With Thanksgiving three weeks out, which Westlake Village holiday dates are firm enough to write on the calendar? Almost all of them sit at two addresses. Two Dole Drive has a full month of programming with posted times and prices. 30770 Russell Ranch Road has one Sunday afternoon run by the city. Nearly everything else on a local holiday plan this year happens at one of those two places, or a short drive over the line in Thousand Oaks.
These two calendars run on different clocks. The Four Seasons Hotel Westlake Village schedule repeats every night from December 1 until New Year's Day. The City of Westlake Village Holiday Sing-Along happens once, on December 6, and that same weekend is the most crowded stretch of the season.
Thanksgiving starts on West Olsen Road and ends in The Hamptons
For households that like to earn their meal, the closest organized race is the Five07 Turkey Day Dash at California Lutheran University on West Olsen Road in Thousand Oaks on Thursday, November 26. The race page lists the event at 7:30 a.m., with the mile at 8:00 a.m. and the 5K at 8:30 a.m.
A few hours later, the Four Seasons brings back its Thanksgiving Brunch Buffet in The Hamptons, the ballroom that looks out on the Waterfall Lawn, from 11:00 a.m. to 3:30 p.m. The hotel's fall programming announcement lists stations for raw bar and caviar, sushi and dim sum, carved turkey alongside tomahawk and Chateaubriand, house-made pizza and pasta, and a mini kids' buffet. The price is $250 per adult and $100 per child under 12, plus tax and gratuity. Reservations have been open on OpenTable since August 28.
If you're hosting at home, the hotel's 10-inch pies in Fuji apple, pumpkin and pecan are $55 each. Preorders opened October 1, and pickup is at the beginning of Thanksgiving week. Each pie comes with heating instructions.
December 1 is when the hotel switches on
Most of the season's schedule starts on one date. From December 1, 2026, through January 1, 2027, the Four Seasons runs snowfall on its front drive every half hour from 5:00 to 8:00 p.m., according to the hotel's festive season announcement. That's a stop you can repeat on any evening of the month.
The seasonal menus start the same day, and each one runs on its own days of the week:
- Alpine Fondue at Prosperous Penny, the hotel's 1920s-inspired bar. Swiss Gruyère fondue with Red Fife sourdough croutons, Weiser Farms fingerling potatoes and Bündnerfleisch, $55 for two. Mondays through Fridays.
- Après Ski Girl Dinner at Prosperous Penny. Caesar salad, skinny fries with caviar and mimosa eggs, and steak tartare, $65 per person. Saturdays and Sundays from 5:00 p.m. to close.
- Yakitori Nights at Onyx, the hotel's Japanese sushi restaurant. Wagyu skewers and seasonal robatayaki. Wednesday through Saturday from 5:00 p.m. to close.
Put these against the snowfall times and the evenings line up neatly. Fondue for two on a Tuesday costs less than one Thanksgiving brunch ticket, and the 5:00 p.m. snowfall happens about when a weeknight dinner reservation starts.
The workshops are built for locals, not just hotel guests
The festive announcement says the workshop series is for "both hotel guests and locals." For anyone living near the lake, these are the most practical part of the hotel's calendar. They're short evening sessions, each priced on its own, and booked through the hotel's Eventbrite page.
| Date | Workshop | Time | Price per person |
|---|---|---|---|
| Wednesday, December 2 | Wreath Making, ages 15 and up | 5:00 p.m. | $95 |
| Friday, December 4 | Wreath Making, ages 15 and up | 5:00 p.m. | $95 |
| Friday, December 11 | Floral & Flutes, with a glass of champagne | 6:30 p.m. | $80 |
| Thursday, December 17 | Behind the Line: The Art of Steak Cooking | 5:30 p.m. | $195 |
| Friday, December 18 | Paint & Sip, with a glass of wine | 5:00 p.m. | $65 |
| Tuesday, December 22 | Gingerbread Building & Photos with Santa | 1:00 to 2:30 p.m. or 4:00 to 5:30 p.m. | $55 |
Most of the sessions land on Fridays, and the 5:00 p.m. start times match the first snowfall of the evening outside. The gingerbread session on December 22 is the only daytime option. It also falls after most school calendars have broken for the holidays.
