Hi - It will also be better to take the train to Scarborough and bus with Arriva to Whitby (providing there is not a lot of snow on the Whitby to Scarborough road. It gets blocked easily, so check weather forecast first.) The train ride via Middlesborough is OK, but the M'bro - WY bit takes a long time. It is, however, a very scenic train ride. Trains are few and far between also, while the bus is more or less every hour with Arriva - it's also a quite pretty route via Roin Hoods Bay top. The bus stop is right outside the Scarborough train station. If you book via the website, eg The Trainline, it is free for seat reservations and I would recommend reserving. You could also check via Leeds as it is sometimes cheaper this way. I have even bought 2 tickets separately. EG to York and then Yorks to Sc separately. Depending on when you travel it sometimes works out a lot cheaper. Hope this helps a bit and have a good week. (From a Whitby local)