Its very difficult to go wrong with playing 4-5 of perhaps twice that many heathlands. I know Sheehy is a huge fan of Swinley, but in truth the course is no better than Sunny New. That said, one can play Sunny Old one day (why rush around?) and play Swinley another day for likely less money (believe it or not!).
The historical aspect is always tough to gauge because unless the club does an outstanding job of showcasing its history, there often isn't much to see. With Huntercombe, the course is its history and it remains unique among the southern clubs. Woking really only has its PN on #4 and a few other bits n' bobs. While the greens etc are part of the history, so what? Also, there isn't that much to peruse on the walls. What one really gets with Woking is a charming day. The same could be said of Sunny. Although, the charm of the course and club are into uber territority and rightfully should be the #1 stop. Once you have seen the Old though, the New, while excellent, doesn't offer any additional charm or history. Walton Heath on the otehr hand is as much about history as a true quality heathland design - the only one of its type around London. So from this PoV, I think Bogey has nailed it with Sunny Old, WHO, Woking and Huntercombe. The only thing I would consider changing the itinerary for is if invites come along. As Sheehy says, the one I would eliminate in this case is Huntercombe. Its further out and the course is not anything near presented in the manner it should be to show off the intended design. Anyone with an ounce of sense will see what is going on, but I fear its current state may serve as a disappointment. Still, Bogey, if diaries match my offer stands because I am always happy to tee it up at Huntercombe.
Bogey, if you want to use trains, I suggest breaking up your time. Rather than 5-6 tourist days on the trot then 6-7 golf days, why not intersperse the events? You may remember and enjoy both aspects of the trip a bit more that way.
Ciao