Day · Pumpkin Patch
Pumpkin Patch @ Frog Pond Farm
Kick off pumpkin season at Frog Pond Farm — llamas, a bounce house, a corn box, and rows of gourds to pick. A wholesome, kid-friendly way to start October.
Frog Pond Farm · All day
Events of the Week
Best Things to Do in Portland: Sep 28 – Oct 4, 2026
14 hand-picked events for the week — a daytime and an evening pick for each day, chosen from everything on the PDX Events calendars. Also posted on Instagram.
Monday, September 28
Night · Benefit Concert
Immigrant Worker Justice Benefit
A benefit concert for immigrant worker justice at the Hawthorne Theatre, headlined by Portland's own Latin skacore crew Los Mal Hablados. A high-energy, big-hearted way to open Latiné Heritage Month.
Hawthorne Theatre · 6:30 PM · From $25
Tuesday, September 29
Day · Immersive Art
Lookout Landscape
The World Forestry Center's immersive forest-art exhibition surrounds you in light, sound, and canopy. A quiet, dreamy escape into the woods without leaving the city.
World Forestry Center · 10 AM
Night · Live Music
Hermanos Gutiérrez
The Swiss-Ecuadorian brothers make cinematic, wordless desert guitar that fills a room — with Portland's own Y La Bamba opening. A gorgeous Latiné Heritage Month night at the Schnitzer.
Arlene Schnitzer · 8 PM
Wednesday, September 30
Day · Arcade
$6 Free Play @ Ground Kontrol
Ground Kontrol flips to free play — one cover, all the pinball and classic arcade games you can handle. A nostalgic downtown afternoon (all-ages early, 21+ later).
Ground Kontrol · 12 PM · $6–12
Night · Dance & Benefit
Dancing with the Rose City Stars
Portland's spin on "Dancing with the Stars" pairs local personalities with pro dancers for a glittery night of competition at the Alberta Rose — all for a good cause.
Alberta Rose Theatre · 7 PM
Thursday, October 1
Day · Free Museum
Free First Thursday · PAM
The Portland Art Museum throws open its doors free all day for First Thursday. Wander world-class galleries downtown, then catch the Pearl District art walk after dark.
Portland Art Museum · 10 AM · Free
Night · Talk & Ideas
This Is Not a Talk About AI
A provocative live talk at Kiln that uses fire, anthropology, and technology to ask what makes us human. Come for big ideas and real conversation — not a tech pitch.
Kiln · 5 PM
Friday, October 2
Day · Cultural Festival
Portland Greek Festival
Three days of Greek food, pastries, dancing, and culture at Holy Trinity Cathedral — free to enter, impossible to leave hungry. Opa!
Holy Trinity · 10 AM · Free
Night · Oktoberfest
Prost Oktoberfest
Portland's favorite German bar throws a full Oktoberfest on N Mississippi — steins, brats, live oompah, and a heated tent. Peak fall in the city.
Prost Portland · All day
Saturday, October 3
Day · Cider Fest
Urban Harvest Cider Fest
Leaven Community's free harvest fest presses fresh cider from neighborhood apples, with live music, crafts, and fall fun. Bring your own apples or other fruit to press, or just show up and enjoy!
Leaven Community Center · 12 PM · Free
Night · Pop-Punk Night
Tell All Your Friends
Vol. 2 of the all-out pop-punk cover night at Dante's — sing along to every 2000s emo anthem you pretend you've outgrown. Eyeliner encouraged.
Dante's · 8:30 PM
Sunday, October 4
Day · Food Festival
Portland Craft Chocolate Festival
Taste your way through dozens of craft chocolate makers at Olympic Mills — bean-to-bar samples, truffles, and more. A rich, delicious weekend for your sweet tooth.
Olympic Mills · 11 AM
Night · Dance Party
AVATARAVE
A high-energy, anime-inspired queer rave at Holocene to close out the week — DJs, techno and house, and a come-as-your-favorite-character crowd. 21+.
Holocene · 9 PM · 21+
Want more? See everything happening this weekend or the full Portland events calendar.