The Central Business District around Orange Avenue, Church Street and Wall Street Plaza, plus Creative Village on its west side: a Kress five-and-dime turned steakhouse, a rooftop speakeasy on one of the oldest buildings downtown, and music rooms that have been booking bands since 1921.
A 1920s-style cocktail and coffee bar on the ground floor of the historic Angebilt Hotel at Wall Street and Orange Avenue, open until 2 a.m. Thursday through Saturday. It pitches its cozy corners for a quiet drink, which is rarer downtown than it should be.
See Orlando City, the Pride or the Storm, then eat on West Church Street or stop at a taproom that lists soccer games among its special openings.
Make a Magic or Solar Bears game a full day out, with meals a short walk away on Church Street and a brewery a short drive north that posts watch parties.
An independent steakhouse in the old S.H. Kress five-and-dime, a 1930s Art Deco landmark whose terra cotta ornaments look like parrots on the window ledges, and where Black residents held sit-ins at the whites-only lunch counter in 1960. Prime beef aged in-house, more than 200 bottles on the wine list, and reservations capped at six.
