Registration Opens On January 3, 2020!!

All registrations for the Spring 2020 Season will open on January 3rd, 2020 and close on February 20th, 2020. 

“Early Bird” Registration opens on January 3rd, 2020 and ends on February 7th, 2020. The cost for “Early Bird” Registration is $70.00 per child. “Post” Registration opens on February 8th, 2020 and closes on February 20th, 2020. The cost for “Post” Registration is $100.00 per child. Please click on the link on the right sidebar for online registration.

Also, scholarships for the season are available on a needed basis. Please contact us at

Interleague Play with Rehoboth Little League

This season, Lewes and Rehoboth Little League will be performing Interleague Play at the Machine Pitch, Baseball Minors, & Baseball Majors Division. With a full season of interleague play, Rehoboth Little League will also be included with Lewes for all Post-Season play (All-Stars & Pat Knight).

Why Interleague Play? With us performing interleague play with Rehoboth, it will help give the participants in Lewes and Rehoboth an opportunity to be a part of an exciting season in the majority of the divisions along with an opportunity for Rehoboth participants to be part of post-season play. It will also enable Lewes Little League to utilize some of Rehoboth’s fields to help ease previously congested scheduling.

Where will the games be played? Similar to interleague play in the past, Lewes Little League will have home and away games throughout the 2020 season. Our home games will be played at the Lewes Little League fields while away games will be played at Rehoboth Little League (located off of Rd. 271 across from Epworth United Methodist Church).

Tee Ball and Machine Pitch All-Girl Team’s Opportunity

After another very successful season of an All-Girls team for the Tee Ball and Machine Pitch division, we will once again be incorporating All-Girls teams in each division. The girls teams in the Tee Ball and Machine Pitch division will be participating against other co-ed teams and in some cases all-boys teams. If you are interested in your daughter participating on the All-Girl’s team, please make sure you tell us in the “Comments Box” in the on-line registration application.

If you have any questions prior to registration, please reach out to us at

Volunteer Opportunities in Our League – HELP WANTED!!

Lewes Little League can only operate with the successful implementation of its volunteers. We cannot have a successful season for all participants in our league without your help! There are many opportunities to help out our league, whether it’s being a season long participant in one of our committees, coaching, being a team administrator, or volunteering for just one day at one of our needed events. Every little bit counts!!! Any help that you can provide is greatly needed and most certainly appreciated.

Please reach out to and let us know what your interest would be. Again, we NEED YOUR HELP!!

Contact a Board Member!!

During the course of the season and off-season you may find yourself with questions or concerns regarding the league. Our Board of Directors is responsible for the overall operation of the league and are there for you. Each baseball & softball division has a board member in charge and each committee is operated by board member.

Listed below is a list of our current board members with their associated roles and responsibilities. Please reach out to them via the contact form on this website and reference their name so that the message can be distributed to them. Thank you!

Board of Directors Positions:

  • President:  Jerry Windish
  • Vice President of Majors Baseball:  Megan Thompson
  • Vice President of Minors Baseball:  Tom Friscia
  • Vice President of Softball:  Chuck Hudson
  • Assistant Vice President of Softball:  Ryan Petrone
  • Vice President of Machine Pitch:  Bryan Kastor
  • Vice President of T-Ball:  OPEN
  • Player Agent/Coaching Coordinator:  Greg James
  • Treasurer:  Eric Blondin
  • Secretary:  Connie Kaden
  • Umpire in Charge:  Bob Kaden
  • Safety Officer:  Megan Thompson
  • Capital Projects Director:  Dave Hart
  • Concessions Manager:  Connie Kaden
  • Equipment Director:  Dave Hart
  • Fundraising Director:  Connie Kaden
  • Sponsorship Director:  Karyn Anen
  • Grounds/Maintenance Director:  James Stevenson
  • Member at Large:  Jim Baker
  • Member at Large:  Jim McLaughlin
  • Member at Large:  Skip Faust
  • Member at Large:  Tiffany O’Malley
  • Member at Large:  Jim Murphy
  • Member at Large:  Eileen Baker
  • Member at Large:  Matt Brittingham
  • Member at Large:  Jonathan Cherry

13-18 Year Olds? There is a League for YOU!!

For all Softball and Baseball players who have aged out of Lewes Little League, you can still play!! Please consider joining the Cape Henlopen Little League (ages 13-18) and join your classmates from Lewes, Milton, and Rehoboth for an exciting season of softball and baseball.

If interested, please contact Guy Wiggins at or by email at

Know your Boundary!!

Please review the Lewes Little League Boundaries Map. Your child must either reside within these boundaries or go to a school that is located within the Lewes Little League boundaries. If you have any questions, please contact