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Curfew is sundown  

Westport Baseball & Softball (WBS) is looking forward to another terrific season of little league softball! Registration is now open.

REGISTER NOW 2026 SPRING LITTLE LEAGUE SOFTBALL: Welcome | 2026 Spring Little League Softball | Westport Little League Softball

SOFTBALL YOUTH UMPIRE REGISTRATION LINK: Welcome | 2026 Spring Little League Softball Umpire | Westport Little League Softball

We ask that you please sign up ASAP as we prepare for the upcoming season. Our registration numbers inform planning for items including equipment and uniform purchases, coaching assignments and sponsorships. The sooner you register your child, the more prepared Westport Little League Softball can be for the season.  [Registration works better on desktop vs mobile]

Click above to register your child for the upcoming season based on his or her current grade level for the 2025/2026 school year.

Softball Opening Day is Saturday, April 25 at 9:00 am at Meyer Field.  Save the date!

There will be no league scheduled events through the Spring Break weekends of April 11/12 to April 18/19, but coaches are free to schedule games or practices during break for teams/players who remain in town.

The Spring Little League season ends in mid to late June- around the time that the Westport school year ends.

Registration will remain open until March 20. Participation in Spring Little League will not be guaranteed after such dates, and a late fee of $50 per player will be assessed.

DIVISIONS AND SCHEDULE:

The table below sets forth the WLLS league name for each grade and anticipated regular season game days and times, which remain subject to change. 

Grade/Division League Game(s) and Practices:

• T-Ball – Sundays 4-5 pm (incoming K for Fall 2026 only)
• Instructional (grades K/1) – Clinics Tuesdays 4:30 – 5:30 pm; Games Saturdays 9:30 – 10:30 am (with exception of April 25 Opening Day - game is 4:30-5:30 pm that week only)
• AA (grades 2/3) – Clinics Mondays 4:30 – 6:00 pm; Games Saturdays 3 – 4:30 pm
• AAA (grades 4/5) – Clinics Wednesdays 4:45 – 6:15 pm; Games Saturdays at 9:30 or 11:30 am, Mondays or Thursdays 6 pm
• Majors (grades 6/7) – Clinics Tuesdays 5:30 – 7:00 pm; Games Saturdays 9:30 am and Wednesdays 6 pm
• Juniors (grade 8) – Clinics Tuesdays 5:30 – 7:00 pm; Games TBD

AGE REQUIREMENTS: WLLS is generally organized by grade. However, please note that a child must have been born on or before 12/31/2021 to be eligible to play during the 2026 Spring season.

PRACTICES; COMMITMENT:

All players who register for Spring Little League Softball are expected to play in at least 60% of the regular season games. Please note that failure to meet this requirement could result in ineligibility to play in the playoffs or penalties enforced against the team.

This has been a significant problem in recent seasons, which resulted in unbalanced rosters and uneven games during the course of the season that compromised the integrity of the experience for players and coaches.

Weekly clinics are managed by IST Coaches; additional team practices to be determined by coaches once teams are rostered.

CT WRECKERS TRAVEL SOFTBALL: Children participating in CT Wreckers this Spring must, as a condition to their participation in our Youth Travel Softball programs, also register for and be a full participant in Westport's Spring Little League Softball program.

DISTRICTS SOFTBALL: Any child who wishes to try out for and play on any Westport District All-Star Team must register for and be a full participant in Westport's Spring Little League. All players who seek to play on any Westport District All-Star Team (10U through 12U) are required to play in at least 60% of the Spring regular season Little League games. This threshold is mandated by Little League International and must be certified by managers this summer. Any parent who wishes to coach a District Softball Team must have coached in Spring Little League.

REGISTRATION FEES, DISCOUNTS:

The registration fees for the 2026 Little League softball season, which are inclusive of the recently mandated $25 per player field use fee payable by WBS to the Town of Westport, are:

1.      T-Ball (incoming K only) - $175

2.      Instructional (grade K-1) - $380      

3.      AA (grades 2/3) - $410

3.       AAA (grade 4/5), Majors (grades 6/7), Juniors (grade 8) - $460

We offer a family discount of $25 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 deemed registered or placed on a team.

