We just showed up in Cascais without a reservation and asked for a recommendation at the Turismo. I was a little concerned when I read a couple of the bad reviews in TA but we were quite pleased with the room. It was not very big (or expensive) but was clean and comfortable. We could walk everywhere (including the train station). The staff was very friendly (english speaking) and helpful. I believe it was 70 euros/night for a double including breakfast (nothing special, just toast and coffee).
Cascais is a bit touristy for me but the location makes it a great base. You can take the train straight to the heart of Lisbon in 40 minutes. We rented a car and explored the Sintra area. The market at Sao Pedro de Sintra (2nd + 4th Sunday of each month) was a lot of fun.
Recommend Aromi Restaurant just down the street.
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