Featured Events
Mission Hill | Winemaker’s Dinner Series - Oak Bay Beach Hotel
June 12, 2024 - 7:00pm
An evening filled with fine wines and good company, each Winemaker’s Dinner Series features a different winery paired with our very own Executive Chef’s culinary creations.
Doors open at 6:45 pm and the welcome begins at 7:00 pm. Seating is limited to 35 guests, with a minimum purchase of two tickets required. Advance ticket purchases are mandatory. Ticket sales will not be available at the door.
Learn more about Mission Hill Family Estate here.
Menu to be announced shortly.
Drink & Think Trivia - Penny Farthing Pub
Every Wednesday - 7pm - 9pm
"Drink and Think" trivia pub nights are lively gatherings where teams enjoy drinks while tackling brain-teasing questions on various topics. A charismatic host guides participants through rounds of intellectual challenges, sparking lively debates and camaraderie among teammates. As answers are collected, there's a mix of anticipation and excitement. Win or lose, it's about the thrill of the challenge and the joy of bonding over trivia in a cozy pub atmosphere. Great prizes to be won!
Annual Events
Oak Bay strikes a perfect balance between a relaxed pace and vibrant energy. Residents and visitors fill the streets, parks, and local venues, immersing themselves in gallery walks, street performances, night markets, music and movie nights, picnics, festivals, and more, creating a lively and engaging atmosphere for all. See what’s going on below:
Oak Bay Half Marathon
Sunday, May 26, 2024
2024 marks the 18th Oak Bay Half Marathon, Relay, 10km & Dairyland Kids 1km Fun Run. The start is at Windsor Park; after winding its way through the charming downtown core and historic residential setting of Oak Bay, the course loops out and back along the scenic seaside route of Beach Dr and finishes back at Windsor Park.
Note: For the safety of the participants, the Municipality of Oak Bay and Oak Bay Police Department have ensured full road closures on the route so participants can use full lanes throughout the race.
Oak Bay Night Markets
June 12, July 10, August 14 and September 11
Beginning in June and continuing to September, between 4:00 and 8:00 pm on the second Wednesday of the month, Oak Bay Village is transformed into a European-style street market. A wide range of fresh and local produce and food is available. Artists and artisans showcase a variety of wares including wood turned bowls, hand made greeting cards, glass art, paper casting, fabric arts, jewelry, toys, fresh made soaps and cosmetics and preserves. Each market also offers local musicians, roving entertainment and the occasional special guest! Oak Bay merchants are open with special pricing, tastings, demos, sampling and more.
The Oak Bay Night Market, held rain or shine, is organized by the Oak Bay Business Improvement Association.
Oak Bay Tea Party
May 31-June 2, 2024
Parade June 1
The Oak Bay Tea Party is an annual event held at Willows Park in Oak Bay.
2024 will mark the 62nd Tea Party weekend. The Oak Bay Tea Party has two reasons to exist: a fun time for the community and to help service organizations, such as the Kiwanis and Lions, raise funds for their many community projects.
Oak Bay Spring Nosh
June 15
11:00 am - 4:00 pm
The Nosh celebrates local food and the culinary stars in Oak Bay Village.
This event is free to attend; a selection of small bites and larger portions are available, along with live music and locally brewed beverages. Enjoy food from The Whole Beast and Village Butcher, Oak Bay Seafood, Chef on the Run and more.
All ages are welcome. Beverage Garden is cash only.
Oak Bay Classic Car Show
July 21, 2024
24th Annual Ken Agate Memorial Classic -
The annual Oak Bay Collector Car Festival returns on July 21, 2024. Historically, this event attracts rare and unique cars and is one of the most popular vehicle displays on the Island event calendar.
Collector car owners and enthusiasts of all makes and vintages are invited to bring their cars to Oak Bay Avenue to be enjoyed by visitors and locals alike. Cars are placed in sections along 5 blocks of Oak Bay Avenue, Monterey to Mitchell Street plus a portion of Hampshire Rd.
Many of the local restaurants and businesses will be open especially for the event. There will also be a BBQ, as well as a number of food trucks to choose from in the parking lot behind the municipal hall. There will be ribbons awarded in a variety of categories, and great entertainment as well.
Online pre-registration is mandatory to guarantee your spot. Questions can be directed to oakbayccf@gmail.com
Arts Alive Opening Celebration and Art Walk
July 11, 2024 - Opening Ceremony
The theme for Arts Alive 2024 is “Beyond the Surface.” Arts Alive builds on seven very successful and engaging summers of temporary public art in Oak Bay, and through this program, Oak Bay has built a legacy of permanent public art in our community.
Oak Bay’s Bowker Street Brush-Up
August 14
Details coming soon
Trick or Treat on the Avenue
October 31, 2024
When the ghosts and ghouls come out on Halloween night, Oak Bay Village hosts a giant community trick-or-treat!
Bring your family trick-or-treating from Foul Bay Road to Monterey Avenue. Participating shops are identified by the pumpkin poster in their window. This list is also posted a week before on the Oak Bay Village website.
Enjoy live music throughout the event as well as a variety of entertainment.
View hundreds of pumpkin carvings on the Avenue and the annual Bonfire at Fireman’s Park (TBC).
Oak Bay Village Christmas Festival
November 24, 2024
Every year as the cooler sea air sets in, Oak Bay Village welcomes the oncoming holidays with a grand Light Up Festival.
Family activities start at 2 PM with a bouncy castle, street games, craft stations and lighted trucks. Onstage entertainment begins at 3 PM. Enjoy roasted chestnuts, letters to Santa, and thousands of lights on buildings, trees and lampposts throughout the Village.
Santa Claus arrives in style, riding on an Oak Bay Fire Truck!
The Oak Bay Christmas Festival kicks off the last Sunday in November with the Light Up.