City Cast Portland logo

The Best Reasons to Leave the House in Portland's Rainy Season

Posted on November 7, 2024   |   Updated on October 16, 2025
City Cast Portland staff

City Cast Portland staff

Closeup of black man playing board game with focus on male hand moving game piece

Time for some board games. (SeventyFour / Getty Images)

With the rain returning this weekend and the long inhospitable season ahead, we want to give you plenty of reasons to pull on your raincoat or dig up your umbrella and get out of the house.

Escape rooms, despite the name, aren’t locked. You can leave anytime. They are giant story-based puzzles to solve. And they’re best with a group of friends.

“You're working together, and people are going, ‘Oh wait, I think that these things on the wall are numbers that correspond with the numbers on the TV,’ and then you change the TV dial and a key pops out,” says Dawn.

“It's very fun and exciting,” she adds. “And if you get super frustrated, they can come in and give you a hint. The weather doesn't matter at all.”

It’s the right season for a good laugh! Check out the Helium Comedy Club.

“It's really cozy there,” Dawn says. “You're all squished in, and there's something about everybody [being] there with the purpose to laugh together. I've been to some shows there — one memorable show where I laughed where I fell off my chair and no, that was not alcohol related.”

You can grab a meal at their restaurant and try a new board game at this game shop.

“Sometimes you want to hang out with your friends, but you're like, ‘I don't want to clean my house. I don't want to have to cook for anybody,’” says Dawn. “You're allowed to play anything from their library. And then if you like it, you buy it and take it home for the next game party.”

If you’re looking for options, Dawn’s favorite game for dinner parties is Celebrity.

Or ...

What do you do for fun now that the rain has started? Help us have fun! We’ll share your tips.

More Fun in Portland Winter. Listen Here

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.

The latest in Portland

Local CivicsOctober 29

Your Guide To the Fall 2026 Election in Portland

We’re closing in on Election Day 2026, so here's your guide to the key races and how to vote in the Portland area.

hand putting ballot into mailbox
The Weekly Wander by City Cast PortlandOctober 25

Side Quest: A Bubbly Backstory

Which backstory of downtown Portland’s Benson bubblers do you choose to believe?

A four-armed drinking fountain pedestal, known in Portland as Benson Bubblers, squirts water. Yellow leaves cover the bricks and some leaves have even landed in the bowls of the bubbler.
The Weekly Wander by City Cast PortlandOctober 22

Your Guide to Downtown Portland

Last caw! Don’t miss out on “Follow the Crows,” an interactive art trail in downtown Portland celebrating Laika’s upcoming film, “Wildwood.”

Downtown Portland’s skyline sparkles during blue hour. The perspective shows the view from Pittock Mansion, facing eastward.
The Weekly Wander by City Cast PortlandOctober 18

Side Quest: Drawing Nature into the City

Every award-winning park starts with a sketch. See the history behind one of Portland’s most famous green spaces.

Landscape design sketches from architect Lawrence Halprin show the vision for a tree-lined promenade in downtown Portland’s Open Space Sequence.
The Weekly Wander by City Cast PortlandOctober 18

Your Guide to Portland State University

There’s always something to do around the South Park Blocks, from the PSU Farmers Market to cultural celebrations like Catrinas en la Calle.

Two passengers walk onto the yellow and green Portland Streetcar beneath a leafy green canopy at the South Park Blocks stop on Portland State University’s campus.
The Weekly Wander by City Cast PortlandOctober 11

Side Quest: From Beyond the Grape

Frightful festivities from beyond the grapes await as Willamette Valley wineries host Halloween events. Throw on your costume and get rea...

Fog sits low among the fields and trees of Willamette Valley wine country. In the foreground, green grape plants show signs of fall as leaves begin to turn yellow.
The Weekly Wander by City Cast PortlandOctober 11

Your Guide to Tualatin

Don’t rock the gourd or you’ll miss Tualatin’s West Coast Giant Pumpkin Regatta when it returns Oct. 18. Join the fun and see what else t...

Two costumed people — one dressed as an aviator and the other in a squirrel suit — paddle their giant pumpkins toward the finish line at the West Coast Giant Pumpkin Regatta in Tualatin. Crowds of people cheer them on in the background.
Food & DrinkOctober 5

The Best Fall Foods in Portland

A fall festival at Bauman's Farm apples at a Hood River orchard (Kiyokawa Family Orchards, ideally), and a Sauvie Island pumpkin patch (B...

A pulled pork sandwich, soup, and apple cider slushy at Sugarpine Drive-In.