Originally Posted by
Palal
I'd say head north - rent a car and do Lisbon to Porto, making stops in Nazaré, Batalha, Óbidos, Coimbra, Aveiro etc. That can be done over one or two days. If you want to do it by public transport - trains are always an option.
Sintra is a nice day trip from Lisbon.
Porto is no longer gritty thanks to tourist euros.
Some of the hotels you're considering are far from everything.
Sheraton Lisbon is in a decent location, Altis Belém is also in a great location right on the river. It's also smaller than the Sheraton.
I won't say much about choosing north or south, each has much to offer. Just two other thoughts: The OP should not miss Evora, east and not far from Lisbon. And on accommodations, I recommend that he look into staying in a couple of Pousadas. They are generally historic, focus on regional Portuguese cuisine, and quite comfortable if not luxurious.
And if he heads north, a highlight would be a stay at the Bussaco hotel. It's an unforgettable experience in many respects. Details on their website and other sites.