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  • Candy + Wine Pairing Experience

    Willamette Valley Vineryards - Bend 916 NW Wall St, Bend, OR, United States

    Get ready for a deliciously unexpected Halloween experience! Join us for a festive wine and Halloween candy pairing featuring six curated wine and candy pairings designed to surprise your palate...

    $35 – $40

  • Halloween Costume Contest

    Faith Hope & Charity Vineyards 70450 NW Lower Valley Dr, Terrebonne

    Costume Contest at FHC! 🍷 Dust off that costume and come celebrate Halloween at the vineyard! Stop by in costume anytime between 12 and 5 and you’re automatically entered to...

    Free

  • ScareGrounds Haunted Attractions

    ScareGrounds 859 SW 1st St, Redmond

    The ScareGrounds returns to Redmond with two terrifying haunted attractions in one location. Step into Juniper Hollow, where a mysterious traveling circus left an entire town changed forever, or brave...

  • McMenamins Halloween Bash 2026 – Feat. Dad Bods Band

    Featured
    McMenamins 700 NW Bond St.

    Tickets are $25 to this 21+ event. Costumes are encouraged! Get yours here! NOTE: If sold out online, McMenamins will have a limited number of tickets available at the door....

    $25

  • Trivia at Rivers Place

    River's Place 787 NE Purcell Blvd., Bend, OR, United States

    Gather your team and join us for this friendly battle of the minds hosted by Useless Knowledge Bowl. Free to play & prizes to win! Check out our Mimosa menu!

  • Karaoke Night at The Capitol with Lorin @zen

    The Capitol 190 NW Oregon Ave, Bend, OR

    Weekly karaoke every Tuesday & Wednesday, 8 PM–close at The Capitol, 190 NW Oregon Ave in downtown Bend. Hosted by Lorin @zen. High-energy, upbeat party vibe with pro sound engineered...

    Free

  • Avennia Wine Tasting Seminar

    Viaggio Wine Merchant 210 SW Century Drive, Ste 160, Bend

    Taste 6 wines from this standout Washington State winery, celebrated for expressive wines from Yakima Valley and Red Mountain that distinctively capture the character of the Pacific Northwest. Reservations required.

    $25 – $35

  • Avennia Wines Tasting Seminar

    Viaggio Wine Merchant 210 SW Century Drive, Ste 160, Bend

    Taste 6 wines from this standout Washington State winery, celebrated for expressive wines from Yakima Valley and Red Mountain that distinctively capture the character of the Pacific Northwest. Reservations required.

    $25 – $35

  • November Exhibit at Tumalo Art Co.—Taylor Manoles

    Tumalo Art Co. 450 SW Powerhouse Dr. #407, Bend

    Richly textured oil landscapes by Taylor Manoles will fill the Tumalo Art Co. exhibit area during November. The opening reception for "And There Was Evening, and There Was Morning" is...

  • How to Train Your Dragon Soars Into Bend

    Caldera High School 60925 SE 15th Street, Bend

    Local young performers are preparing to take audiences to the Viking village of Berk in Ovation Performing Arts’ (OPA) production of “How to Train Your Dragon the Musical, Jr.” Fresh...

    $15

  • City Home for the Holidays

    Bend, Oregon Bend, OR, United States

    City Home for the Holidays | November 7–8 We're bringing back a little nostalgic holiday magic! Join City Home for a festive weekend celebrating cherished traditions, holiday memories, and the...

    Free