Saturday, January 24

Portland Fine Print Fair | Portland Art Museum

This one's a big deal: and somehow still under the radar. The Portland Fine Print Fair is the largest event of its kind on the entire West Coast. We're talking prints, works on paper, and rare editions from galleries and dealers across the country.

And the best part? Admission is free.

The fair runs Saturday and Sunday at the Portland Art Museum downtown. It's the kind of event where you can spend an hour or an entire afternoon. Whether you're a serious collector or just curious about printmaking, it's worth a visit.

When: Saturday, January 24 – Sunday, January 25

Where: Downtown (Portland Art Museum)

Vibe: Artsy. Accessible. Free.

Check the museum's website for hours and any programming updates.

Farmers Markets | Hollywood & Rocky Butte

Saturday morning in Portland means farmers markets. Two solid options this weekend:

Hollywood Farmers Market (8 AM – 1 PM) : A neighborhood staple with local produce, baked goods, and hot food vendors. Great people-watching.
Rocky Butte Farmers Market (9 AM – 1 PM) : Smaller, quieter, and tucked into one of Portland's most scenic neighborhoods. Worth the drive if you want something more intimate.

Both markets are rain-or-shine, so layer up and grab a pastry.

Where: Hollywood and Rocky Butte neighborhoods

Vibe: Community-focused. Local. Relaxed.

DIY Workshops Around Town

Portland loves a good DIY moment. If you're into learning something practical this weekend, keep an eye out for local workshops: everything from drywall repair to basic electrical skills.

These pop up at community centers, hardware stores, and local makerspaces. They're usually low-cost or free, and they're a great way to meet people who actually live here.

Check neighborhood Facebook groups or community boards for the latest offerings.

Rocky Horror Picture Show | Clinton Street Theater

If you're still up late on Saturday night, there's only one move: Rocky Horror at the Clinton Street Theater in Southeast Portland.

This is one of the longest-running Rocky Horror screenings in the country. The crowd is lively, the callbacks are loud, and the whole thing is a genuine Portland tradition. Showtime is 11 PM. Costumes encouraged.

When: Saturday, January 24 at 11 PM

Where: Southeast Portland (Clinton Street Theater)

Vibe: Weird. Wonderful. Very late.

Sunday, January 25

Sake Festival at The Flock

Sunday brings something a little different: a sake tasting event at The Flock. This one's all about Japanese culture: sampling different sake varieties, learning about the brewing process, and enjoying some thoughtfully curated bites.

It's intimate, educational, and a nice change of pace from the usual beer-and-wine scene. If you're curious about sake but don't know where to start, this is a great entry point.

When: Sunday, January 25

Where: The Flock (check their site for exact location and ticket info)

Vibe: Refined. Curious. A little adventurous.

Tip: These events can sell out, so check availability ahead of time.

Farmers Markets | Montavilla & Woodstock

Two more markets on Sunday, both in East Portland:

Montavilla Farmers Market (10 AM – 2 PM) : Over 60 local farms and food vendors. Montavilla has a great neighborhood feel: walkable, friendly, and full of small businesses.
Woodstock Farmers Market (10 AM – 2 PM) : Another solid option with a loyal local following. Grab some produce, swing by a coffee shop, and wander the Woodstock strip.

Where: Montavilla and Woodstock neighborhoods

Vibe: Sunday morning energy. Local and easygoing.

Drink & Draw at The Goodfoot | Buckman

Here's a fun one for Sunday night. The Goodfoot Pub & Lounge hosts Drink & Draw starting at 7 PM. It's exactly what it sounds like: grab a drink, grab some paper, and sketch whatever you want.

No pressure. No experience required. Just a chill evening with other creative people. It's 21+, and it's free.

When: Sunday, January 25 at 7 PM

Where: Buckman neighborhood (The Goodfoot)

Vibe: Creative. Low-key. Unpretentious.

Trivia Nights | Eastside Bars

If drawing isn't your thing, there's always trivia. Two local favorites:

ShanRock's Triviology at The EastBurn Public House (5 PM)
Bridgetown Trivia at Wayfinder Bar (6:30 PM)

Both are neighborhood spots with good food, good beer, and competitive (but friendly) crowds.

Things to Do This Weekend in Portland (Jan 23–25, 2026): Non‑Touristy Picks