Halloween Events Preview

Looking ahead to Halloween, winter arrives in the mountain, and Drake has new owners

Author

Derek Carlson
October 27, 2025

TOGETHER WITH

Good morning, Bend! If you’re looking for something to do on Halloween, make sure to read to the end of today’s email, as we have a roundup of nearly 40 spooky events happening around town this week and weekend.

In today’s Bend Buzz:

  • ❄️ Winter arrives in the mountains

  • 🎃 Halloween events preview

  • 🍽️ Drake has new owners

Let’s get to it.

— Derek Carlson

Where ritual meets restoration

Tucked in the heart of Bend, Pine & Prism is a cozy, light-filled studio where modern healing meets ancient wisdom. We offer Reiki, aura photography, microdosing coaching, and ceremonial gatherings designed to help you reconnect with your body, intuition, and community.

Whether you join a Reiki-supported psilocybin mini journey, step into a weekly ritual of rest and reflection, or simply drop in for an evening of ceremony, every offering is crafted to help you slow down, breathe deeply, and remember your wholeness.

✨ Explore upcoming events, sessions, and ways to work with us at pineandprism.com.

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SNAPSHOTS

🌉 Take two, three, Something for the SW Bend Pedestrian Bridge

The long-discussed pedestrian bridge over the Deschutes River in SW Bend is getting a new lease on life as BPRD has given the green light for a feasibility study. An engineering firm will have 18 months to complete a study on the project that has been on hold since 2019.

🏡 Home Ownership Applications Open for Bear Creek Village

Want to put down roots in Bend but are priced out of the current housing market? Habitat for Humanity is accepting applications to purchase a home at their new community at Bear Creek Village. Mortgage amounts will be tailored to each individual’s ability to pay. You can review the full application process here.

❄️ Winter has Arrived in the Mountains

These past couple of days have brought quite the mix of weather with some wild wind in town, autumn rain, and, in the mountains, a whole lot of snow. Bachelor is currently sitting at ~15” of snow (as of 4 PM on Sunday), with a bit more still to fall. I’ve seen a few videos of folks already hitting laps on the cone, so hopefully this is a good omen for things to come.

BUSINESS HAPPENINGS

🍽️ Drake changes owners: More business ownership changes in the news as Drake has a new group of owners in charge. They shared that the restaurant will remain open under the same name, but there will be a few small changes coming.

@THEBENDBUZZ

📸 @conciousbychloe |📍Wychus Creek
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TOGETHER WITH PLAY SOCIETY

Calming, cozy and fun for Little Ones (and Parents, too)

Have a kid 5 or under? You’re going to want Play Society on your weekly rotation. This west side indoor play studio is thoughtfully designed for open-ended, imaginative play that keeps little ones busy, curious, and happy to explore. It’s a lifesaver for rainy days, cold days, or days when you just need to get out of the house.

And here’s the bonus: parents will enjoy being there, too. The space is calm, cute, and intentionally designed so you can relax, sip a coffee, or chat with a friend while your kid plays.

Try a single visit, grab a 5 or 10-pack, or become a member if it becomes your go-to. Don't forget to check out special classes like music and sensory play!

Planning a birthday? Their private two-hour parties for up to 40 guests are already filling into winter.

LOCAL LOWDOWN

Monday 10.27

😆 Comedy Open Mic: Want to work on a new bit or open up your comedy to the world for the first time? Head to Silver Moon for their weekly comedy open mic night. Signups start at 6:30 PM. 6:30 PM Silver Moon

🧒 Preschool Story Time: Bring the little ones to the library for a morning of stories, songs, and rhymes. 9:30 AM Downtown Bend Library

🧌 Stranger Things Trivia: Have you binge-watched every season of Stranger Things? If so, this night of trivia is for you! 6 PM Bevel Brewing

🎨 Community Art Roulette: Bring your elementary and middle school-aged kids to the downtown library for an afternoon of art roulette. Each kid will start with a blank canvas and a set amount of time to paint. The art will then be passed to the next person, eventually returning to the original artist as a unique, community-created piece. 4 PM Downtown Bend Library

🪴 Free Succulent Signup: Lotta library events today, but YOLO (I’m pretty sure kids still say that). The Deschutes Library has partnered with Neighborhood Forest to offer kids and teens a free succulent. Pickups don’t take place until later in November, but the signup deadline is TODAY!

Tuesday 10.28

🃏 MTG Welcome Deck Event: Join Modern Games for a Magic: The Gathering Halloween deck bash. Players will make decks by combining Spiderman Welcome Decks, standard Welcome Decks, and Welcome boosters, before battling it out. 4 PM Modern Games

👏 Bend Emerging Talent Expert Lab: The Bend Chamber is hosting a 90-minute expert lab session with Savanna DeLuca, Founder of Wildheart Therapy + Consulting. In this interactive workshop, you’ll explore how your nervous system responds to stress, pressure, and connection in the workplace and beyond. 5 PM COCC - Wille Hall

🏓 Bend Table Tennis Meetup: Want to hone your ping pong skills or looking for opponents that put up a better challenge than your 9-year-old? Grab your paddle and join the fun at this meetup. 10 AM NPJ SportsZone

🚶 Pilot Butte Hike: Want to make some new friends on a hike to the top of Pilot Butte? Paulina Peak Social Group will be making the 1.8-mile trek, where you can enjoy the last of the fall colors (and maybe even a little snow). 9:30 AM Pilot Butte

🌪️ Retrofitting Bend for a Resilient Future: Learn about natural disasters that could potentially impact Central Oregon and how you can help build a more resilient community. 6 PM OSU-Cascades

🎨 Day of the Dead Mask Painting: Missed the paper mask workshop over the weekend? Here’s your second chance to design your own fun and unique mask. Let’s Paint is hosting a Day of the Dead mask painting class at Bridge 99. 6 PM Bridge 99

🧠 Headgames Trivia: The weather has taken a turn, so head to one of the coziest trivia spots around, Crosscut Warming Hut, for an evening of trivia from Headgames Trivia. 6 PM Crosscut Warming Hut

LIVE MUSIC

Monday 10.27

Musician Open Showcase | Commonwealth Pub | 6 PM

Tuesday 10.28

Night Moves | Volcanic Theatre Pub | 7 PM | Tickets
Five in the Pines Jazz Quintet | Commonwealth Pub | 7 PM

WEEKEND HALLOWEEN EVENT PREVIEW

Halloween is happening on a Friday this year, which means it will be a very, very busy start to the weekend. To help you plan the festivities ahead, here’s a roundup of all the spooktacular activities taking place this week and weekend. All events are happening on Halloween unless otherwise noted.

Trunk-or-Treats

Family Friendly Celebrations

Adults Only Halloween Fun

THANKS!

Stay warm, and thank you again for reading!

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