Oakville’s cultural scene is a captivating blend of historical charm and contemporary vibrancy. Its rich heritage is highlighted through charming historic sites and a dynamic arts scene, while local events and festivals create a warm, intimate atmosphere. Explore with us and experience how heritage and modern artistry blend seamlessly.
10:00 a.m. – 5:00 p.m.
Oakville Place
240 Leighland Avenue
A beautifully curated selection of gifts awaits. Guests are invited to explore an exquisite collection from exceptional local brands, each offering distinctive pieces that capture thoughtfulness and charm. From artisanal creations to one-of-a-kind treasures, every detail is designed to honor and delight. It is an elevated shopping experience that transforms gift-giving into something truly memorable, allowing every guest to find a meaningful expression of appreciation for the remarkable women they cherish most.
10:00 a.m. – 5:00 p.m.
Oakville Galleries
1306 Lakeshore Road East & 120 Navy Street
Oakville Galleries presents a thoughtful exhibition exploring the symbolism of flowers and gardens as vessels of memory, mourning, and remembrance. Through a carefully curated collection of works, the exhibition reflects on the delicate thresholds between life and death, inviting viewers to consider how materiality, ritual, and embodiment shape the ways we honour and remember those who have passed. Each piece offers a quiet meditation on loss while revealing the enduring beauty found within acts of memorialization. Experience this reflective exhibition at Gairloch Gardens & Centennial Square, open every Tuesday to Saturday.
1:30 p.m. – 4:00 p.m.
Oakville Museum
8 Navy Street
Set within the charming Oakville Museum Coach House, this refined culinary experience invites guests to explore the elegance of seasonal cooking inspired by the past. Drawing from the archives of the Oakville Museum, the session blends demonstration and hands-on discovery, bringing early 20th-century recipes to life. With a focus on fresh, garden-inspired ingredients, it celebrates the art of simple yet beautiful dining. Explore, create, and taste thoughtfully reimagined dishes, offering a graceful connection between history, seasonality, and modern culinary inspiration.
8:00 a.m. – 1:30 p.m.
Dorval Crossing
240 North Service Road West
What began as a small farmers’ market at Hopedale Mall has grown into Town of Oakville’s longest-running outdoor market. For more than four decades, the Civitan Club of Oakville has proudly operated the market, with proceeds supporting local charities. Today, at Dorval Crossing East, it brings together fresh produce, local vendors, and a strong sense of community—creating a welcoming space where neighbours gather, shop, and support meaningful causes.
11:00 a.m. – 4:30 p.m. (Select seatings available)
Erchless Estate
110 King Street
Indulge in a refined Afternoon Tea experience set within the intimate fireplace room of The Cottages of the Erchless Estate, nestled in the heart of historic Olde Oakville. Surrounded by timeless charm, attendees are welcomed into an atmosphere of quiet elegance, where costumed attendants provide attentive table service. Each setting is thoughtfully arranged with crisp white linens and exquisite vintage china, enhancing the sense of occasion. This distinguished gathering offers a graceful escape, blending heritage, sophistication, and the gentle ritual of tea.
8:30 a.m. – 2:00 p.m.
Glen Abbey Golf Club
1333 Dorval Drive
Experience an exceptional day of golf at the iconic Glen Abbey Golf Club, where refined sport meets meaningful philanthropy. The Cardiac Cup brings together a vibrant community of young professionals and enthusiasts for a golf tournament tournament in support of vital heart and stroke research. Guests will enjoy a thoughtfully curated round of play, followed by elevated dining, celebratory refreshments, and distinguished prize offerings. Set against one of Canada’s most celebrated courses, this occasion blends camaraderie, purpose, and prestige in a truly memorable setting.
11:30 a.m. & 2:30 p.m.
Oakville Museum
8 Navy Street
Step beyond the gallery walls at Erchless Estate for an intimate and enriching experience at the Oakville Museum. This exclusive behind-the-scenes encounter unveils rarely seen artifacts, from exquisite textiles to culturally significant works of art and archival treasures. A guided tour reveals the deeper narratives shaping Oakville’s heritage, followed by an elegant tea gathering at the Coach House. Enjoy curated refreshments and a captivating presentation, offering rare insight into the museum’s most intriguing and storied pieces.
12:00 p.m. – 3:00 p.m.
Towne Sqaure
94 George Street
Celebrate the spirit of appreciation and togetherness at an elegant Mother’s Day gathering in Towne Square. This charming pop-up presents a refined blend of indulgence and delight, from bespoke floral creations by Moons Flowers to artisanal confections and delicate crêpes by Crepe Amour. Enjoy luxurious touches such as henna artistry from The Ten Spot and capture cherished moments in a beautifully styled setting, creating a graceful and memorable celebration.
6:30 p.m. – 8:30 p.m.
