Itinerary
Six stops, one evening, walkable. The night you'd take a friend on a Friday in Portland.
17:30 — Aperitif · Brooklyn · $$ · Cocktail Bars
Aladdin Theater draws a steady local crowd in Brooklyn. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Start polished. Order something stirred and bracing — a martini, a manhattan, or whatever the bar's house spec is. You're warming up the palate, not chasing trends.
19:00 — Cocktails · Lloyd District · $$$ · Rooftop Bars
Altabira City Tavern draws a steady local crowd in Lloyd District. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Now move into the city's cocktail-bar heart. Order off-menu if you can; if the bartender has a single-drink-special-of-the-week, that's the one.
20:30 — Wine break · Lents · $$ · Sports Bars
Lents Commons draws a steady local crowd in Lents. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Hit a wine bar before the second cocktail run. Two glasses, a small plate, a reset. Keep your conversation in here — the rooms after midnight aren't for talking.
22:00 — The destination cocktail · City centre · $$ · Cocktail Bars
Bar Bar is the Mississippi-Avenue neighbourhood pub-and-cocktail bar — a casual all-day programme that pulls Portland regulars for cheap pints, well-poured cock This is the room you booked for. Lights are lower, prices higher, drinks are tightly built. Stay an hour, no longer.
23:30 — Late-night listening · Mississippi · $$$ · Cocktail Bars
Bar From Far draws a steady local crowd in Mississippi. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. Move to a music room. Jazz, soul, or a DJ at modest volume. You want a soundtrack, not a club.
01:00 — Last drink · Industrial East · $$ · Cocktail Bars
Base Camp Brewing Company draws a steady local crowd in Industrial East. Booking is recommended on weekends. Walk-ins are usually possible early in the evening. End on something simple. A clean martini, a Negroni, a whisky and water. Tip your bartender. Walk home or take a quiet cab.
The order matters. We start polished, peak in the middle, end somewhere quieter than we started. You can swap any room for a closer alternative — every bar listed has at least two backups within a five-minute walk.
Total time: about seven hours. Total spend: depends on you, but plan £80-£150 per person across the night. Save this page, send it to whoever you're meeting, and treat the timings as guidance, not gospel.
Each stop links to the full bar page if you want to dig deeper. Treat timings as guidance — adjust to your pace.