My my My my
Spring 2017 Season

Welcome to the Westport Little League

Curfew is 8:05pm 

Click here to view the PowerPoint presentation from the recent Parent's Meeting

2017 Spring Little League Baseball Registration

On behalf of Westport Little League, which consists of Westport Little League Baseball (Pre-K through Grade 7), Advanced Baseball (Grades 8 through 12), Westport Little League Softball (Pre-K through Grade 7) and the Challenger League (boys and girls ages 5 through 18 with mental and/or physical challenges), welcome to another season of America’s storied past-time.

SPRING REGISTRATION:  Registration for the Spring season of Westport Little League Baseball (WLLB) is available at www.westportbaseballandsoftball.com and will open on December 28, 2016 and run through March 4, 2017.  Roster spots will not be guaranteed after March 4, 2017.


The chart below sets forth the WLLB league name for each grade (note changes), date of evaluation and anticipated regular season game days and times. 

Grade         League Name         Evaluation         Game Time

PK/K            Cap PK/K                 None                  Saturday, 1 pm

1                 Cap 1                      None                  Saturday, 11 am

2                 Cap 2                      None                  Saturday, 9 am or 11 am

3                 A                            March 11             Tuesday, 5:30 pm* / Saturday, 3 pm or 5 pm

4                 AA                          March 11             Monday, 5:30 pm / Saturday, 2 pm

5                 AAA                         March 11            Thursday, 5:30 pm / Saturday, 11:30 am

5/6/7           Majors                     March 11            Wednesday, 5:30 pm / Saturday, 9 am

*April through mid-May, there will be a clinic run by IST on Tuesdays at 5:30pm.  In mid-May, these clinics will be replaced with games.

AGE REQUIREMENTS:  WLLB is generally organized by grade.  However, please note that a child must have been born on or before December 31, 2012 to be eligible to play during the 2017 Spring season.  In addition, the Majors division is for 6th and 7th graders who were born on or after May 1, 2004.  (Children born before May 1, 2004 are welcome to play in the Advanced Baseball program.  Please check the website for registration dates.)  As you may know, effective in 2018, Little League International has decided to move the age cut-off date from May 1 to September 1 in determining eligibility for each of its programs.  While this does not affect WLLB, it does affect other programs in which Westport Little League participates (e.g., Summer District League competition).  In anticipation of this change and the preparation for the transition, together with WLLB’s desire to field a sufficient number of Majors teams, WLLB is considering offering current 5th graders an opportunity to be evaluated to play “up” in the Majors League.  Prior to the evaluation date, we will notify parents of the maximum number of 5th graders who may be deemed “draft eligible” to play in the Majors.  This decision will be based on several factors, including the number of players who register to play in the Majors and the impact on the AAA League.  Those 5th graders who decline to play in the Majors or are not deemed draft eligible following evaluations will play with their grade in the AAA League.

EVALUATIONS:  Evaluations for children in Grades 3 through 7 will be held on Saturday, March 11th at the Staples High School Fieldhouse at the following times:

Majors, AAA (5th/6th/7th Grades):  8:00 am - 12:00 am
AA (4th Grade):  12:30 pm – 2:30 pm
A (3rd Grade):  3:00 pm - 5:00 pm

There are NO evaluations for children in Grades Pre-K through 2. 

YOUTH TRAVEL BASEBALL:  Children participating in one of our Youth Travel Baseball programs (8U through 12U) must, as a condition to their participation in our Youth Travel Baseball program, also register for and play in our 2017 Spring WLLB program.  There are NO exceptions.

SUMMER DISTRICTS PROGRAM:  Any child who wishes to try out for any Westport Summer or Districts All-Star Team (8U through 12U) must register for and play in our 2017 Spring WLLB program.  There are NO exceptions.


December 28, 2016 – Registration Opens

February 13, 2017 - Family Night (7pm Bedford Middle School Cafeteria; Recruiting Presentation @8:15pm)

March 4, 2017 – Registration Deadline (Roster spots are not guaranteed after this date)

March 11, 2017 – Evaluations at Staples Field House

Week of March 13, 2017 – Teams announced

April 1, 2017  - Opening Day for A, AA, AAA, and Majors leagues

April 9-16, 2017 - April Break (no games)

April 22, 2017  - Opening Day for Cap PK/K, Cap 1, and Cap 2 leagues

May 31, 2017 - Double-elimination playoffs begin for A, AA, AAA, and Majors leagues

June 10, 2017 - World Series Day for A, AA, AAA, and Majors leagues

June 17, 2017 - Final day for Cap PK/K, Cap 1, and Cap 2 leagues

Team practices will be scheduled by coaches once teams are selected.  When registering, please note all potential conflicts in your child’s 2017 Spring schedule so that those responsible for putting teams and practice schedules together can 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 such as soccer and lacrosse.  Game times are subject to change based on registration levels.


