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Five nights in Extremadura

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Hi ya all,
My husband and I plan to travel by bus from Lisbon to Badajoz maybe via Evora in mid May.
From there we will have four more nights for Merida, Caceres .......
Do people suggest keep going North to Salamanca and then across to Sergovia or straight across to Toledo?
We hope to be able to get around by public bus instead of having to hire a car?
We will be ending up in Madrid.
We realise this area is a lot more remote and untouched and that is what seems appealing to us.
Would we be okay just arriving at each town and finding accommodation or would we be better off pre booking?
There doesn't seem to be a lot of info on this region compared to some other parts of Spain.
Many thanks for any advice

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