2dashesbitters(to me, this is optional but have added it in the recipe because it usually goes in an old fashioned, but I prefer the cocktail without it. Angostura is a good solid brand)
Ice
2ouncesbourbon
Instructions
In a rocks or double old fashioned glass put your orange wheel, maraschino cherry, water, sugar and the optional bitters.
Take a muddler or the back of a spoon and smush the orange and cherry with the water, sugar (and bitters if you use it).
Put some ice on top of the muddled fruit. Pour the bourbon over the ice.
Ice, 2 ounces bourbon
Take a cocktail spoon and stir thoroughly. Get the bourbon as chilled as you can.
Sip, smile, and enjoy.
Notes
Helpful tips
As always, use a good bourbon whiskey as this cocktail is almost all booze so you will taste the difference. Check out my guide on bourbon for brand recommendations.
I'm using Knob Creek, but I've also had this cocktail with Buffalo Trace, Woodford Reserve, and Bulleit.
Some people like rye whiskey in their old fashioned, but I prefer bourbon.
You can add sugar as I do; another good choice is a sugar cube.
If you don't have a muddler, use the back of a wooden spoon.
Use big cubes, since it looks pretty cool in cocktails. Here are the trays that I have.
Use good cherries like Luxardo cherries.
Once the bourbon is poured in the glass, use a cocktail spoon to stir it. You want it to be as chilled as you can.
This cocktail usually is made with a few dashes of bitters. I actually prefer it without the addition, but if you like it with bitters, add it when you muddle the fruit with the water and sugar.
I say make it both ways to see which you prefer.
I use a double old-fashioned glass, but it is also typically made in rocks glass.