Hey Oakville, Welcome to our first ever monthly event guide! 🎉

This guide contains all of the most anticipated events happening in Oakville for the month of February.

There is a lot to look forward to, from Valentines/Galentines themed workshops and classes, to exciting performances at the Oakville Performing Arts Centre. We even outlined our favourite picks that we think you should keep an eye on this month at the top of this guide.

Check out our table of contents to search by section, or just scroll through and see it all.

We hope you enjoy!

Table of Contents

⚓️ Oakville Digest Picks

🎪 Oakville Butter Tart Market
A sweet celebration for dessert lovers featuring classic butter tarts, creative twists, and plenty of indulgent treats from local bakers and marketplace vendors. Spend the day sampling, shopping, and supporting local makers with friends and family.
🎟️ Free Admission
🕦 Sat Feb 7, 10AM–5PM
📍 Oakville Place, 240 Leighland Avenue

🔥 Frost & Flame Festival
A high-energy winter festival bringing heat to the cold with fire performances, live music, ice carvings, and family-friendly fun. Enjoy DJs, steelpan drummers, maple taffy, and jaw-dropping fire shows in the heart of Downtown Oakville, perfect for a Family Day weekend outing.
🎟️ Free
🕦 Sun Feb 15, 12–4 PM
📍 Towne Square, Downtown Oakville

🍽️ Taste of Oakville
Oakville’s favourite winter food festival returns with delicious prix fixe lunch and dinner menus at over 50 local restaurants. It’s the perfect excuse to try new spots or revisit favourites, with great-value menus and special experiences like cozy outdoor dining domes and live music nights at select venues.
🎟️ $20 - $75
🕦 Wed Feb 19 – Sun Mar 15
📍 Participating Oakville Restaurants

🗓️ General Events

🎨 Black History Month 2026 : Art Exhibition
A curated art exhibition exploring Afro-Caribbean identity through works reflecting heritage, migration, memory, and shared cultural experience.
🎟️ Free
🕦 Sun Feb 1 – Sat Feb 28
📍 Queen Elizabeth Park Community and Cultural Centre

🎨 Winter Art Salon: A Local Art Gallery
An intimate evening at a local gallery featuring a talk on the art auction world, collector stories, and conversation with fellow art lovers.
🎟️ $13.54
🕦 Thu Feb 5, 7–9PM
📍 Summer & Grace Gallery, 323 Church Street

🎶 Apne: Volume 1, Acoustic Music Night
A live acoustic music night featuring intimate performances by Aaryank and Seher in a relaxed lounge setting.
🎟️ Free (limited spots)
🕦 Fri Feb 6, 7–11PM
📍 Fratelli’s

🎙️ Funny at Figaro: Comedy Open Mic
A monthly open mic night where local comedians test new material in a casual café setting with food and drinks available.
🎟️ Free
🕦 Tue Feb 10, 8PM
📍 Figaro Coffee House, 350 Lakeshore Rd E

🕯️ Candlelight Concert: Classical Romance
A candlelit string quartet concert featuring romantic classical works performed in an intimate church setting.
🎟️ $46–$85
🕦 Fri Feb 13, 8:45PM
📍 Knox Presbyterian Church, 89 Dunn St

🎬 Black History Month Film Screening: Brother
A special screening of Brother followed by a panel discussion exploring the film’s themes in recognition of Black History Month.
🎟️ $13
🕦 Wed Feb 18, 7:30PM
📍 Film.Ca Cinemas, 171 Speers Road

😂 Unladylike and Unapologetic: A Standup Comedy Show
A standup comedy night featuring six women comics delivering bold, unfiltered takes on relationships, family, and life after 30.
🎟️ $22.63
🕦 Fri Feb 20, 8–10PM
📍 STACK BBQ Smokehouse

🎭 The Venetian Ball: Fundraising Gala
A formal masked gala supporting a local housing program, featuring an elegant evening of dining, dancing, and community fundraising.
🎟️ $225
🕦 Sat Feb 21, 5:30PM
📍 Oakville Conference Centre, 2515 Wyecroft Rd

