You can use a simple querry with an aggregate function Like this
SELECT Sum(AmountsToBeToataled) as Total FROM AmountsTable
This will return a single amount equal to the sum of all values in the AmountsToBeTotaled column. Hope this helps.
From your code I take that you are using the DataSet Designer, if this is the case you need to do this:
1) In the DataSet Designer, right-click the AmountsTableTableAdapter and choose Add Query.
This will open the TableAdapter Query Configuration Wizard
2) Click Next
3) Choose Select which returns a single value
4) Inside the multiline Textbox type this
SELECT sum(winnings) as Total from AmountsTable
Click Next
5) Uncheck the Fill a Data Table and Check Return a DataTable
Type the Name of the Query e.g. GetWinnings
6) Click Finish
Where your red code is type this
lbl1.text = AmmountsTableTableAdapter1.GetWinnings()
This should do what you want if not it should give you a real good start