The registration fees for the 2017 Spring Little League baseball season are:

  1. $200 for PK/K, 1st and 2nd grade
  2. $290 for 3rd, 4th, 5th, 6th, and 7th grade

We offer a family discount of $50.00 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 you are applying for financial aid, please be sure you have completed the online registration and selected the financial aid option. Your registration will not be deleted for non-payment.


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
P.O. Box 581
Westport CT 06881


WLLB manages programs for hundreds of children each Spring, and we do our best to form balanced teams.  Due to the size of our program, the complexity of populating teams and the volunteer nature of our organization, we unfortunately cannot honor requests for children to be placed on a particular team or with a specific coach or other player.  However, for Cap K through Cap 2 (Grades pre-K through 2nd Grade), teams generally include players from the same elementary school.  Teams for Grades 3 through 7 are chosen via draft and are therefore at the discretion of the coaches.


Refunds (less a $25 processing fee) can be issued upon written request to info@westportlittleleague.com 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 info@westportlittleleague.com.  Such request must be accompanied by a doctor's note.


Our program could not exist without the scores of 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 an assistant coach for each team.  Once teams are formed, each team can add a third or fourth coach (approved by WLLB) who is a parent of a child on the roster.   


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 to Westport Little League, 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, please visit  www.westportbaseballandsoftball.com or email us at  . In the meantime, please check us out and follow us on Facebook, Twitter, and Instagram for news, updates and more!!

Thank you for your support of WLLB.  We look forward to seeing you on the baseball fields throughout Westport this Spring. 

Play Ball! 


ƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒ¢ƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒ¢‚¬ƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒƒ¢€¹Year-End Report from Westport Baseball and Softball; Election of New Presidents/CEOs; 2016 Highlights and Program Updates; Field Update

December 2016

With the fall seasons of Little League baseball and softball, Advanced baseball, Travel baseball and softball and Challenger baseball complete, Westport Baseball and Softball (WBS) wanted to send around an update as we begin to prepare for the various spring seasons. 


As 2016 draws to a close, WBS held elections with respect to the presidency/chief executive officer role for the organization.  The Board of Directors of WBS elected each of Jeffrey Brill and David Goldshore to serve as President/Chief Executive Officer of WBS.  Jeff and Dave have allocated between them responsibilities for WBS's various programs and operations.  In connection with the announcement, Jeff White, Chairman of the Board, said "I want to take this opportunity to thank Rich Rosier for his service to WBS since first volunteering in 2010 and becoming a member of the Board in 2012.  In serving as a coach, Fall Commissioner, Minors Commissioner, Player Agent and President/Chief Executive Officer, he has helped strengthen our programs and demonstrated the utmost integrity and collegiality."  Mr. White explained that the responsibilities, duties and opportunities for the President/CEO have grown over time, and the Board decided to expand the role, requiring two highly qualified candidates to serve.  "I, along with the rest of the Board, look forward to supporting and collaborating with Jeff and Dave going forward and am confident that their skill sets and experience are highly complementary such that our baseball and softball programs will be enriched."      

"I look forward to partnering with Dave and working with the Board and the community as we strive to enhance, maintain the fairness and accessibility of, and ensure the seamless coordination of, all of the programs offered by WBS to players ages 5 through 19," said Jeff Brill.  This single organization continues to offer Westport residents Little League baseball and softball, Advanced baseball, Travel baseball and softball and Challenger baseball.    

"By pairing a re-energized Little League with our elite and competitive Travel and Advanced baseball programs, we are confident that we will be the one-stop shop for all interested Westport ball players," said Dave Goldshore.  WBS remains committed to growing these and our other programs.

Highlights on the Diamond/Program Updates

WBS wants to highlight below some of the successes and achievements that the boys and girls enjoyed on the field in 2016 as well as certain program updates:


Westport Youth Travel participation remained high, with nearly 100 boys playing in Spring 2016 and 120 registrants at try-outs for Spring 2017 teams.  Among other exciting moments, the Spring 10U teams were undefeated during the regular season, with the 10U National team winning the Baseball Heaven Spring Challenge Tournament and the 10U American team reaching the playoff finals.  The Spring 8U team won the Weston Memorial Day Tournament.

            Advanced Baseball

Westport Advanced Baseball fielded teams at the Travel, Babe Ruth and American Legion levels.  The program’s leadership devoted considerable time this Fall to focusing on a customized player development program catering to different skill levels, which is expected to pave the road for a successful Spring season.  Co-Vice Presidents of Advanced Baseball, Joe Glennon and Mark Lindwall, are passionate about carrying the torch from the younger baseball programs in order to extend players' experiences in town and to build upon the baseball culture  in Westport.