🧧 2026 Oakville Lunar New Year Celebration
A festive community celebration featuring cultural performances, food, games, and activities marking the Lunar New Year.
🎟️ Free (registration required)
🕦 Sun Feb 22, 11AM–3PM
📍 Oakville Town Hall, 1225 Trafalgar Rd

🕯️ Candlelight Concert: Tribute to Adele
A candlelit string quartet concert performing iconic songs by Adele in an intimate church setting.
🎟️ $40–$75
🕦 Fri Feb 27, 8:45PM
📍 Knox Presbyterian Church, 89 Dunn St

🍫 The Great Canadian Chocolate Affair
A full-day chocolate festival featuring artisan chocolate makers, tastings, pairings, and Ontario craft food and beverages.
🎟️ $20–$50
🕦 Sat Feb 28, 9AM–5PM
📍 Oakville Conference Centre, 2515 Wyecroft Rd

❤️ Valentines / Galentines Events

💗 Valentine’s Charcuterie Workshop
A hands-on evening learning how to create a heart-shaped charcuterie board using premium cheeses and accompaniments, ideal for a date night or creative night out.
🎟️ $150
🕦 Thu Feb 5, 7–8:30PM
📍 Touchdown CoWorking Space, 2030 Bristol Cir, Suite 210

💘 Oakville Valentine’s & Galentine’s Market
A one-day market featuring local vendors selling gifts, treats, and goods for celebrating Valentine’s Day and Galentine’s with partners or friends.
🎟️ Free
🕦 Sun Feb 8, 11AM–4PM
📍 Hilton Garden Inn, 2774 South Sheridan Way

❤️ Valentines Sensory Workshop
A hands-on art workshop where participants create textured, heart-inspired canvas pieces using handmade paper-based clay and mixed media techniques.
🎟️ $55
🕦 Sun Feb 8, 10:30AM or 2:30PM
📍 Steamulation Lab, 2861 Sherwood Heights Drive

🎨 Adult Valentine’s Day Workshop: Paint and Sip
A guided evening painting workshop where adults create a Valentine’s-themed canvas while enjoying wine in a relaxed gallery setting.
🎟️ $42.50–$50
🕦 Thu Feb 12, 6:30–8:30PM
📍 Oakville Galleries in Gairloch Gardens, 1308 Lakeshore Rd E

🍷 Valen-Wine Cookie Decorating
A Valentine-themed cookie decorating workshop where participants learn step-by-step techniques while enjoying wine in a relaxed setting.
🎟️ $65
🕦 Thu Feb 12, 6:30–8:30PM
📍 Touchdown Coworking Space, 2030 Bristol Cir, Suite 210

🎨 Valentine’s Day Sip & Paint Nite
A guided paint-and-sip evening where participants create their own artwork while enjoying drinks and a relaxed Valentine’s-themed atmosphere.
🎟️ $50–$90
🕦 Fri Feb 13, 6–8:30PM
📍 Figaro Coffee House, 350 Lakeshore Road East

🍪 Naughty Cookies After Dark
An adults-only cookie decorating workshop featuring playful Valentine-themed designs with wine included.
🎟️ $65
🕦 Fri Feb 13, 6:30–7:30PM
📍 Touchdown Coworking Space, 2030 Bristol Cir, Suite 210

🎤 Galentine’s Taylor Swift Sing-Along
A late-night sing-along event where fans belt out Taylor Swift hits together in a 19+ bar setting.
🎟️ $22.90
🕦 Fri Feb 13, 9–11PM
📍 The Gingerman Social Eatery, 416 Kerr Street

🍝 Valentines Pasta Making with Chef Enzo
A hands-on Valentine’s pasta class where guests make lobster ravioli from scratch, then enjoy a plated dinner with wine and dessert.
🎟️ $175
🕦 Sat Feb 14, 6:30–9PM
📍 Mercato, 257 Lakeshore Blvd E

