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Westport Little League Baseball
& Welcome Weston Little League!

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2019 Spring Field Schedule

by posted 04/04/2019
2019 Spring Registration

Dear Westport Families,

Little League Baseball and Softball registration is now open for the 2019 Spring season! CLICK HERE to register your child or children now for one of our programs across ages 4-13.

SPRING REGISTRATION:  Registration for the Spring season will remain open until March 7, 2019 (for A, AA, AAA and Majors) and April 12, 2019 (for CAPs). Roster spots will not be guaranteed after such dates and a late fee of $50 will be applied.  


The table below sets forth the WLLB league name for each grade, date of evaluation and anticipated regular season game days and times.  Please note that weekday games prior to May 1st may begin at 5:30 PM if darkness is still an issue.

Grade             League Name             Evaluation                  Game(s)

PK/K               Cap K                           None                          Sat., 1:00 p.m.

1                    Cap 1                           None                           Sat., 11:00 a.m.

2                    Cap 2                           None                           Sat., 9:00 a.m.

3                    A                                 March 9                       Sat., 4:30 p.m.,           

                                                                                            Mon., 5:30/6:00 p.m.

4                    AA                               March 9                       Sat., 2:00 p.m.,

                                                                                           Thurs., 5:30/6:00 p.m.

5                    AAA                             March 9                       Sat., 11:30 a.m.,

                                                                                           Tues., 5:30/6:00 p.m.

6, 7                Majors                          March 9                      Sat., 9:00 a.m.,

                                                                                           Wed., 5:30/6:00 p.m.

AGE REQUIREMENTS:  WLLB is generally organized by grade. However, please note that a child must have been born on or before December 31, 2014 to be eligible to play during the 2019 Spring season. In addition, the Majors division is intended for all 6th graders and those 7th graders who were born on or after September 1, 2006.

EVALUATIONS:  Evaluations for children in Grades 3 through 7 (A, AA, AAA, and Majors) will be held on Saturday, March 9th at the Staples High School Fieldhouse. There are NO evaluations for children in Grades Pre-K through 2. 

[Note: Times were revised on March 4]

Majors (Seventh/Sixth Grade): 8:00 a.m.to 9:30 a.m. 
AA (Fourth Grade): 12:30 p.m. to 2:15 p.m.
AAA (Fifth Grade): 2:30 p.m. to 4:00 p.m. 
A (Third Grade): 4:15 p.m. to 5:45 p.m.

CHALLENGER LEAGUE BASEBALL:  This league, which focuses on fun and building life-long friendships, is open to boys and girls with mental or physical challenges. Challenger also seeks volunteer children age 9 and up to serve as buddies during the games, most of which will be played on Saturdays and/or Sundays in Westport and other local towns. Please email Challenger Commissioner Beth Cody at with any questions. Registration for Challenger is set to open the week of January 28, 2019.

INTERMEDIATE 50/70 BASEBALL:  This program is intended for LL-age 11, 12 and 13 year olds (for players born Sept 1, 2005 through Aug 31, 2008). Team(s) will play local area town teams on a field slightly larger than those at Town Farms. Players will be leading off bases and pitching from the stretch. Games are 7 innings, with no doubleheaders. For 11's and 12's, participation is intended to be supplemental to a player's primary Little League Spring baseball team. For 13's, this team provides a fun and final opportunity to play spring baseball on the 50/70 field before advancing to 60/90.  As a Little League program, coaches are parent volunteers, and there are no cuts. Parents of 11's should first consider that their child will be playing with 13 year-old players. 50/70 Intermediate offers players focused on other travel sports a flexible opportunity to play 50/70 baseball. Depending on availability of players and the team's competitiveness, WLLB may choose to participate in the 50/70 Intermediate District summer tournament. Register for 50/70 Intermediate here ($195)

WESTPORT YOUTH TRAVEL BASEBALL:  Children participating in any of Westport’s Youth Travel Baseball's programs (8U through 12U) this Spring must, as a condition to their participation in our Youth Travel Baseball programs, also register for and play in Westport's 2019 Spring Little League. 

DISTRICTS BASEBALL AND OTHER SUMMER PROGRAMS:  Any child who wishes to try out for and play on any Westport Districts All-Star Team (9U through 12U) or participate in any Westport summer baseball program must register for and play in Westport's 2019 Spring Little League. 


