Lodging.
Book a small guesthouse (pousada) in Príncipe Real or Graça instead of a hotel in the Baixa or Chiado. The difference in rate — often $40 to $80 a night less — buys you the better part of the trip: a street you actually want to walk home through, a hilltop viewpoint at the end of the block, and the kind of breakfast (pastel de nata, freshly squeezed orange juice, strong bica coffee) that’s already part of why you came.
Midweek rates are meaningfully lower than weekend rates. If you have any flexibility, fly in Thursday and fly out Monday — three nights at weekday pricing is often cheaper than two nights at the weekend rate, and you get the city at its quietest. Walkability matters more than star ratings: every neighborhood in central Lisbon is built on a hill, so the lodging that lets you walk to dinner is the lodging that lets you skip taxis home.
Waybread Note
We book lodging by neighborhood first, by price second, and by review score third. A 9.2-rated room in Graça beats a 9.5-rated room in the Baixa every time, because the experience of stepping out the door is part of the trip.