UNO - Headers on Digital Side - Intentional?

Are there any suggested workarounds other than wire leads from the arduino pin sockets and then soldered to the perf board if you're using something small like this?

Yes, one popular fix. SparkFun sells a connector with prebent pins that allow easy mating for it and the rest of the sheild connectors to standard .1" spacing protoboard:

http://www.sparkfun.com/products/9374

Lefty