Sunday, December 6, on Russell Ranch Road
The city's one holiday event is the Holiday Sing-Along, which runs from 3:00 to 6:00 p.m. on Sunday, December 6, at The Shoppes at Westlake Village, 30770 Russell Ranch Road.
According to the city's calendar listing, the Sing-Along is open to performers as well as audiences. The city is asking community members, local nonprofits and businesses to register groups to take part. It also doubles as a donation drive for three Conejo Valley organizations: Casa Pacifica, Books R' Us and Manna Conejo. Every donated item earns a raffle ticket.
So the hotel offers a month of ticketed evenings, and the city offers one community afternoon where you bring canned goods or a book and leave with a raffle ticket.
The center hosting it is changing tenants
The Shoppes that hosts the Sing-Along looks different from last December. What Now Los Angeles reported on October 7 that Tilly's left the center in summer 2026 and that MINISO, the lifestyle retailer known for plushies, stationery and licensed character goods, is listed as coming soon in that space. The outlet said MINISO did not give an opening timeline before publication.
Conejo Valley Guide lists H&H Bagels, the New York bagel shop that has been around since 1972, as coming soon to the space next to Prince St. Pizza. The same local roundup records the closures of Crumbl Cookies and Novo Cafe at The Shoppes. Novo Cafe's original Burbank and Toluca Lake location is still open, so Valley regulars don't have to give it up.
Neither new tenant has a posted opening date, so you can't plan a holiday-week bagel run or a stocking-stuffer stop at MINISO yet. The Sing-Along is the one thing set for The Shoppes this December.
A similar wait is going on across town at Pavilions Plaza, Lindero Canyon and Kanan. Jammingos Coffee Shop & Bakery is moving into the former Karma Baker space at 1145 Lindero Canyon Road. A regional business roundup from in805 dated October 13 said no opening date had been confirmed. The shop's own site still says "Opening soon."
The first weekend of December stacks up
The season's two calendars meet on December 4 through 6, and a third event adds to the crowd. Holidays in the Village, a European-style marketplace, comes to The Oaks at 350 West Hillcrest Drive in Thousand Oaks. Admission is free.
In order, the weekend looks like this:
- Friday, December 4, 5:00 p.m. Wreath Making at the Four Seasons, $95.
- Saturday, December 5, 11:00 a.m. to 8:00 p.m. Holidays in the Village at The Oaks.
- Sunday, December 6, noon to 6:00 p.m. Holidays in the Village, second and final day.
- Sunday, December 6, 3:00 to 6:00 p.m. Holiday Sing-Along at The Shoppes at Westlake Village.
- Every evening, 5:00 to 8:00 p.m. Snowfall on the Four Seasons front drive.
On Sunday the hours overlap. The Oaks marketplace runs until 6:00 p.m., and the Sing-Along runs from 3:00 to 6:00 p.m. Saturday, when the market runs until 8:00 p.m., is the day to go to The Oaks without missing the Sing-Along. The snowfall on Dole Drive keeps running after both Sunday events end.
Christmas week belongs to Dole Drive
After the Sing-Along, the city calendar goes quiet, and the hotel carries the rest of the month. The gingerbread sessions on December 22 come first. On Christmas Day, The Hamptons holds its Christmas Day Brunch Buffet from 11:00 a.m. to 3:30 p.m., with Santa from 12:30 to 2:00 p.m. It's priced like Thanksgiving: $250 for adults and $100 for children under 12, plus tax and gratuity. OpenTable reservations opened September 25.
For something smaller, Coin & Candor serves a three-course prix fixe brunch on Christmas Day from 11:00 a.m. to 4:00 p.m., then its à la carte dinner menu with holiday dishes. On Christmas Eve, Chef Hugo Bolaños offers a seasonal à la carte dinner.
The hotel's New Year's Eve announcement, published October 28, splits December 31 into two parts. A Family New Year's Eve Party from 7:00 to 9:00 p.m. is for registered hotel guests only. The Midnight Royale Gala runs in The Hamptons Ballroom from 9:00 p.m. to 1:00 a.m. The front-drive snowfall continues through January 1, so you can still catch it on the first evening of the new year.
Landon Realty Group tracks what opens, closes and changes hands around Westlake Lake all year, including the turnover at The Shoppes. If this season has you thinking about which side of the lake fits your next chapter, schedule a valuation & strategy session with Jennifer and her team.
