Urban Mo's Bar and Grill ★ 4.5
$$$$
HillcrestMon-Thu 10:00-23:00, Fri 10:00-01:00, Sat 09:00-01:00, Sun 09:00-23:00.
Urban Mo's on University Avenue has run as Hillcrest's flagship gay bar and grill in San Diego since 1988, a covered patio room with drag shows.
TipDrag brunch Sunday from 10:00; Dreamgirls Revue Thursday and Saturday late. Walk-in, no cover most nights.
Rich's San Diego ★ 4.4
$$$$
HillcrestWed-Thu 22:00-02:00, Fri 21:00-02:00, Sat 21:00-04:00, Sun 21:00-02:00. Closed Mon-Tue.
Rich's on University Avenue is the largest gay nightclub in Hillcrest San Diego, two dance floors with rotating DJs, drag shows and a Saturday extended-hours.
TipSaturday runs 21:00-04:00; the rest of the week closes at 02:00. Cover varies by night. The mezzanine has sightlines on the main floor.
Gossip Grill ★ 4.5
$$$$
HillcrestTue-Thu 14:00-00:00, Fri 14:00-02:00, Sat 11:00-02:00, Sun 11:00-22:00. Closed Mon.
Gossip Grill on University Avenue, opened 2009, is the Hillcrest women's bar and LGBTQ restaurant in San Diego, with a year-round outdoor patio.
TipClosed Monday. Cabaret brunch Saturday and Sunday from 11:00. Happy hour 14:00-18:00 daily; Saturday goes 21+ after 14:00.
Number One Fifth Avenue ★ 4.3
$$$$
HillcrestMon-Thu 15:00-01:30, Fri-Sat 12:00-02:00, Sun 12:00-01:30.
Number One Fifth Avenue on Fifth Avenue has run as Hillcrest's gay dive bar in San Diego since 1981, a slender front bar and back patio with karaoke.
TipHappy hour weekdays 14:00-18:00. No cover, walk-in, cash and card. Latin nights and pictionary rotate weeknights.
Books and Records ★ 4.4
$$$$
HillcrestMon-Tue 17:00-21:00, Wed-Fri 17:00-22:00, Sat 10:00-22:00, Sun 10:00-21:00.
Books and Records on Fourth Avenue in Bankers Hill, opened September 2023, is the 80-seat San Diego restaurant and listening bar with live jazz Thursday.
TipReserve through the venue site for the jazz nights; the bar is walk-in. New Orleans style jazz brunch Saturday and Sunday from 10:00-14:00.