FINANCIAL AID:

If participation of your child(ren) in Little League presents a financial hardship for your family, you may apply for financial aid through Town of Westport Youth Services. If you wish to apply, please complete the online registration and select the financial aid option. Your registration with WLL will not be deleted for non-payment. Please contact adaugelli@westportct.gov ASAP to apply with Youth Services in order to determine eligibility.

NEW PLAYERS:

If your child is playing in one of our programs for the first time (or if you have failed to send previously), 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 (or if you have failed to send previously), you must also mail proof of residency (such as a utility or phone bill). Please scan and email these items to Beth Cody at westportball@aol.com, or mail them to:

Westport Little League, Attention Beth Cody

P.O. Box 581

Westport CT 06881

Your child cannot participate without first meeting these requirements.

PLAYER/COACH REQUESTS:

WLLS manages programs for hundreds of children, and we do our best to form balanced teams. For T-Ball through AA (pre-K through 3rd grade,) teams generally include players from the same elementary school. The Commissioners of T-Ball/Instructional/AA teams will make efforts to accommodate teammate and coach preferences indicated in registration when populating teams.

Rosters of older divisions are balanced tied to player experience. Westport Little League Softball reserves the right to place players in divisions most appropriate for game play based on skill and experience. 

CANCELLATION POLICY:

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

VOLUNTEER COACHES:

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 assistant coach, please check the appropriate box on your child’s registration form. The WLLS 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 WLLS) who is a parent of a child on the roster. The number of teams in a league (which is driven by registration) informs the number of coaches required so not every request to volunteer to coach can be granted.

YOUTH UMPIRES:

If your child is in the 6th grade or older and is interested in working as a softball umpire for our younger divisions, please sign them up separately to be an umpire at link below (spaces are limited!). The pay is $50 per game. Mandatory training is Sunday, March 22 from 2 - 3 pm.  

DONATIONS:

Westport Baseball & Softball is a nonprofit organization that, among other things, funds repairs and capital improvements of fields in town. Please contact us at info@westportbaseballandsoftball.com if you would like to make a donation.

QUESTIONS: If you have any questions about our programs not found on our website, please email us at info@westportbaseballandsoftball.com.

Thank you for your interest in Westport softball. We look forward to warmer and drier weather and seeing you on the fields!

REGISTER NOW: 2026 SPRING LITTLE LEAGUE SOFTBALL: Welcome | 2026 Spring Little League Softball | Westport Little League Softball

SOFTBALL YOUTH UMPIRE REGISTRATION LINK: Welcome | 2026 Spring Little League Softball Umpire | Westport Little League Softball

Westport Softball reserves the right to place players in divisions most appropriate for game play based on skill and experience.  

Clinics start week of April 6; games start April. 8 week season runs through mid-June. 

DIVISION	GRADES	DESCRIPTION	CLINICS	GAMES
T-Ball	Incoming K	Introduction to softball - once per week		Sundays, 4-5 pm at Town Hall
Instructional	K/1	Beginner level - highly modified rules, coach pitch or hitting tee, continuous batting order. Focus on teaching fundamentals while having fun!	Tuesdays, 4:30 - 5:30 pm at Town Hall	Saturdays 9:30 - 10:30 am
AA	Gr 2-3	Player pitch with coach relief, continuous batting order. 10 defensive players on field.	Mondays 4:30 - 6:00 pm at Town Hall	Saturdays 3:00 pm
AAA	Gr 4-5	Pitching rubber at 35 feet, continuous batting order, 9 defensive players on field.	Wednesdays, 4:45-6:15 pm at Town Hall	Saturdays 9:30 or 11:30 am; Mondays or Thurs 6 pm. Approx 12 games.
Majors	Gr 6-7	Pitching rubber at 40 feet, continuous batting order, 9 defensive players on field.	Tuesdays, 5:30-7:00 pm at Wakeman	Saturdays at 9:30 am; Monday or Wed 6 pm.  Approx 12 games.
Juniors	Gr 8	Pitching rubber at 43 feet, continuous batting order, 9 defensive players on field.	Tuesdays, 5:30-7:00 pm at Wakeman	Weekly games TBD.

