Multiple airlines offer one-stop flights from Washington Dulles and Reagan National to Lisbon for about $900 round trip.
Hotel Convento de Sao Paulo Aldeia da Serra, Redondo
Sleep in a 12th-century monk’s room at this restored convent. A double with a mountain view costs about $150.
Hotel Sao Joao de Deus
Largo S. Joao Deus 1, Elvas
A former convent and military hospital, this four-star hotel is just steps from the heart of the ancient village. A double will cost you about $100.
Rua dos Penedos 6, Evora
Try toucinho do ceu, a traditional dessert made with lard, sugar and eggs that roughly translates to “pork fat from heaven.” Entrees start at about $14.
O Ermita Restaurant at Convento de Sao Paulo
Aldeia da Serra, Redondo
Dine on traditional monk’s fare, such as salted codfish, at this former chapel decorated with vaulted frescoes. A meal costs around $40 per person.
Praceta das Naus, Lote 6, Loja B, Lisbon
Fourteen road, hybrid or mountain bike tours of varying skill levels explore Portugal from its coasts to its castles. Seven-day guided tours (which include daily picnics and dinners and backup assistance) with accommodations begin at around $2,500; self-guided tours begin at around $2,000.
Bone Chapel at Church of St. Francis
Praca 1 de Maio, Evora
The 15th-century Gothic church includes a gruesome chapel made from the bones of thousands of Franciscan monks. About $2.80.
Built on an inhospitable mountaintop, this 13th-century battlement is one of the best preserved in Portugal. Free.