A Pearl District Bar Crawl

Four stops, one evening. Polished cocktail rooms.

This is a working bar crawl through Pearl District, Portland's most concentrated drinking neighbourhood. Polished cocktail rooms. Four stops, one evening, mapped by editors who actually drink here on Friday nights.

The order matters. Start polished, peak in the middle, end somewhere quieter. Every room listed below is within a 10-minute walk of the next one — that's the value of a neighbourhood crawl.

Total time: about five hours. Total spend: depends on you, but plan £60-£100 per person. Save this page, send it to whoever you're meeting, and let Pearl District take care of the rest.

The Route

Four stops, ranked

Walking distance: under 1km between stops. Treat the timings as guidance, not gospel.

No. 01
Stop 1 — 18:00 Aperitif
Pearl District · $$ · Cocktail Bars
Deschutes Brewery Public House draws a steady local crowd in Pearl District. Booking is recommended on weekends. Walk-ins are usually possible early in the even
Start at the most refined cocktail room in the area. One drink. You're warming up.
No. 02
Stop 2 — 19:30 First proper cocktail
Pearl District · $$$ · Rooftop Bars
Canopy by Hilton Pearl Rooftop draws a steady local crowd in Pearl District. Booking is recommended on weekends. Walk-ins are usually possible early in the even
Move to the room you'd take a first date to. Sit at the bar, talk to the bartender, order a house special.
No. 03
Stop 3 — 21:30 The destination
Pearl District · $$$ · Cocktail Bars
Jack's Vault draws a steady local crowd in Pearl District. Booking is recommended on weekends. Walk-ins are usually possible early in the evening.
The bar that defines the neighbourhood. Reservations help. Stay an hour.
No. 04
Stop 4 — 23:30 Last drink
Pearl District · $$$ · Cocktail Bars
Jimmy Mak's Jazz Club draws a steady local crowd in Pearl District. Booking is recommended on weekends. Walk-ins are usually possible early in the evening.
End somewhere unhurried — a wine bar, a music room, or a quiet hotel bar. One simple drink.
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Photos via Google Places. Editorial selection by Bars for Kings editors. Source