The Winchester Recreation Department offers a wide variety of seasonal recreation programming year-round.  In addition to recreation programming, the department also oversees use of all town-owned fields, parks, outdoor tennis, and basketball courts.  We operate the Packer-Ellis Clay Tennis Court Facility and the Borggaard Beach and Splash Pad (closed until further notice).  The Recreation Department is based out of the second floor of the Mystic Building on 263 Main Street.  The Main office is located on the Madison Avenue side of the building.  Our Kids’ Connection Preschool Program, WRAP and ASK after school childcare is based out of the Mystic building, as well as a multitude of other recreation and enrichment programs.  Updated seasonal brochures listing all current programming will be made available on this website as they become available.  

Program Registration

For current programs and to register please visit our registration website:

In order to register online you must have an existing family account or create one before adding any programs to your cart.  If you need assistance or need your password reset, please call us at 781-721-7125

 Recreation Department Job Opportunities check here

Field Permits

The Town of Winchester requires all organized use and/or fee-based activities, programs or events using town fields, playgrounds, and courts to be permitted thought the Recreation Department.   Policies regarding how to apply for a permit, permit fees, and priority lists for use is explained in the Field Policy Document that can be downloaded and viewed on this page.  To start the field permitting process, users must submit a field request form, and certificate of liability insurance to the Recreation Director.  

 Examples of field use that need to be permitted:

  • Private 1/1 lessons or training
  • Camps, clinics, or sport “babysitting”
  • Fitness classes using town space
  • Youth sports
  • Organized sporting events 
  • Tournaments
  • Tennis Lessons
  • Any program, activity or event that charges a fee

Examples of activities that do not need to be permitted

  • Pick up sports -no refs, no uniforms, no coaches
  • Parents or care givers playing with their children
  • Play-dates
  • Any recreational non-organized use

If you have questions, please contact the Recreation Department