Grab an organic latte, hop a streetcar and shop this famously alternative—and beautiful—city's surprisingly worldly boutique scene. (Bonus: There's absolutely zero sales tax.)

Animal Traffic

The best of the 
West is packed into this local vintage haunt, 
a converted dance 
hall featuring a blend of old (’60s Pendleton blankets, ’70s fringe vests) and new (chunky wool 
socks, Minnetonka moccasins). Bonus: in 2012, the owners opened a second location in downtown Portland that's packed with the perfect selection of rough-hewn workwear, as well as an online shop for farther-flung fans.

N. Mississippi Ave., 
503-249-4000, animaltrafficpdx.com


When Blake Nieman-Davis moved his denim shop to a former Smith & Hawken, he kept the greenhouse and doubled his stock of Joe’s, RRL and Mother jeans. The shop is an enduring favorite, as is its owner, who even ran for mayor of Portland in 2012.

26 NW 23rd Pl., 503-222-4848, loveblake.com


Imagine the MoMA design store, only more meticulous. Innovative globally sourced home goods, like Swedish spice grinders and Danish carafes, are displayed gallery-style, complete with wonky exhibit labels.

1136 SW Alder St., 503-889-8545, canoeonline.net

Fat Fancy

This new-and-vintage downtown Portland plus-size shop grew out of a sale that cofounder Annie Maribona once held in her apartment. It takes a playful approach to sizing: Ally (size 12 and under), Plush (12 to 14), Hot (16 to 20), Divine (22 to 24) and Fun (size 26 and up).

1013 SW Morrison St., 503-445-4353, fatfancyfashions.com

Frances May

Named for the owners’ family matriarch, a former schoolteacher, this downtown indie-designer boutique offers uniform-hip wearables (Wood Wood smock dresses, A.P.C. slickers, Dieppa Restrepo oxfords) with dangling price tags that look like grade-school flash cards. Even cuter? The proprietors are a grandmother/granddaughter dream team.

1013 SW Washington St., 503-227-3402, francesmay.com

Stand Up Comedy

The wearable (Henrik Vibskov shirtdresses), the readable (Japanese periodicals) and the wacky (extension cords that look like prayer beads) converge at this small, minimalist boutique for all things cutting edge.

811 E. Burnside St., 503-233-3382, shopstandingup.us

House of Lolo

At her sunny Pearl District shop, ex–finance exec Laurie Moulton gives working girls what they want: polished, feminine Greylin beaded blazers and BB Dakota tweed skirts that transition from the office to happy hour at local breweries.

1037 NW Couch St., 503-224-5240, houseoflolo.com

Lizard Lounge

This 4,100-square-
foot factory turned jeans-and-tee 
retailer stocks Horny Toad flannels, Levi’s Vintage Clothing denim and Costalots sunglasses—basically your perfect weekend wardrobe.

1323 NW Irving St., 503-416-7476, lizardloungepdx​.com


Some thought 
Justin Machus was crazy to close his popular men’s shop Local35, but his edgy follow-up—with its androgynous-cool assortment of Black Crane tees and Nudie skinny jeans—is 
fast becoming an 
east side hot spot. 

542 E. Burnside St., 503-206-8626, machusonline.com


Petticoats and top hats from the ’30s abound at this packed vintage destination. But amongst the costumey bits, we found well-priced treasures, like a ’70s buffalo plaid jacket ($36) and a ’50s tamale red slipdress ($26).

520 SW Ninth Ave., 503-220-0920, facebook.com/magpieportland


Portlanders who 
skew more Charlotte Gainsbourg than Carrie Brownstein love this airy boutique’s Parisian-accented designer staples, including Saint James striped tees, Isabel Marant chambray overalls and Repetto ballet flats.

410 SW 
13th Ave., 503-223-1998, odessaportland.com


With its jet black walls and trippy light-table display shelves, this local shoe shop (already a heavyweight in the e-commerce world) could double as a disco. To Be Announced glitter booties and Jeffrey Campbell velvet platforms enhance the nightclubby tone.

417 SW 13th Ave., 503-224-3591, solestruck.com

Tender Loving Empire

Portland’s blossoming DIY movement is 
on full display at 
this locavore shop, featuring Orgeon-made Betsy & Iya chandelier earrings, rugged Wild Man bath products, and music 
from bands like Typhoon and Radiation City, both of whom are signed to the in-house record label.

412 SW 10th Ave., 503-243-5859, tender​loving​empire​.com