TO COACH KEYES
2026-27 ANTICIPATED TEAMS:
-FAIRFIELD (3 TEAMS!)
-WESTPORT (2 TEAMS)
-TRUMBULL
-WILTON
-MONROE
-NEW CANAAN
-NORWALK
-ORANGE/MILFORD
BOYS 3RD GRADE
*PLEASE SEE ABOVE FOR 2nd/3rd GRADE SUPER LEAGUE* GREAT FOR DEVELOPING 3RD GRADERS NOT READY FOR TRAVEL (OR FOR PEOPLE THAT DO NOT WANT THE FULL TRAVEL COMMITMENT*
SKILLS CLINICS:
Tue 6:00 St. Pius
BOYS 3RD GRADE TRAVEL BASKETBALL
3rd grade starts travel basketball! Our teams play a combination of The Milford Knights Travel Basketball League and our very own Triple Double League. We have teams at A, B, and C levels. Players are grouped by town for Winter Basketball.
We have teams for the following towns:
Fairfield- (4 Teams)
Westport- (2 Teams)
Trumbull- (2 Teams)
Wilton- (2 Teams)
Orange
Monroe
BOYS 4TH-8TH GRADE
We offer Travel Basketball for: TRUMBULL and MONROE.
All other towns see below:
Fairfield - FBA
Wilton - WBA
Orange- (text 203-257-4228)
GIRLS
COED PRE-K
SKILLS CLINICS:
Sat 9am St. Pius (3/4 year olds)
Sat 10am St. Pius (3/4 year olds)
Sat 11am St. Pius (4/5 year olds)
Sat 12pm St. Pius (4/5 year olds)
Sun 9am (Westport YMCA) REGISTER THROUGH YMCA
Sun 10am (Westport YMCA)
GIRLS K/1
SKILLS CLINICS:
Mon 4:00 St. Pius (K/1)
Wed 4:15 (Westport YMCA) *45Minutes
Thu 4:00 St. Pius (K/1)
GIRLS 1/2
SKILLS CLINICS:
Thu 5:00 St. Pius (1/2)
GIRLS 2ND AND 3RD GRADE
SUPER LEAGUE!!! (YEAR 1!)
We did this for the boys last season and it was AWESOME! The girls are going to love it! This is for kids who are INTO basketball and playing competitively. We have found a great sweet spot of developmental and competitive with the SUPER LEAGUE! Super League teams are created by town. They practice once per week and play a 12 game season (games are played "Jamboree Style" - 3 games in a weekend once a month). We play on 9 foot rims and this is their first taste of "REAL BASKETBALL." This is a great pre-cursor to Travel Basketball which starts in 3rd grade.
IF YOU DO NOT SEE YOUR TOWN LISTED BUT WOULD LIKE TO START A TEAM PLEASE REACH OUT TO COACH KEYES
2026-27 ANTICIPATED TEAMS:
-FAIRFIELD (2 TEAMS!)
-WESTPORT (2 TEAMS)
-TRUMBULL
-WILTON
-MONROE
-NEW CANAAN
-NORWALK
-ORANGE/MILFORD
SKILLS CLINICS:
Mon 5:00 St. Pius (2/3)
FAST BREAK LEAGUE:
Thu 6:00 St. Pius (2/3)
GIRLS 4/5
FAST BREAK LEAGUE:
Thu 7:15 St. Pius (4/5)
...MORE GIRLS 3RD GRADE
GIRLS 3RD GRADE TRAVEL BASKETBALL
3rd grade starts travel basketball! Our teams play a combination of The Milford Knights Travel Basketball League and our very own Triple Double League. We have teams at A, B, and C levels. Players are grouped by town for Winter Basketball.
We have teams for the following towns:
Fairfield- (2 Teams)
Westport- (2 Teams)
Trumbull
Wilton
Orange
Monroe
GIRLS 4TH-8TH GRADE
We offer Travel Basketball for: TRUMBULL and MONROE.
All other towns see below:
Fairfield - FBA
Wilton - WBA
Orange- (text 203-257-4228)
Where
St. Pius- 834 Brookside Drive, Fairfield
Holy Trinity- 4070 Park Avenue, Bridgeport
Westport YMCA- 14 Allen Raymond Lane, Westport
Christian Heritage- 575 White Plains Road, Trumbull
WINTER BASKETBALL 2026-27 I
This registration is for WINTER Basketball. The season starts November 9th and ends January 23th.
Register