The Congress Street corridor between High Street and Monument Square, home to the Portland Museum of Art, the State Theatre and rooms like Boda, Leeward and Bayside Bowl.
Top-rated food tour in Portland
Portland Walking Food Tour, Warm Donuts, History & Hidden Gems
Order Grilled chicken with sticky rice and nam jim jaew, plus a bowl of khao soi.
Boda on Congress Street opened 2010 from Bob Wongsaichua and Dan Sriprasert, with Thai street food: grilled meats, curries and noodles in the Arts District.
Order Whatever shape the pasta-maker is rolling today, paired with a glass from the natural-wine list.
Leeward on Free Street opened 2020 from Jake and Raquel Stevens, with a chef-driven fresh-pasta program inside a brick-and-tile Italian dining room.
Order A slice of mashed potato bacon scallion and a slice of pulled pork mango.
OTTO Pizza on Congress Street, since 2009, is the flagship of the Portland slice chain that runs unconventional toppings on hand-tossed thin crust.
Order The vegan coconut soup, then the mango curry over jasmine rice.
Green Elephant on Congress Street, since 2007 from Dan Sriprasert and Bob Wongsaichua, is Portland's all-vegetarian Thai kitchen by the State Theatre.
Also on this listBoda
Order Wood-roasted espresso
Speckled Ax on Congress Street, since 2012 from Matt Bolinder (roasting since 2007), is Portland's wood-fired coffee roaster with house-roasted beans.
Speckled Ax on Congress Street (Bolinder roasting since 2007, shop since 2012) roasts coffee over an open hardwood fire from an Arts District storefront.
Drink Creative seasonal cocktails
The Bearded Lady's Jewel Box on Congress Street, since 2014, is a small Arts District cocktail room with creative seasonal drinks and no street sign.
Also on this listLFK
Portland Farmers' Market Wednesday at Monument Square is the midweek edition, smaller than the Deering Oaks Saturday but central enough for an Old Port lunch.
Public Market House on Monument Square, since 2006, runs seven food vendors under one roof: Mediterranean, Latin and Vietnamese counters and shared tables.
Try Slice of mashed potato bacon scallion pizza
OTTO Pizza on Congress Street runs Portland's slice counter with unconventional pies (mashed potato bacon scallion, pulled pork mango) and classic margherita.
Try Soup, banh mi, pupusa, sandwich
Public Market House on Monument Square runs seven food vendors under one roof, with Vietnamese, Mediterranean, Latin and soup counters around twelve dollars.
Try Vegan mango curry, coconut soup
Green Elephant on Congress Street runs vegetarian Thai lunches under twenty dollars: vegan coconut soup, mango curry and pad thai across from State Theatre.
Try Slice of mashed potato bacon scallion pizza
OTTO Pizza on Congress Street runs the city's late-night slice counter with unconventional pies (mashed potato bacon scallion, pulled pork mango) until 22:00.
Also on this listLFK
The State Theatre on Congress Street is Portland's flagship historic concert hall, a 1929 Spanish Revival venue programming touring rock, indie, comedy and DJ acts in a 1,800-seat room.
Also on this listThe Bearded Lady's Jewel BoxLFK
