City of Winona employees have access to a wide array of benefit plans designed to encourage the well-being of the employee and their family. Benefits include medical and dental insurance as well as programs focused on delivering financial security.

Benefits are available to regular employee’s working 30+ hours per week. Eligible dependents include spouse and children up to age 26.

Health Insurance

Provided through BlueShield BlueCross of Minnesota.

The City of Winona has a High Deductible (HDHP)/Health Savings Account (HSA) health plan. Three plan options are available. Employees can elect single of family coverage.

Dental Insurance

Provided through Principal Financial Group.

The plan offers 100% coverage for preventative services; 80% coverage for basic services and 50% coverage for major services. Orthodontia benefits are available to dependents 19 years and younger.

Medical Funding Accounts

         Flexible Spending Accounts

There are three types of flexible spending accounts available to City of Winona employees: Health Care Flexible Spending Account, Limited Purpose Flexible Spending Account and Dependent Care Flexible Spending Account. Flexible Spending Accounts are managed by 121 Benefits.

         Health Savings Account (HSA)

Health Savings Accounts (HSA) are available to any employee who is enrolled in a High Deductible Health Plan (HDHP) through the City or their spouse. HSA’s will be established at Winona National Bank and money will be deposited through bi-weekly payrolls. An HSA account is a triple-tax advantaged account because HSA contributions are tax free (you do not pay income taxes on the money you contribute to an HSA), your HSA earnings grow tax free and disbursements are tax free.

Life Insurance

         Term Life Insurance Coverage

The City of Winona provides $15,000 of basic life insurance through Minnesota Life Insurance Company for regular, full-time employees. The option to purchase additional voluntary term life insurance coverage for employee, spouse and children is also available.

         Decreasing Term Life Insurance Coverage

An additional option for life insurance is available through the Public Employees Retirement Association (PERA) at a low group rate.

No Employee Cost Benefits

Employee Assistance Program

Sandcreek Group provides free access to independent, confidential and professional assistance with concerns such as marriage, family, work, financial or many other topics. This benefit is available to employees, spouses and dependent children.

Long Term Disability

The City of Winona provides long-term disability insurance through Madison National Life to cover up to 60% of monthly base earnings for employees if they become unable to do their job due to disability.

Other Voluntary Benefits

Short Term Disability

Your ability to earn a living affects every aspect of your life, and those who depend on you. Short Term Disability insurance, provided by Madison National Life, is coverage that protects employees if they are out of work as a result of illness, injury, mental disorder, substance abuse, or pregnancy. The cost of the benefit is dependent on the amount of coverage the employee elects which can range from $100 per week to 60% of their base salary per week.


       Public Employees Retirement Association (PERA)

Eligible employees will automatically become members of PERA. The employee and the City of Winona both contribute dollars to PERA. The City of Winona matches over 100% of the employee contribution.

        Deferred Compensation Plans

Deferred compensation plans are offered through ICMA-RC and Minnesota State Deferred Compensation Plan (MNDCP). Deferred compensation plans allow for employees to invest money pre-tax to prepare for retirement.

         Roth IRA

Roth IRA plans are offered through ICMA-RC and Minnesota State Retirement System (MSRS). Roth IRA plans allow for employees to invest money after-tax to prepare for retirement.

Paid Time Off

 The City of Winona offers vacation, sick and compensatory time to all regular employees. Accrual amounts for vacation are based on years of service.  

The City of Winona offers paid holidays. The following days are observed, paid holidays for most City of Winona employees:

  • New Year’s Day
  • Martin Luther King Day
  • Presidents Day
  • Memorial Day
  • Independence Day
  • Labor Day
  • Veterans Day
  • Thanksgiving Day
  • Friday after Thanksgiving
  • Christmas Eve
  • Christmas Day