March 7, 2019 – Registration deadline for A, AA, AAA and Majors (Roster spots are not guaranteed after this date and a late fee of $50 will be applied)

March 9, 2019 – Evaluations for A, AA, AAA, and Majors (Grade 3 and higher) at Staples Fieldhouse (Start times for each league TBD)

Week of March 25, 2019 – A, AA, AAA and Majors teams announced

April 6, 2019 – Opening Day for A, AA, AAA and Majors (There will be games from 4/6 through 4/13, then games start again 4/22 following Westport public schools' April Break)

April 12, 2019 – Registration deadline for Caps programs grades PK through 2nd (Roster spots are not guaranteed after this date and a late fee of $50 will be applied)

Week of April 15, 2019 – Caps teams announced

April 27, 2019 – Opening Day for Caps and Challenger (weather permitting)

Week of May 27, 2019 – A, AA, AAA and Majors playoffs begin

Team practices will be scheduled by coaches once teams are selected.  When registering, please note all potential conflicts in your child’s 2019 Spring schedule so that those responsible for putting teams and practice schedules together can take into consideration and try to avoid schedule conflicts.

WLLB appreciates that our players participate in multiple Spring sports.  To that end, we have tried to schedule Spring baseball games to avoid conflicts with other sports.  Game times are subject to change based on registration levels.


The registration fees for the 2019 Spring Little League baseball season are:

1.         $205 for PK/K

2.         $210 for Cap 1 and Cap 2

3.         $295 for A, AA, AAA and Majors

4.         $195 for 50/70 Intermediate

We offer a family discount of $25.00 for each child registered after the first player is registered. The fee for the first child is the full price.

Please note that your registration is not considered complete until payment of the registration fee is made. Any registration that is not completed and paid in full within two hours will be deleted and your child will not be placed on a team. If participation of your child(ren) in Little League presents a financial hardship for your family, you may apply for financial aid. If you wish to apply, please complete the online registration and selected the financial aid option. Your registration will not be deleted for non-payment.


Westport Little League and Weston Little League once again plan to integrate our Cap 2 (second grade), AAA (fifth grade) and Majors  (sixth and seventh grades) programs under the Westport Little League Baseball umbrella this Spring, which was a successful pilot project last Spring. This integration will enable Westport Little League to maintain or expand the number of teams and adds an exciting travel element to competitive play while preserving WLLB's rules and infrastructure.


If your child is playing in one of our programs for the first time, you must mail a copy of his/her birth certificate to Westport Little League. In addition, if this is the first time a member of your family is participating in one of our programs, you must also mail proof of residency (such as a utility or phone bill).   Please mail these items to:

Westport Little League, Attention Beth Cody
P.O. Box 581
Westport CT 06881

Your child cannot participate without first meeting these requirements.


WLLB manages programs for hundreds of children each Spring, and we do our best to form balanced teams. For Cap PK through Cap 2 (Grades pre-K through 2nd Grade), teams generally include players from the same elementary school. The Commissioners of Cap K and Cap 1 teams will make efforts to accommodate teammate and coach preferences indicated in registration when populating teams.  However, in Cap 2 (second grade), we unfortunately cannot honor requests for children to be placed on a particular team or with a specific coach or other player due to the size of our program, the conflicting nature of requests, the need to create balanced teams, the complexity of populating teams and the volunteer nature of our organization. Teams for A, AA, AAA and Majors (Grades 3 through 7) are chosen via draft.


Refunds (less a $25 processing fee) can be issued upon written request to prior to the announcement of team rosters. After team rosters are announced, refunds will only be issued (on a pro-rata basis) for season-ending injuries upon a written request to . Such request must be accompanied by a doctor's note.


Our programs could not exist without parent coaches who generously volunteer their time. For parents who would like to volunteer as a head coach or an assistant coach, please check the appropriate box on your child’s registration form. The WLLB commissioners will choose a head coach and at least one assistant coach for each team. Once teams are formed, each team can add another coach (approved by WLLB) who is a parent of a child on the roster.


If your child is in the 6th grade or older and is interested in working as an umpire and earning money this Spring, please sign up in registration.  


Westport Baseball & Softball is a nonprofit organization that, among other things, funds repairs and capital improvements of fields in town.  If you wish to support the organization and its programs by making a tax deductible donation, please do so by entering an amount in the donation box on the registration form.  This amount will be added to your total at the end of registration.  Please note that all donations made via Little League registration will be utilized exclusively to support Little League programs. 

QUESTIONS:  If you have any questions about our programs, you cannot find the answers to on this website, please email us at 

Thank you for your interest in Westport baseball. We look forward to seeing you on the other side of winter on the baseball fields throughout Westport this Spring. 

Congratulations—you made it to the end of the email.

Play Ball! 

by posted 02/13/2019
Welcome to our Westport Little League Baseball website!

Welcome to our Westport Little League Baseball (WLLB) website. You will find information on baseball for ages 5-12 here. WLLB is a subdivision of Westport Baseball & Softball, Inc. (WBS) which also oversees Softball, Travel Baseball (ages 8-15), and Advanced Baseball (ages 16-19). Please see the links above for information on these programs. Feel free to send us suggestions on the site and on our programs via the "Feedback" page on our Main Menu. 

by posted 01/06/2018
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