City Cast Portland logo

Get to Know Portland’s Best Venues

Posted on January 18, 2023   |   Updated on September 30, 2025

Rachel Monahan

old wooden bar with stools, booths and table in background

The Fixin’ To in St. Johns (John Notarianni/City Cast Portland)

Want to figure out where to go for a show? We asked City Cast Portland podcast guest J. Pinky Jansen, a volunteer with Portland Music Month, for his top three picks of local venues.

There are “a lot of outstanding venues,” says Jansen. “Some are good for some things and others are better for other things, but my personal favorites currently — drumroll please —”

Lollipop Shoppe

(Buckman)

For color, I love the Lollipop Shoppe — beautiful projection setup there. It also sounds really good. Nice, big, beautiful bar. That's a really cool spot to see a well-lit show.”

The Fixin’ To (St. Johns)

“I love The Fixin’ To for its sound and its size. It doesn't take a lot of people to fill the room, and it feels really good. For sound, I vote for The Fixin’ To.”

Doug Fir Lounge (Buckman)

“The Doug Fir is the kind of venue that artists are honored to play at and you can feel that reverence in their performance. It's got a very unique aesthetic and sound and so that's the kind of venue that somebody's gonna be stoked to play in, even if they've played larger venues throughout the country. There’s just no place like it.”

The best-venue question was a little like asking Pinky which of his children was his favorite, so he offers this disclaimer on his picks: “The right band at any club can really be the best house any night of the week.

Where to Find Your Next Favorite Band

Share article

Hey Portland

Stay connected to City Cast Portland and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.
Advertisement image

Neighborhood Guides

See All
Neighborhood GuidesFebruary 3

Your Guide to Oregon City

To Portland, Oregon City may be just a small suburb. (If you don’t even really know where it is, take 99 south past the Goodwill Bins and...

Pink, purple and yellow sunset views of the Willamette River at Willamette Falls
Neighborhood GuidesJanuary 21

Get To Know South Burlingame

Portland's South Burlingame neighborhood is small, but mighty. From lively cemeteries to neighborhood gems, here's everything you need to...

View of autumn trees at a cemetery.
Neighborhood GuidesDecember 8, 2025

Your Guide to an East Portland Neighborhood You’ve Probably Never Heard Of

Maybe you’ve never heard of the East Portland neighborhood Russell. But now you have: It’s an affordable, safe, and largely residential n...

trees line a paved path
Neighborhood GuidesNovember 10, 2025

The Neighborhood Hotspots in Family-Friendly West- and Eastmoreland

The charm of the Eastmoreland and Westmoreland neighborhoods is how great they are for the families that live there. Willamette Week’s ar...

people at tables at Monty's Red Sauce, Portland, Oregon
Neighborhood GuidesOctober 20, 2025

Your Guide to Hood River's Fruit Loop

Out near Hood River there’s a cluster of orchards and wineries along a 35-mile stretch of country roads. The area now goes by the attenti...

flowers in the foreground, Mount Hood in the background
Neighborhood GuidesSeptember 10, 2025

The Portland Neighborhood for Living in the Woods

Arnold Creek is a Portland neighborhood that you may never have heard of — maybe because it’s just barely inside city limits in Southwest...

map of Arnold Creek neighborhood. With Tryon Creek at the eastern edge.
Neighborhood GuidesAugust 14, 2025

Sunnyside Has Nickel Arcade Games and Peacock Lane

Sunnyside is a classic inner eastside neighborhood, with tree-lined streets. It’s walkable and bikeable. There’s Southeast Hawthorne for...

a Victorian house at night with red light in the top windows, Foxtrot, Portland, Oregon
Neighborhood GuidesJuly 21, 2025

Finding Old Portland in Foster-Powell's Back Alleys

Foster-Powell has the charms of Old Portland, with a maze of alleys where neighbors hang out. “I like the alleys; I think they're special...

pink tree in bloom on a back alley, Foster-Powell, Portland, Oregon

The latest in Portland

The Weekly Wander by City Cast PortlandAugust 16

Your Guide to Portland's Hawthorne District

There’s always something going on in the Hawthorne District, it has lots of places to get lost (in a good way), and everything is incredi...

Two people walk along the crosswalk outside the Bagdad Theater & Pub, a historic building along Portland’s Southeast Hawthorne Boulevard. Its Middle Eastern-inspired marquee shows times for “A Quiet Place, Part 2”.
The Weekly Wander by City Cast PortlandAugust 16

Side Quest: The Great Indoors in Portland

If you happen to be on Hawthorne Boulevard when the sky’s hot and hazy, here are some ways to still have fun inside.

An ochre couch sits in the showroom at Vintage Pink in Portland, Oregon.
Portland, ExplainedAugust 12

How Well Do You Know the Oregon Coast?

If you’re looking for an escape from the next heat wave, there’s no better place to be than the Oregon Coast.

Lighthouse on a rocky promontory surrounded by blue.
The Weekly Wander by City Cast PortlandAugust 9

Your Guide to the North Shore

It’s not as shiny as Vancouver’s waterfront, but there’s plenty to do and see if you know where to look, so let’s dive in.

Alternating images show scenes from the 2025 edition of the Portland Classic, a non-major tournament on the LPGA Tour.
The Weekly Wander by City Cast PortlandAugust 9

Side Quest: Keep Calm and Paddle On

Whether you’re paddling a kayak, a canoe, or a stand-up paddle board, spending time exploring Portland’s waterways is a huge perk about w...

A person floats on greenish-blue water in a yellow kayak, photographed from above.
Summer GuideJuly 30

Tips for a Better August 2026 in Portland

August is our hottest month, so we all need to figure out how to stay cool in Portland - check out a few tips we've gathered.

The Oregon coast with haystack rocks off the shore and a wide beach.
Portland's BestJuly 30

What To Do in Portland in August 2026

We have some ideas for how to make this month in Portland more exciting, easier, and just an all-round good time.

Green fish or shark like head with pointy teeth and a tongue hanging out is this soapbox derby entrant. People and a van and trees in the back.
Summer GuideJuly 27

The Most Overrated (and Underrated) Portland Summer Activities

Summer in Portland often feels ideal — the weather is mostly moderate, and there's an endless list of events and outdoor destinations to...

A mossy and rocky terrain with a steep cliff covered in trees in the background.