November is the month this valley holds two seasons at once. The tasting rooms are quiet, the tables are easy to get, and then, almost overnight, the first lights go up and the lifts start turning above the city.
Here is what I would book from now through the end of the month, from a quiet morning in City Park to opening day at Big White. Start with the calendar. Scroll on for the rest. Enjoy the season.

A quiet start to the month
Sunday, November 1 to Thursday, November 12. Remembrance Day is Wednesday, November 11.
The Field of Crosses is up in City Park, one cross for each of Kelowna's fallen, with the opening ceremony at the cenotaph today at 1 pm and a sunset candlelight ceremony on Sunday, November 8 at 4:45 pm. On Remembrance Day the parade steps off at 10:45 am and the ceremony at the City Park cenotaph begins at 11. It is the gentlest way I know to start this month, and everything else on this list can wait a day.
EPIC Okanagan at the Laurel Packinghouse
Friday, November 6.
Kelowna's chefs and bartenders take over the Laurel Packinghouse for one night of small bites and cocktails, and you vote for your favourite of each. Go hungry, and go early.
Paint and sip at Frind
Tuesday, November 17, 6 pm.
Paint and Sip returns to Frind Estate, the beachfront winery in West Kelowna. No painting experience needed, and the lake does most of the work for you.
The History of Shiraz at Azhadi
Wednesday, November 4.
A whole evening on one grape at Azhadi Vineyards, one of the valley's newest small wineries, out past the airport. If you love a tasting with a story attached, this is yours.
Thursdays are for the Chef's Table
Thursdays in November, 7 pm. $79 per person.
Vice and Virtue's Chef's Table continues through the quiet season: a four-course dinner built around that week's Okanagan ingredients, paired with beer or local wine, and the chef visits every table. It was one of my three picks in October and it is still the Thursday I would book first.
Festival of Trees at Mission Hill
Trees on display November 20 to January 3. Tasting experience November 21 to December 31, $65 per guest, $35 for members.
The Terrace is closed for the season, but the estate dresses up for winter. Festival of Trees is in its tenth year: dozens of decorated trees throughout Mission Hill, and a tasting experience that starts with a guided walk among them and ends with a seated flight paired with seasonal small bites. A portion of every ticket supports the BC Children's Hospital Foundation.

Wineries for the Holidays in Lake Country
Saturday, November 21.
The Scenic Sip wineries in Lake Country pour together for one day of tastings and seasonal food pairings, and a portion of the proceeds from every experience goes to the Lake Country Food Bank. It is the prettiest short drive in the valley right now.
The markets begin
Saturdays and Sundays through November.
Craft Culture opens the market season with the Winter Warm-up Market at the Rotary Centre for the Arts on Saturday, November 7, then the Delta Grand Holiday Market on Sunday, November 22, and the Holiday Magic Market back at the Rotary Centre on November 27 and 28. The Tree of Hope Festival lights up the Landmark District on Saturday, November 21. If you like your gifts made by the person handing them to you, November is your month.
The downtown Light Up
Saturday, November 28, Stuart Park. Lights on at 5 pm.
The Winter Street Market fills downtown all afternoon with local vendors, food and stage shows, and at 5 pm Stuart Park lights up for the season. Free, outdoors, and one of my favourite nights of the year to be a local.
First chair at Big White
Opening day Thursday, November 26, snow permitting.
Winter starts up the hill on the 26th, and the Welcome to Winter festival follows on Saturday, November 28 with vendors, live entertainment and fireworks. Season pass pre-season pricing ends November 25, and passes can be picked up ahead of time at the Kelowna office on Ambrosi Road so opening morning is all skiing.
My favourite way to hear music in this valley is still in a room where you can see the performer's hands. November is generous that way.

Classical
Friday, November 13, 7:30 pm. $25 to $67.50.
Jan Lisiecki plays a solo recital at the Mary Irwin Theatre for Chamber Music Kelowna. He is one of the finest pianists Canada has produced and this room holds about 300 people. The box office is down to the last single seats, so do not wait on this one.
Friday, November 20, 7:30 pm. $18 to $75.
The Okanagan Symphony's A Musical Grand Tour at the Kelowna Community Theatre, with guest conductor Ivars Taurins leading a Baroque journey through Germany, England, Italy and France, Telemann and Campra among the stops. The program then travels to Penticton on Saturday and Vernon on Sunday. Their December program, Freya & Friends with the OSO Chorus, runs December 18 to 20.
On stage
Friday, November 6, 7:30 pm, and Saturday, November 7, 1:30 and 7:30 pm.
Ballet Kelowna opens its season at the Kelowna Community Theatre with Four Voices, four choreographers on one program. It includes Acts of Remembrance, honouring Canadians who served in the First World War, alongside two world premieres, and there are pay-what-you-wish seats at every performance.
Thursday, November 12, 7:30 pm.
Hits for Heritage at the Kelowna Community Theatre, the Central Okanagan Heritage Society's third annual, this year featuring Chilliwack on their farewell tour. Canadian rock, a good cause, and a room that makes it feel close.
Saturday, November 14, 2 pm, and Monday, November 23, 7:30 pm.
Two early tastes of Christmas at the Kelowna Community Theatre: A Rocky Mountain High Christmas on the 14th, an afternoon of John Denver songs dressed for the season, and A Celtic Family Christmas Party on the 23rd, with Natalie MacMaster and Donnell Leahy and family. Matt Dusk brings A Very Sinatra Christmas to Creekside Theatre in Lake Country on Wednesday, November 18.
Jazz and small rooms
Thursdays, 5 to 7 pm. Free.
The Jazz Jam at the Rotary Centre carries on through November. Arrive early for a good seat.
Thursday, November 5, 8 pm.
The Prohibition Party with the Anna Jacyszyn Trio at the Broken Hearts Club, Crown & Thieves' speakeasy room in West Kelowna. The party runs on Thursday nights, and this trio is the one I would pick.
Wednesdays, 7 to 9 pm. Free.
Under the Amber Lights at Vice and Virtue has a full November lineup: guitarist and live looper Cal Volpe on November 4, Sammy Cooper on November 11, Danaii on November 18, and Michael Averill, who once walked across Canada with his guitar, on November 25.
Wednesday, November 4 and Thursday, November 5.
Red Bird Brewing starts ski season early with its 5th Annual Rail Jam on the 4th, skiers and boarders competing right at the brewery, and hosts Pastel Blank live on the 5th. On Friday, November 6, there is a Blues Night with Sherman Doucette at Sandhill Wines and live music with Joshua Smith at Railside Brewing. And on Saturday, November 7 at 6:30 pm, Warren Miller's new ski film, Days Off, screens at the Rotary Centre, which is exactly the right way to get in the mood for opening day.
One to mark in the calendar
Parade with a Purpose, Saturday, December 5, 6 pm.
Kelowna's Santa Claus parade is the one with a job to do: 35 or more lit up floats through downtown, raising money for youth mental health care through the KGH Foundation. It started in 2020 as a few floats in Kettle Valley, and last year it raised over $170,000. This year the money helps open Foundry on the Westside, a new youth mental health site in West Kelowna. Bundle up and be on Bernard Avenue early, it fills up.
If you can only do three things, do these.

Tarynn
Dates, times and prices were checked on November 1, 2026 and can change. Please confirm with each venue before you go.
