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Also look at splitmyfare.co.uk
Good plan. In this case split at Taunton and you save about £15 buying open tickets. But more usefully if you split and can commit to specific trains then it seems there are Advance tickets available for some random dates in August that can do an adult and child with a Railcard from Winchester to Plymouth and back for about £60 which feels like a good deal to me.
What would 330 miles of car driving cost? HMRC think £150.
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What would 330 miles of car driving cost? HMRC think £150.
It's possible to get a 72hr hire in Winchester for about £100, and you'd want about £50 for fuel for the round trip. Basically, if you're two adults travelling together, just lease a Hyundai.
Also look at splitmyfare.co.uk (or similar sites), that can take another chunk off, on top of the Railcard discount.