AROUND THE BEND / SAT OCT 31
around townGiddy Up 5K/5Miler Ranch Run (HALLOWEEN EDITION!)
The 'Ghostly' Giddy Up 5K/5-miler ranch run at Pole Creek Ranch in Sisters: costume contest and a finish-line party with live music. 10:15am; 200 spots.
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Same night
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10th Anniversary ~ Halloween!Roundabout Books turns 10 with a Halloween party.
Roundabout Books · Bend
IN THE NEWSLETTEREvent
All day
10th Anniversary ~ Halloween!Roundabout Books turns 10 with a Halloween party.Roundabout Books · Bend
EventIN THE NEWSLETTER
All day
Hot Tub & Swim Spa SaleTraveling hot tub and swim spa sale at the Deschutes County Expo Center in Redmond: a large selection of models, discounted for the weekend.
Deschutes County Expo Center · Redmond
Event
All day
Hot Tub & Swim Spa SaleTraveling hot tub and swim spa sale at the Deschutes County Expo Center in Redmond: a large selection of models, discounted for the weekend.Deschutes County Expo Center · Redmond
Event
All day
Race — runsistersrun.comRun Sisters Run's Ghosty GiddyUp 5K/5-miler ranch run at Pole Creek Ranch in Sisters, Halloween edition.
FootZone · Bend
Event
All day
Race — runsistersrun.comRun Sisters Run's Ghosty GiddyUp 5K/5-miler ranch run at Pole Creek Ranch in Sisters, Halloween edition.FootZone · Bend
Event
8:30a
Sisters Country Running Club: Saturday run (weekly)Sisters Country Running Club's Saturday trail run, 8:30am; location varies. Free and open to all levels.
FootZone · Bend
Event
8:30a
Sisters Country Running Club: Saturday run (weekly)Sisters Country Running Club's Saturday trail run, 8:30am; location varies. Free and open to all levels.FootZone · Bend
Event
9:00a
Central Oregon Running Klub (CORK): Saturday run (weekly)CORK's Saturday long run, 9am at The Grove food court near Summit High School: run or walk your own distance (many aim for 5-10 miles), coffee after.
FootZone · Bend
Event
9:00a
Central Oregon Running Klub (CORK): Saturday run (weekly)CORK's Saturday long run, 9am at The Grove food court near Summit High School: run or walk your own distance (many aim for 5-10 miles), coffee after.FootZone · Bend
Event
9:00a
Saturday Coffee RunCORK's Saturday coffee run: meet at Thump Coffee at The Grove at 9am for an easy run on road or trail.
CORK · Bend
Event
9:00a
Saturday Coffee RunCORK's Saturday coffee run: meet at Thump Coffee at The Grove at 9am for an easy run on road or trail.CORK · Bend
Event
9:30a
Bend Run Club: Saturday run (weekly)Bend Run Club's Saturday run: longer trail runs at 9:30am; locations and details are posted weekly on the club's Instagram.
FootZone · Bend
Event
9:30a
Bend Run Club: Saturday run (weekly)Bend Run Club's Saturday run: longer trail runs at 9:30am; locations and details are posted weekly on the club's Instagram.FootZone · Bend
Event
10:00a
Feed Sisters 2026 Food DriveFood drive for the Sisters Kiwanis Food Bank, aiming for 5,000 pounds: pick up a bag at Makin' It Local, fill it with nonperishables, return by Oct 31.
Makin' It Local · Sisters
Event
10:00a
Feed Sisters 2026 Food DriveFood drive for the Sisters Kiwanis Food Bank, aiming for 5,000 pounds: pick up a bag at Makin' It Local, fill it with nonperishables, return by Oct 31.Makin' It Local · Sisters
Event
11:00a
HalloweenHalloween at Initiative Brewing in Redmond: costumes encouraged, 11am-8pm.
Initiative Brewing · Redmond
Event
11:00a
HalloweenHalloween at Initiative Brewing in Redmond: costumes encouraged, 11am-8pm.Initiative Brewing · Redmond
Event
12:00p
The Haunted WaypointHaunted house at Bend Brewing's Waypoint — free.
Waypoint by Bend Brewing Co · Bend
IN THE NEWSLETTEREvent
12:00p
The Haunted WaypointHaunted house at Bend Brewing's Waypoint — free.Waypoint by Bend Brewing Co · Bend
EventIN THE NEWSLETTER
4:00p
The Halloween Bar CrawlBend Halloween Bar Crawl: costume bar-hopping across Bend bars on Halloween night, 4pm to midnight.
