Noble Rot is the fourth-floor wine bar on East Burnside with a rooftop garden that supplies the kitchen and a glass terrace that looks out over the inner east side.
Tip: Tuesday through Saturday only; the bar takes walk-ins for two but reservations are strict for the dining room. Earlier seatings get sunset.
Address: 1111 E Burnside St, 4th Floor, Portland, OR 97214
Radio Room is the 1949 Art Deco restaurant and cocktail bar on NE Alberta with a heated rooftop patio, half covered with a fireplace and half open to the sky.
Tip: The roof has its own bar and stays open seven days; the fireplace half stays warm in shoulder season, the open half is the sunset perch in summer.
The Multnomah Whiskey Library is the second-floor gentlemen's-club-style room on SW Alder where the back wall holds more than 1,500 spirits, with whiskey carts rolled to the table.
Tip: Walk-in waits can run two hours on weekends; the membership line and the public line move separately, so book a member's reservation slot if you can.
Teardrop Lounge is the corner cocktail bar in the Pearl that has been pouring fresh-pressed daiquiris and house-tinctured stirred drinks since 2007, with a horseshoe bar and street-level seating.
Tip: Happy hour runs 16:00 to 19:00 weekdays; book the bar via Resy if you want a stool, the floor takes walk-ins.
The Driftwood Room is the vintage cocktail lounge inside Hotel deLuxe on SW 15th, open since 1954 with curved black-leather banquettes and a Manhattan flight on the menu.
Tip: Open seven nights from 16:00; bar seating goes first, the booths are walk-in and stay quieter through the early shift.
2NW5 is the basement cocktail bar in the Hoxton Hotel, a concealed Old Town room with antique furnishings, coastal Mexican plates from Chef Adan Fausto and classic cocktails.
Tip: Entrance is through the Hoxton lobby; bar reservations help on Friday and Saturday, walk-in stools open up on weeknights.
CC Slaughters is the longstanding Old Town dance club on NW Davis that has anchored Portland's queer nightlife since 1981, with a no-cover door, a big floor and live DJs Thursday through Saturday.
Tip: Late-shift weekends run to 02:00; Sunday opens at 14:00 with day-drinking and karaoke. New ownership took over in 2025 after a brief closure scare.