Hi, Max -
I'm sure you'll love Whitby. My favorite experiences were the children's concerts (hearing Janet Russell and Cyril Tawney do kids' songs was a trip to heaven), and especially the afternoon concerts in a pub in Robin Hood's Bay (about 5 miles south of Whitby). The town and the pub are about as picturesque as you could dream of. My only regret is that I didn't walk along the bluffs to Robin Hood's Bay at least once - I always took the bus.
Oh, and I also took the bus to Scarborough, which was a wonderful trip. Riding the bus is a fun way to get around the area.
-Joe-