JC’s Bar & Grill · Bend
Event
4:00p
The Halloween Bar CrawlBend Halloween Bar Crawl: costume bar-hopping across Bend bars on Halloween night, 4pm to midnight.JC’s Bar & Grill · Bend
Event
5:00p
Candy + Wine Pairing ExperienceSix Halloween candy and wine pairings at Willamette Valley Vineyards' Bend tasting room. $40 per ticket, 5:00-6:30pm.
Willamette Valley Vineryards – Bend · Bend
Event
5:00p
Candy + Wine Pairing ExperienceSix Halloween candy and wine pairings at Willamette Valley Vineyards' Bend tasting room. $40 per ticket, 5:00-6:30pm.Willamette Valley Vineryards – Bend · Bend
Event
6:00p
Family Friendly Karaoke with A Fine Note Karaoke TooFamily-friendly karaoke at Bridge 99 Brewing with A Fine Note Karaoke Too: all ages, free to sing, 6-9pm.
Bridge 99 Brewing · Bend
Music
6:00p
Family Friendly Karaoke with A Fine Note Karaoke TooFamily-friendly karaoke at Bridge 99 Brewing with A Fine Note Karaoke Too: all ages, free to sing, 6-9pm.Bridge 99 Brewing · Bend
Music
6:00p
Halloween Costume ContestCostume contest at Faith Hope & Charity Vineyards in Terrebonne: arrive in costume between 12 and 5pm to be entered for the top prize.
Faith Hope & Charity Vineyards · Terrebonne
Event
6:00p
Halloween Costume ContestCostume contest at Faith Hope & Charity Vineyards in Terrebonne: arrive in costume between 12 and 5pm to be entered for the top prize.Faith Hope & Charity Vineyards · Terrebonne
Event
6:00p
T5 JazzLive jazz from T5 Jazz at River's Place, 6-8pm; Saturdays the venue runs as a jazz night.
River's Place · Bend
Music
6:00p
T5 JazzLive jazz from T5 Jazz at River's Place, 6-8pm; Saturdays the venue runs as a jazz night.River's Place · Bend
Music
6:00p
Woodland Samhain CelebrationA Samhain evening at Hanai celebrating fungi and the woodland world, with facilitators Kierstynn Snyder and Juliana Biggs, 6:00-8:30pm.
Hanai Foundation · Bend
Event
6:00p
Woodland Samhain CelebrationA Samhain evening at Hanai celebrating fungi and the woodland world, with facilitators Kierstynn Snyder and Juliana Biggs, 6:00-8:30pm.Hanai Foundation · Bend
Event
6:30p
Newberg Halloween BashStoller Newberg's Halloween bash: live music from New Oldstock from 6:30pm, a costume contest with raffle prizes, and mummy dogs or brats on the menu.
Stoller Wine Bar · Bend
Event
6:30p
Newberg Halloween BashStoller Newberg's Halloween bash: live music from New Oldstock from 6:30pm, a costume contest with raffle prizes, and mummy dogs or brats on the menu.Stoller Wine Bar · Bend
Event
7:00p
ScareGrounds Haunted AttractionsTwo haunted attractions, The Asylum and Juniper Hollow, at the ScareGrounds in Redmond, now in its 18th year. Timed ticketing; gates 7pm.
ScareGrounds · Redmond
Event
7:00p
ScareGrounds Haunted AttractionsTwo haunted attractions, The Asylum and Juniper Hollow, at the ScareGrounds in Redmond, now in its 18th year. Timed ticketing; gates 7pm.ScareGrounds · Redmond
Event
7:30p
La Bon Burlesque CarnevilLa Bon Burlesque's Carnevil: a Halloween-weekend burlesque show with a dark carnival theme at UPP Liquids.
UPP Liquids · Bend
Event
7:30p
La Bon Burlesque CarnevilLa Bon Burlesque's Carnevil: a Halloween-weekend burlesque show with a dark carnival theme at UPP Liquids.UPP Liquids · Bend
Event
7:30p
Pigs On The Wing: Beyond PompeiiPink Floyd tribute, Halloween night at the Tower.
Tower Theatre · Bend
IN THE NEWSLETTERMusic
7:30p
Pigs On The Wing: Beyond PompeiiPink Floyd tribute, Halloween night at the Tower.Tower Theatre · Bend
MusicIN THE NEWSLETTER
8:00p
Wicked Halloween ft. Vincent Antone, Parkbreezy, & Oddly EazyHalloween-night electronic bill at Volcanic.
Volcanic Theatre Pub · Bend
IN THE NEWSLETTERMusic
8:00p
Wicked Halloween ft. Vincent Antone, Parkbreezy, & Oddly EazyHalloween-night electronic bill at Volcanic.Volcanic Theatre Pub · Bend
MusicIN THE NEWSLETTER