What's Happening in the Okanagan This Weekend

Friday, October 30 to Sunday, November 1, 2026. It's Halloween weekend, and the valley is leaning in: Naramata's wineries are trading tastings for treats, Penticton hosts its arts and pop culture convention, and Kelowna has Skate Canada at Prospera Place. Here are our picks, from family afternoons to late-night parties.

Halloween on the Naramata Bench. Photo: Discover Naramata

Our top picks

Trick or Treat Naramata

Saturday, October 31, noon to 4 pm · Naramata Bench

Fourteen Naramata wineries open their doors for Halloween tastings, pairings and family activities. Costumes welcome. Plan a route, book a driver and make an afternoon of it.

Sip or Treat on Aikins Loop

Saturday, October 31, noon to 5 pm · Naramata

Four neighbouring wineries on Aikins Loop pour wine and hand out treats: Deep Roots, Elephant Island, Van Westen Vineyards and JoieFarm. Walkable between stops.

Underworld: Halloween Theatre and Wine at the Naramata Inn

Saturday, October 31, 4 pm and 6 pm · Naramata Inn

An All Hallows' Eve evening of wine, food and live theatre by Tempest Theatre in the Inn's Burrow. The most grown-up Halloween plan in the valley.

The Penti-Con 2026

Saturday, October 31 and Sunday, November 1, 10 am to 6 pm · Penticton Trade and Convention Centre

Penticton's community arts and pop culture convention, themed "Magic" this year: workshops, artist panels, a local makers' market and tabletop gaming. Adult day passes are $25, and kids 12 and under get in free.

Skate Canada at Prospera Place

Friday, October 30 to Sunday, November 1 · Kelowna

Figure skating comes to Kelowna for Halloween weekend, with an outdoor fan festival and costume contests. Tickets start at $30.

Sweetgrass After Dark: Harvest Haunt

Friday, October 30, 6 pm · Nk'Mip Cellars, Osoyoos

An adults-only Halloween evening of bold flavours and wine at Nk'Mip Cellars.

Grizzli Winery's Halloweenie Celebration

Saturday, October 31, noon to 4 pm · West Kelowna

The family pick: pumpkin decorating, crafts, games and s'mores. $10 per person.

More Halloween fun

Penticton

• Nightmare on Front Street (Friday, 3 to 7 pm): a magician, axe throwing, pumpkin decorating and a haunted trolley downtown.
• Live and Interactive: The Rocky Horror Picture Show at The Dream (Friday, 6:30 pm), hosted by local drag performers.
• Speedway Spooktacular at Penticton Speedway (Saturday, gates 4:30 pm, races 6 pm), with costumed trick-or-treating.
• Halloween Night ft. FLUXX at Highway 97 Brewing (Saturday, 8 pm).
• Howl-oween in the Dog Park at Yellow Dog Brewing (Saturday, 1 pm): pumpkin carving and candy for costumed kids.
• Howl-oween Party at Howling Bluff Winery on the Naramata Bench (Saturday): free tastings for anyone in costume.

Okanagan Falls

• Slaughter at the SYLR Speakeasy at See Ya Later Ranch (Saturday, 6 pm): an interactive murder mystery with food stations and wine.

Kelowna

• BNA's Killer Thriller Halloween Party (Saturday, 7 pm), with DJs including Aaron DeSilva, the founder of Fireside Festival.
• A Haunting at Crown and Thieves (Saturday, 7 pm): a Halloween speakeasy with live music, wine stations and ghost stories.
• Halloween Massive at Kelowna Event Centre (Saturday, 7 pm): an electronic lineup with Stylust, Pineo & Loeb and Average Citizens.
• Kelowna Corn Maze scary maze on Valley Road (Saturday and Sunday, 6:30 to 10 pm), its last nights of the season.

Coming up

• Friday, November 6: Cinq à Sept happy hour with a live DJ at Wild Goose Vineyards in Okanagan Falls, 5 to 7 pm.
• Saturday, November 7: opening of Veronica Walker's Rooted in Colour winter gallery at Grizzli Winery, West Kelowna, 4 to 6 pm. Free; registration required.
• Friday, November 20 and Saturday, November 21: Naramata Bench Winterfest, free holiday tastings along the bench.
• Late November and early December: Light Up the Vines on Summerland's Bottleneck Drive.

See the full year of annual events on our Okanagan festivals calendar.

Quick answers

What is there to do in the Okanagan this weekend? For Halloween weekend 2026, the highlights are Trick or Treat Naramata and Sip or Treat on Aikins Loop on Saturday, The Penti-Con in Penticton on Saturday and Sunday, and Skate Canada in Kelowna all weekend.

Are there family-friendly Halloween events in the Okanagan? Yes. Try Nightmare on Front Street in Penticton on Friday, Grizzli Winery's Halloweenie Celebration in West Kelowna on Saturday, or The Penti-Con, where kids 12 and under get in free.

How often is this page updated? Every week. Times and prices come from organizers and change, so confirm with the venue before you go.

Updated October 30, 2026.