            Travel Softball

In the fall, the girls experienced considerable success in their tournaments.  The

10U White team won a Westport Halloween tournament.  The 12U Blue team went undefeated and outscored opponents 35-4 en route to winning a USSSA tournament in October.  The 14U Blue team won the Wolcott Snowball tournament in November, while the 14U White team had a very strong finish in its last tournament.  The 16U team went undefeated on its way to winning the USSSA OktoberFAST tournament in Hartford.

            Summer Ball--Districts


In the summer, Westport was very proud of the achievements of its softball teams.  For example, the 8U girls team won the Trumbull summer tournament.  The 10U All Stars won Districts, Sectionals and States and subsequently came in third place in Regionals in Pennsylvania.  The 11U All Star team swept Fairfield in a three game series to win the 2016 District 2 Little League Championship.  The team then advanced to the Connecticut Little League State Tournament in East Hartford, went undefeated and came from behind to win the championship game to win the 2016 Connecticut Little League State Championship.


Tournament teams were formed, affording players across age groups options to play baseball over the summer, including on District teams, Tournament teams and a Fairfield County house league team.  Both of the 11U and 12U District teams advanced from pool play.

           Challenger Baseball

In anticipation of Westport Challenger Baseball's forthcoming fifth spring season, WBS proudly reflects on another successful and fun season in 2016 for the Westport Winners team.  Challenger baseball is a league comprised of boys and girls, ages 5 through 18, with mental and/or physical challenges.  Westport Challenger baseball is funded entirely by private contributions, enabling WBS to offer the program at no cost to parents of participants.  The Westport Winners played great baseball against teams from other towns in Fairfield County in Spring and Fall and were able to participate in skills clinics during the Summer, with many games followed by a pizza party.  Each player is paired with a "buddy" from Westport, who is often a past or current Little League player, resulting in camaraderie across our programs and lasting friendships.  If you know of a child who would be interested in joining, or being a buddy to a player in, our Challenger league in the Spring, please contact the Commissioner, Beth Cody, at .


With the arrival of the cold weather, we turn our attention to the maintenance of our fields.  Most members of the baseball and softball community may not realize that of the 20 fields we use for baseball and softball in town, Westport Little League has the responsibility and expense of maintaining the four fields on North Compo plus the three fields at Coleytown.  We are the only sports organization in Westport that bears the operating costs and pays for any capital repairs for these fields.  Proceeds from registration fees are allocated to fund this maintenance and repair, and WBS is grateful for the support.

As we look forward to spring, WBS is pleased to  update the baseball and softball community on the renovations of certain fields that will be ready for the spring.  We have completed our annual project to cut back and re-sod the edges of the infields at the four Compo fields and at Don Levy Field at Coleytown.  Clay was replaced as well, and at two of the fields, we upgraded to a higher grade clay which has a different, orange color, which we have been advised holds up better in the dry summer months.  Please let us know in the spring how you like the new surface, which will help guide us going forward.

2017 Season

We will soon be contacting you with information regarding registration for Little League in the spring.  We look forward to seeing you out on the fields in the spring.

Happy Holidays and stay warm.



If you have any questions please email: 

For more information, please consult the Parent Handbook.


Town of Westport Field Usage

by posted 03/14/2017
Welcome to our Westport Little League Baseball website!
Welcome to our Westport Little League Baseball website.  You will find information on baseball for ages 5-12 here.  WLL is a subdivision of Westport Baseball & Softball which also oversees Softball and Advanced Baseball (ages 13-19).  Please see the links above for information on these programs.  Feel free to send us suggestions on the site and our programs on the "Feedback" page.  

by posted 01/08/2011
Click Sponsor Button Below!

Follow us on Twitter
Loading Weather...
Field Status
Burr Farms East - Westport TBD (5/24) 
Burr Farms West - Westport TBD (5/24) 
Coley Fenced - Westport TBD (5/24) 
Coley North - Westport TBD (5/24) 
Coley South - Westport TBD (5/24) 
Compo Beach - Westport TBD (5/24) 
Greens Farms - Westport TBD (5/24) 
Hillspoint North - Westport TBD (5/24) 
Hillspoint South - Westport TBD (5/24) 
Kings Hwy - Westport TBD (5/24) 
Kowalsky - Westport TBD (5/24) 
Long Lots - Westport TBD (5/24) 
Meyer - Westport TBD (5/24) 
Rogers - Westport TBD (5/24) 
Staples Softball - Westport TBD (5/24) 
Wakeman C - Westport TBD (5/24) 
White - Westport TBD (5/24)