Equipment & Uniform Requirements:

DIVISION	GRADE	LEAGUE PROVIDES	MANDATORY EQUIPMENT
T-Ball (SPRING)	Pre-K	Team Bat/Team jersey/socks provided	Glove, face shield, batting helmet (with cage), sneakers
Instructional	Gr K-1	Team jersey/socks provided	Bat, glove, face shield, batting helmet (with cage), sneakers
AA	Gr 2-3	Team jersey/socks provided	Bat, glove, face shield, batting helmet (with cage), cleats, grey softball pants
AAA	Gr 4-5	Team jersey/socks provided	Bat, glove, face shield, batting helmet (with cage), cleats, grey softball pants (batting gloves and sliding shorts recommended but not required)
Majors	Gr 6-7	Team jersey/socks provided	Bat, glove, face shield, batting helmet (with cage), cleats, grey softball pants (batting gloves and sliding shorts recommended but not required)
Juniors	Gr 8-9	Team jersey/socks provided	Bat, glove, face shield, batting helmet (with cage), cleats, grey softball pants (batting gloves and sliding shorts recommended but not required)

 

NEW PLAYERS

If your child is playing in one of our programs for the first time, you must email 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 email proof of residency (such as a utility or phone bill).

Please email these two items to westportball@aol.com.

Your child cannot participate without first meeting these requirements.

FINANCIAL AID

If participation of your child(ren) in Little League presents a financial hardship for your family, you may apply for financial aid through Town of Westport Youth Services. If you wish to apply, please complete the online registration and select the financial aid option. Your registration with WLLSB will not be deleted for non-payment. Please contact adaugelli@westportct.gov to apply.

PLAYER/COACH REQUESTS

WLLSB does our best to form balanced teams. For Instructional through AA, teams generally include players from the same elementary school. The Commissioners will do their best to accommodate team requests indicated in registration when populating teams. 

All coaches will be required to pass a background check, have a valid National Youth Sports Coaches Association (NYSCA) membership and undergo mandatory concussion and CPR training prior to the start of the season.

VOLUNTEER COACHES

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. Once teams are announced, the manager may subsequently add another (league-approved) assistant coach(es) who is a parent of a player on the team's roster. 

DONATIONS

Westport Baseball & Softball is a nonprofit organization that, among other things, funds repairs and capital improvements of fields in town.  Please contact us at msalottolo@westportbaseballandsoftball.com if you would like to make a donation.

Questions? Commissioner Contacts:

Commissioner of Juniors (8th/9th grade) – Steve Drucker – sdrucker@westportbaseballandsoftball.com

Commissioner of Majors (6th and 7th grade) and Umpire Scheduling – Rachel Klauser – rklauser@westportbaseballandsoftball.com

Commissioner of AAA (4th and 5th grade) & Equipment Manager – Paula Shakos - twokitties@gmail.com

Commissioner of AA (2nd and 3rd grade) – Tom Dziekonski -  tdziekonski@westportbaseballandsoftball.com

Commissioner of Instructional/T-Ball (K and 1st grade) – Brooke Dumain - bdumain@gmail.com

General League Questions - Melissa Salottolo, Head of Westport Softball - msalottolo@westportbaseballandsoftball.com 
 

REFUND POLICY

All requests for a refund must be sent via email to Beth Cody – westportball@aol.com.

• The date of a refund request shall be determined by the date the email request was sent.
• Refund requests must include the following information:
  • Participant’s name
  • Program for which the Participant was registered
  • Person to whom the refund should be issued
  • Reason for refund request
• Refunds will be issued in the manner originally received (i.e., credit card on file or check).

Little League Program
Westport Softball charges a registration fee for Little League Programs (including various skills clinics) which is due by the registration deadline date. No Participant will be permitted to practice with the team or participate in games if any portion of the Participant’s registration fee is outstanding.

Refund requests will be considered based on the following schedule:

• Before Registration Closes: 100% Refund
• After Registration Closes, but before the first practice: Refund minus $25 cancellation fee
• After First Practice: No Refund