I rode the Volpe and Cross Check back-to-back. The Volpe was the 57 cm frame which was a touch big for me. The Cross Check had a raised stem (Profile Design Boa, if I recall) which made the handlebars much more comfy for me than on the Volpe. I suspect variations in the handlebars, seats, and tires make a much bigger difference in handling and feel than slight frame geometry differences.

Personally I'd get the Volpe over the Cross Check since then I'd save $194 in STI conversion costs with the Surly, which would cover the cost of a comfier seat, handlebar spacers, etc. This week I'm testing out the identically priced Masi Speciale CX, which has slightly longer chainstays than the Volpe and CC do which may help my size 12 feet avoid panniers.