🎨 Valentine’s Day Mix, Mingle, Sip & Paint
A Valentine’s night combining guided painting, cocktails, music, and social vibes designed for singles, friends, and couples.
🎟️ $60–$66
🕦 Sat Feb 14, 6–9PM
📍 The Fluid Inc Studios, 3485 Rebecca Street

🧑‍🧑‍🧒‍🧒 Family Friendly

🧩 Valentine Victorian Pocket Puzzle
A Valentine-themed youth workshop where participants create a Victorian-inspired paper craft puzzle using mixed media techniques.
🎟️ $34–$40
🕦 Thu Feb 5, 4:30–6:30PM
📍 Oakville Galleries in Gairloch Gardens, 1306 Lakeshore Road East

❤️ Fold & Love Workshop
A hands-on STEM-based origami workshop where kids explore math, geometry, and creativity through guided paper folding.
🎟️ $25
🕦 Sun Feb 8, 10:30–11:30AM or 11:45AM–12:45PM
📍 Steamulation Lab, 2861 Sherwood Heights Drive

🍿 Popcorn Kids Club
A Valentine’s afternoon drop-off program where kids enjoy movies, games, crafts, and hands-on filmmaking activities.
🎟️ $25
🕦 Sat Feb 14, 12–4PM
📍 Film.Ca Cinemas, 171 Speers Rd

🍪 Parent & Me Cookie Decorating
A hands-on cookie decorating class where kids and parents learn basic piping techniques and decorate themed sugar cookies together.
🎟️ $50 per pair
🕦 Sat Feb 14, 2:30–4PM
📍 Touchdown Coworking Space, 2030 Bristol Cir, Suite 210

🦙 Alpaca Love Walk
A relaxed outdoor walk where guests can stroll the grounds alongside alpacas and enjoy photo opportunities with the animals.
🎟️ Free
🕦 Sun Feb 15, 2–4PM
📍 Joshua Farm Gallery, 1086 Burnhamthorpe Rd East

🎭 Oakville Performing Arts Centre

📍 130 Navy Street

🎸 Sam Roberts Band
A live concert featuring an evening of hit singles spanning the band’s career, performed in an intimate theatre setting.
🎟️ $125
🕦 Fri Feb 6, 8PM

🎸 Texas Flood – Stevie Ray Vaughan
A live concert recreating Texas Flood note for note, followed by a second set of Stevie Ray Vaughan’s greatest hits.
🎟️ $59–$70
🕦 Sat Feb 7, 8PM

🧧 2026 Oakville Chinese New Year Show
A live cultural performance celebrating Chinese New Year through music, dance, and storytelling centered on the theme of modern life and cell phone culture.
🎟️ $30–$60
🕦 Sat Feb 14, 7PM

🎼 Party! – Oakville Chamber Orchestra
A lively orchestral concert featuring playful 20th-century works by Kurt Weill, Shostakovich, and Milhaud.
🎟️ $15–$60
🕦 Sat Feb 21, 7:30PM

🎬 OFFA / film.ca Events

🎬 Movies for Mommies
A daytime movie screening designed for parents with young children, offering a relaxed theatre environment where babies are welcome.
🎟️ $11 (free for children under 2)
🕦 Alternating Wednesdays
📍 Film.ca Cinemas, 171 Speers Rd, Unit 25

🎬 Winter 2026 Screening Series – Ballistic
A curated film screening featuring the thriller Ballistic, part of OFFA’s winter series highlighting award-winning films and documentaries.
🎟️ $16
🕦 Wed Feb 11, 7:30PM
📍 Film.Ca Cinemas, 171 Speers Rd, Unit 25

🎬 Classic Movie Mondays
A rotating classic film series showcasing timeless movies on the big screen for nostalgic moviegoers and first-time viewers alike.
🎟️ Varies
🕦 Every other Monday (Winter Series)
📍 Film.Ca Cinemas, 171 Speers Rd, Unit 25

Thanks for reading our February event guide! Let us know if we missed anything by replying to this email.

If you want to reference this guide again, you can either bookmark this email or find the web version on our site.

We’ll see you in the next one,
~ Nick

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NICK POLLOCK
Founder / The Oakville Digest
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