Oakville Galleries at Gairloch Gardens
1306 Lakeshore Road East
Unwind in an atmosphere of creativity and quiet sophistication. This elegant Paint and Sip experience offers an inspired evening of artistic exploration, guided by instructor Emma. Participants are encouraged to interpret the natural world on canvas, capturing the richness of botanical forms through layered colour and expressive technique. Set within a relaxed and social setting, the experience welcomes all skill levels, offering a graceful opportunity to connect, create, and be immersed in the beauty of art.
1:00 p.m. – 4:00 p.m.
Sovereign House
7 West River Street
An inspired celebration of art and heritage unfolds at Sovereign House. Presented on Saturdays, Sundays, and Wednesdays, this distinguished experience invites guests to explore an intimate collection of works by talented local artists, elegantly displayed within the home’s historic interiors. As you wander through its refined rooms, you will be graciously welcomed by both artists and knowledgeable hosts, whose shared passion animates the story of Bronte. This sophisticated gathering seamlessly blends creativity, history, and community in a setting of enduring charm.
11:00 a.m. – 4:00 p.m.
Glenashton Park
1051 Glenashton Drive
Experience the vibrant spirit of community at the Northeast Oakville Fair, a lively open-air celebration set within one of the area’s welcoming green spaces. This engaging gathering brings together local organizations and vendors, offering a dynamic showcase of talent, flavour, and creativity. Enjoy spirited games, an array of food trucks, and live music that enlivens the atmosphere throughout the day. Designed for all ages, this bustling fair captures a sense of connection, discovery, and neighbourhood pride in a warm and welcoming setting.
7:00 p.m. – 9:00 p.m.
Oakville Museum
8 Navy Street
This immersive experience artfully blends history and indulgence, as guests journey through engaging vignettes where captivating local stories are paired with bespoke cocktails. A special curator talk and companion exhibit offer insight into Oakville’s rich relationship with alcohol, from tradition to transformation. With expertly crafted libations and thoughtfully presented narratives, the evening unfolds as a memorable celebration of storytelling, flavour, and community—inviting you to sip, explore, and connect.
11:00 a.m. – 3:00 p.m.
Joshua Farm Gallery
1086 Burnhamthorpe Road East
A vibrant spring market comes to life in a picturesque farm setting, surrounded by the beauty of the season in full bloom. Local makers, artists, and creatives gather to showcase handmade goods, original artwork, and one-of-a-kind finds. Stroll through the charming stalls, and enjoy a relaxed, welcoming atmosphere while discovering unique pieces and connecting with the people behind them.
11:00 a.m. – 7:00 p.m.
Fowley Park
95 Fowley Drive
Celebrate culture, community, and connection with the Halton Asian Heritage Society at Fowley Park. This vibrant outdoor gathering brings the neighbourhood together through an engaging mix of live performances, diverse food trucks, interactive games, and cultural showcases. With a lively atmosphere and welcoming spirit, attendees of all ages are encouraged to explore, connect, and enjoy a dynamic celebration of heritage and shared experiences in a warm, festive setting.
New local events and seasonal experiences are set to be introduced soon. Please check back for updates.
3:00 p.m. – 5:00 p.m.
Towne Square
94 George Street
Experience the magic of the season with The Candy Cane Carollers, Toronto’s premier holiday entertainers. Their enchanting performances will fill your heart with festive cheer and create unforgettable memories.
2:00 p.m. - 6:00 p.m.
Towne Square - Pick up at Robinson Street
325 Reynolds Street
Enjoy a ten minute Horse and Carriage ride through the historic Downtown Oakville neighbourhood and take in the beautiful sites along the way! Purchase a ticket and help support United Way.
5:00 p.m. - 6:00 p.m.
Towne Square
94 George Street
Chartwell Church invites the Oakville community to “Carols in the Square” on Christmas Eve from 5:00 to 6:00 pm. Join us for carol singing, hot chocolate, and cookies. There is an opportunity bring a non-perishable food item to support Kerr Street Mission’s foodbank. All are welcome!
10:00 a.m. - 5:00 p.m.
Bronte Creek Provincial Park
1219 Burloak Drive
Relax with your family and step back in time to 1899 to see how an early settler family celebrated Christmas. You will learn about why and how some of the traditions started and continue to this day. Enjoy house tours, crafts, music, story time, and refreshments. Plan to spend about 2 hours enjoying all the activities.
Queen Elizabeth Park Community & Cultural Centre
2302 Bridge Road
Artwork will be displayed in the corridors of QEPCCC, with the theme 'Timeless', inviting a wide range of creative interpretations. The pieces will capture the past, present, and future, allowing your imagination to soar!
Participating Restaurants - List Coming Soon!
The Taste of Oakville is an exquisite culinary celebration. This premier event showcases a selection of Oakville's finest restaurants, spanning Downtown, Bronte, Kerr Village, and beyond, offering indulgent prix-fixe lunch and dinner menus, some restaurants are also featuring live music!
We invite you to explore and fall in love with Oakville, just as we have—your next chapter awaits.
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