Website Manager

Countryside Little League

Est. 1982 - Clearwater, Florida



Q: How do I register my child?
A: Click on "Register" in the top right hand corner of our website. If you are new to Countryside Little League, enter your email and create a password. You will receive an email to verify your account. If you have previously created an account, simply login with your email and password and you will be brought to your My Account page. Click here for a complete list of next steps.

Q: How much are registration fees?
A: Coming soon.

Q: What do registration fees cover?
A: Registration fees each season only cover a fraction of what it takes to fund a league. From paying charter fees, insurance, purchasing uniforms and playing equipment (hats, jerseys, bats, batting helmets, catcher’s gear, baseballs and softballs), to investing in player and coaching clinics, it takes a lot to play ball! Other ways the league raises money is through organized fundraisers, private and commercial donations, and financial support provided through team and league sponsorship agreements.

Q: The site says there are no available programs for my child - what do I do now?
A: This usually means that registration has closed (or is not open yet) or that your child is not eligible to participate based on birth date. You will need to contact us directly to find out if registration is still available for your child by emailing [email protected]

Q: Is my order complete?

A: You can make sure that your order is complete by logging into your account on this website and clicking on "Order History" from the "My Orders" tab.

You can also check your email to see if you received an order confirmation email - this email is like a receipt. Your child is not considered registered until you have received an order confirmation email.


My child participated in Skills Evals last season, does he/she have to do it again this season?
A:  Yes. Each season players and Managers in Baseball and Softball (AA, AAA, and Majors) will attend Skills Evals so they can score/assess players for their own reference. 

Those scores would then be utilized as managers work through the draft process.

Once a child has been assessed, it is the responsibility of the Team Managers, the Vice President, and the league’s Player Agents for baseball and softball to operate and assure a fair and equitable draft that follows one of Little League’s approved draft methods.

What will happen during Evals, and what should my child bring?
A: There are typically 5 areas in which each player should be given the opportunity to show their skills: (1) Batting (2) Fielding fly balls (3) Fielding ground balls (4) Throwing (5) Running bases. Drills will be organized so each player has a chance to participate.

Players should dress neatly in baseball/softball pants, cleats, baseball cap, and bring their equipment (bat, glove, helmet, and necessary protective gear) plus a water bottle to stay hydrated.


How will my child be selected to a team, and when will the teams be announced?
A: Tee-ball and A-ball team rosters are put together by the Player Agent. Requests for a specific Manager or teammate will be considered, but not guaranteed. Make sure you email the Player Agent at the time of registration before rosters are completed.

AA, AAA, and Majors players will be drafted to a team through a draft selection process.

Teams for all divisions are announced on the same day, usually the same day we hold our Manager Meeting. We typically host a Team Announcement Event at DICK'S Sporting Goods in Clearwater by the Countryside Mall. Be sure to check our Calendar tab for that information. 

Q: What is the time commitment? How many practices and games per week?
A: To start, teams will have 2 practices per week until Opening Day. Once games start, teams will move to 1 practice a week and 2 games per week. Practice days and times are at the discretion of the Team Manager and field availability. Typically, the schedule looks something like this:

Tee-ball & A-ball:  games are on Saturdays, and there are some weeks where there may be a week-day game scheduled. Games are capped at one hour playing time.

AA Baseball:  games are Tuesdays and Saturdays.  

AA Softball:  games are Mondays and Saturdays.

AAA Baseball:  games are Wednesdays and Saturdays.

AAA Softball: games areTuesdays and Saturdays.

Majors Baseball: games are Tuesdays and Fridays.

Majors Softball: games are Wednesdays and Saturdays.

Some Tournament Games may be scheduled on non-traditional days of play, including Sundays.


Q: How do I sign up to volunteer?

A: You can sign up to volunteer while you are registering your child.

During the registration process, select the appropriate program and role that you would like to sign up for and enter all required information.

If you did not sign up to volunteer while registering your child, you can sign up at a later date.

Log in to your account and click on Volunteer >> and then click on Find Volunteer Roles. Click here for next steps.

Q: Can my child volunteer with the league to earn hours for Bright Futures?
A: Yes! Your child must be 15 years old to volunteer without a parent present. Please email our Concession Manager at [email protected] to find available times to volunteer. 

Q: What volunteer roles require a background check?

A: Team Manager, Assistant Coach, Practice Coach, Team Rep, Countryside Krewe, Board Members, or anyone who will be on the field or assisting in the dugout with players.

Q: I filled out a Volunteer Application, what happens next?
A: The answer may depend on what role you applied for. Read below for more information:

In general, you may hear from our Coaching Coordinator, VP of Baseball or League President. If you are selected to manage a team, you will be prompted to complete the Background Check information that will be sent to you via a system generated email. For returning Managers who are selected to manage a team, our Safety Officer will verify the expiration of a previous background check. Background checks are only valid for a 12 month period, so it may be time for you to resubmit your information.

Selection of Assistant Coaches is done by the Team Manager. Please be sure to let the Manager know you are interested in helping and have completed the Volunteer Application. If selected to the Team Staff, the Manager will communicate to the Safety Officer and you will receive a system generated email to complete your background check. For returning Assistants, your background check expiration date will be verified- depending on the expiration date, you may or may not need to undergo another background check. Typically, more Assistants are needed for the younger divisions.

If selected as the Team Rep, the Manager will communicate to the Safety Officer and you will receive a system generated email to complete your background check. For returning volunteers, your background check expiration date will be verified- depending on the expiration date, you may or may not need to undergo another background check.

If you are interested in joining the Board of Directors, please reach our league representative at [email protected].

Everyone who raises their hand to join will be selected!  A background check will be initiated by our Safety Officer.

This is a role for minor volunteers. Team Managers will invite any Junior Assistants to join the coaching staff.

Contact Us

Countryside Little League

2640-D Sabal Springs Drive 
Clearwater, Florida 33761

Email: [email protected]

Countryside Little League

2640-D Sabal Springs Drive 
Clearwater, Florida 33761

Email: [email protected]
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