Oregon & SW Washington Weekend Planner: October 16-18, 2026

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PORTLAND:

HOWLOWEEN AT THE OREGON ZOO – Get into the Halloween spirit with a wild weekend at the Oregon Zoo! Bring the kids in costume for trick-or-treating, festive activities, live entertainment, and special animal encounters. A family-friendly way to celebrate spooky season! 

WEST COAST GIANT PUMPKIN REGATTA – You’ve never seen a pumpkin patch quite like this! Head to Tualatin for this one-of-a-kind fall tradition featuring costumed paddlers racing giant hollowed-out pumpkins across the water, plus food, entertainment, and family-friendly activities. Admission is free! 

SITKA ART INVITATIONAL – Explore more than 300 nature-inspired works from 100 regional artists at this annual art exhibition and sale. Enjoy live music, meet local artists, and discover beautiful paintings, sculptures, photography, and more. Admission is free! 

PORTLAND ZINE SYMPOSIUM – Celebrate Portland’s creative side at this free, two-day festival dedicated to independent publishing and DIY art. Browse handmade magazines, comics, illustrations, and unique creations while connecting with local artists and makers.

VANCOUVER:  

LUMINARIAS DÍA DE MUERTOS – Celebrate life, love, and tradition at Esther Short Park on October 17! Enjoy beautiful luminarias, traditional Mexican dancing, live music, colorful art installations, and family-friendly activities at this free community celebration. 

SECRET SPACES: POST HOSPITAL TOUR
– Step inside a piece of Vancouver history that’s been closed to the public for decades! Explore all four floors of the historic Post Hospital on October 17 and discover fascinating stories about its architecture and past during this exclusive guided tour. 

PUMPKIN LANE AT POMEROY FARM
– Fall fun is in full swing at Pomeroy Farm! Hop aboard a tractor-pulled hayride past whimsical pumpkin displays, meet friendly farm animals, explore historic buildings, and find the perfect pumpkin to take home. A festive outing for the whole family!

THE COAST:

FALL FUN FEST –
Get into the Halloween spirit at Seaside’s annual Fall Fun Fest on Saturday, October 17! Enjoy carnival-style games, festive treats, and plenty of spooky-season fun at the Sunset Recreation Center. This family-friendly celebration is free to attend! 

SCARY STORIES TO READ IN THE DARK
– Gather around for an afternoon of spooky storytelling at Lucy’s Books in downtown Astoria on Saturday, October 17! Enjoy haunting tales written by local middle school students, Halloween surprises, interactive Mad Libs, and fun prizes. Admission is free!


CENTRAL OREGON:

BEND MOONLIGHT MARKET
– Get ready for a little spooky-season shopping at Silver Moon Brewing on Saturday, October 17! Browse unique creations from local artists and makers, grab something delicious to eat, and enjoy music, drinks, and a few Halloween surprises along the way. 

ANNUAL CHILI FEST
– Things are heating up at Bend Brewing Company on October 17–18! Sample flights of homemade chili, catch football games on the big screen in the beer garden, and enjoy a cozy fall weekend with friends and family. Come hungry! 

VINTAGE RENDEZVOUS
– Vintage finds, vinyl beats, and Friday night vibes! Head to Crux Fermentation Project on October 16 for an evening of shopping curated vintage and pre-loved clothing, enjoying music, and discovering one-of-a-kind treasures.


YAMHILL COUNTY:

MCMINNVILLE’S 150TH BIRTHDAY CELEBRATION – Happy 150th birthday, McMinnville! 🎉 Celebrate this milestone on Saturday, October 17, with a festive parade through downtown followed by a community birthday party at City Park. Enjoy a day of hometown pride, local history, and family-friendly fun! 

WHITE PINOT FEST – Calling all wine lovers! Head to Saffron Fields Vineyard in Yamhill on Saturday, October 17, for a celebration of White Pinot featuring tastings from more than 12 producers, local makers, and plenty of opportunities to discover a new favorite.


POPULAR ON STREAMING PLATFORMS

TOY STORY 5

When Bonnie receives a Lilypad tablet as a gift and becomes obsessed, Buzz, Woody, Jessie and the rest of the gang’s jobs become exponentially harder when they have to go head to head with the all-new threat to playtime. (Disney+)
 
 
AMERICAN HORROR STORY
An anthology horror drama series centering on different characters and locations, including a house with a murderous past, an asylum, a witch coven, a freak show, a hotel, a farmhouse in Roanoke, a cult, the apocalypse and a summer camp. (Hulu)
 
 
WONKA’S THE GOLDEN TICKET
In this one-of-a-kind reality competition, lucky players step inside Wonka’s Chocolate Factory to face unpredictable games, tests and temptations. (Netflix)


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