No to the stroker, yes to Bore. If you had the BB Boss, use stock length rods and the 3.701" (I think) pistons it calls for, not only will you effectively sit at around 304 CID, but you'll be keeping the engine square and unshroud the valves. BruceH covers the Boss block extensively in the archives, just search threads by him and you'll find plenty of nifty shit.
Unshrouding the valves is a big bonus especially when talking about boost. A 281 bore doesn't leave much room for air to flow into the cylinder. Giving it the extra bore allows much more breathing room. The results are an increase at every rpm. Putting a stroker length rod/crank in it, IMO, isn't worth the extra cost. The cost of a Boss block is an extra $1600 roughly, to the bill. If you're on a tight budget, best to just stick with the 281 and turn up the boost.