Alcala de Henares, 45 minutes from Madrid by Cercanias, is the UNESCO heritage university city where Cervantes was born, home to the Costrada de Alcala.
Tip: Cercanias 8 euros return. Costrada de Alcala 14 euros per cake; whole costrada to take back to Madrid. Lunch on Calle Mayor at 14:30.
Segovia, 30 minutes from Madrid by AVE, is the Castilian wood-oven capital, with Meson de Candido at the foot of the Roman aqueduct serving cochinillo asado.
Tip: Book Candido or Jose Maria three days ahead for cochinillo. AVE 14 euros each way; 30 minutes. Cochinillo lunch 38 to 45 euros.
Toledo, 33 minutes from Madrid by AVE, is the marzipan capital of Spain with Santo Tome and Casa Telesforo making the canonical almond-and-honey treats.
Tip: AVE 14 euros each way. Buy marzipan whole boxes from Santo Tome (24 euros per kilo). Lunch at Adolfo for the venison.
Aranjuez, 45 minutes from Madrid on the Cercanias C-3 train, is the royal-garden town with the spring strawberry tradition (fresas con nata at Casa Pablo).
Tip: Cercanias 8 euros return. Strawberries peak in April and May. Casa Pablo for the strawberry-and-cream order at 13:30.
Chinchon, 55 minutes from Madrid by bus, is the 17th-century arcade-plaza Castilian town with cordero asado at Meson Cuevas del Vino (a 1648 wine-cellar.
Tip: Bus 8 euros each way. Cordero asado lunch on the Plaza Mayor terraces 32 to 38 euros. Try Anis Chinchon Especial at the bar.
San Lorenzo de El Escorial, 1 hour from Madrid by Cercanias, is the royal-monastery town with Castilian-roast canon at Charoles (Michelin Bib Gourmand.
Tip: Cercanias 10 euros return. Charoles books up two weeks ahead for weekend lunch; carte 45 to 60 euros per head.