If January in Milton has taught us anything, it’s that February might be just as cold. But don’t think you have to spend all month hibernating indoors. Milton has some great events lined up to get you out of the house and fight cabin fever. Here’s your roundup of all the can’t-miss Milton events.
Experience of the Month
- Sam Roberts Band: What a great way to spend Valentine’s Day. After over twenty years in the music biz, Sam Roberts’ Band is still going strong and is coming to Milton. Get your tickets for an epic night’s performance.
Ongoing Events
- Spirit of the Lake: A new Indigenous art exhibition opens February 1 and runs through to June 28, 2026.
- Winter Wanderings: Guided Snowshoeing Tours: Continuing for a couple more weekends, come along for a guided snowshoe tour at Crawford Lake’s Longhouse Village. Snowshoes are provided for ages 8 and up alongside fireside hot chocolate and marshmallows.
- Drinking Habits: Finishing up its performances that end on February 7, come and see hilarity ensue as accusations, mistaken identities, and romances take hold of the characters in this 2 and ½ hour play by the Milton Players Theatre Group.
- Euchre Tourney @ The Eighth Note: There are two weeks left in this Euchre tournament. Enjoy drinks, prizes, and delicious food. Book your team at eightnote.ca and write Euchre in the message.
- Pilates Reformer Flow: Enjoy a combination of Pilates and resistance machines in this bi-weekly regimen that takes place Tuesdays and Thursdays, from 5:15 to 6:15 pm.
- Realtor Rookie Boot Camp: There are still two more weeks to go in this rookie boot camp for Realtors who are still trying to get their footing in the real estate business.
- Tuesday Night Trivia at Shoeless Joe’s in Milton: Prove your endless knowledge with Trivia Night at Shoeless Joe’s. Reservations can be made via Eventbrite, but please also call Shoeless Joe’s at (905) 864-9779 to reserve your table.
- Trivia with Quiz Master James @ The Eighth Note: The ten-week trivia night is still going on. Book your team at eightnote.ca and join quizmaster James for an epic battle of who knows the most! Teams already booked up? Come cheer on the teams and enjoy some delicious food.
- Grace Church’s Walking Group at Mill Pond: Winter makes it hard to get outside. Come join the regular walking group at Grace Church at 8:30 am or at the Mill Pond Gazebo at 8:45 am for a nice, gentle walk around Milton’s iconic Mill Pond.
- Wednesday Night Trivia at St. Louis Bar & Grill in Milton: Milton loves its trivia! Join in the fun at St. Louis Bar & Grill. Please keep in mind that reservations are required on Eventbrite and a phone call to Louis Bar & Grill to secure your spot at (905) 875-1333.
- Public Speaking & Leadership Skills- Supporting Women Entrepreneurs: Every Wednesday from 7:30 to 9:30 pm at Aspira Martindale Gardens Retirement Living, women can attend this meeting to help build their confidence and leadership skills. The first event is free.
- Date Night at The Note!: Thursday nights call for Date Night at The Eighth Note. For $59.99, you can get two main dishes, a shared dessert, and a drink or either wine or house lager. Plus, you’ll enjoy the benefit of live music from 7:00 to 10:00 pm.
- She Can Be Media Savvy!: This free series for girls between the ages of 10 and 13 continues every Thursday from 6:00 to 7:00 pm until March 26. Help your kids learn about the world of media and how to spot fact vs. fiction.
- Laos-C-Chef Weekend! Friday + Saturday: Get ready for a fun, chef-filled weekend of delicious food that will take place the first weekend of every month. It’s at Three Moon Brewery, so you know they’ve got thirst-quenching beer too.
- Brazily Dance Fitness Party: Samba, Funk & Sweat in Milton!: Get your sweat on, Brazilian-style, every Friday at Dance Elite. No experience needed.
- Caribbean Nights: Enjoy some island vibes at Caribbean Nights with multiple nights available, February 6, March 6, and April 10. While entry is free, food and drinks will require payment.
- Graceway Baptist Church Deep Roots Youth Night: Taking place every second Friday evening of the month, students in grades 7 through 12 are invited to participate in worship-based activities.
- NCIM Saturday Night Racing: Don’t miss out on your chance to test your track racing ability at The Mattamy National Cycling Centre from 5:00 to 9:00 pm. Please note that you must have your UCI Track Cycling license to be eligible to race.
- All 4 Her: Science 4 Her: Starting on February 18 and running weekly until March 25, this evening science 4 Her event teaches girls ages 7 to 11 all about science with hands-on experiments.
- Monthly Meeting: Stories of Rosamund Crocker: This month’s monthly meeting at the Milton Historical Society includes stories of Rosamund Crocker, a British aristocrat, told by Mark Rowe.
Events by Date
Sunday, February 1
- Everyday Witnesses Conference: A weekend workshop open to all youth and adults led by Lucas Burton to help learn how to share the gospel in everyday life.
- $25 High Tea Experience: The Café Depot presents an occasion of High Tea filled with an assortment of savoury and sweet treats and a refillable pot of loose-leaf tea. This is a multi-day event that runs throughout February, so be sure to check availability.
- Michelle Raven Psychic Medium Event @ The Eighth Note: If you’ve ever wondered about the world beyond the dead, come check out Spiritual Medium Michelle Raven as she helps to deliver messages from loved ones in spirit.
Wednesday, February 4
- Beetlejuice JR: With multiple performance dates that run from February 4 to February 8, it’s the story you know and love, including the ghost-with-the-most. This is a musical adaptation based on the motion picture that will make you smile until your cheeks hurt.
Thursday, February 5
Paint Nite Brand Creative Events: For solo budding artists or couples looking to have a fun time, come out to the partner painting event. It’s two canvases that can fit into one. You may take both home and put them up together or swap with your partner as a keepsake to remember the other person by.
Friday, February 6
- Strum Addicts Live at Third Moon: Come on out for an evening of music by the Strum Addicts. And while you’re there, you might as well have some beer, too.
- Merritt Driven – Live at Uncle Sam’s Bar & BBQ: Join Merritt Driven for some great tunes and food at Uncle Sam’s Bar & BBQ. Be sure to make reservations at 289-878-4898.
Saturday, February 7
- Track OCup #3: Participate in 3 separate racing opportunities brought to you by Ontario Cycling at the Mattamy National Cycling Centre. The OCup series is open to youth, adults, and para riders. Pre-registration is required.
- Making Angels in Clay: If you’ve ever wanted to craft with clay, check out this all-day event where you’ll get to craft your very own Guardian Angel. On top of making your angel, you’ll also get to meditate and increase your listening-intuitive skills.
- Family Paint Party: Get your family out of the house and have fun together, without the screens, with a family paint party at Boston Pizza. Get there early to choose your seat and order some food before the fun begins.
- Frosted N Fabulous – Come Melt Something: Don’t miss out on an evening of laughter with a comedy lineup of Aval Val, Alice Rose, and Bee Bertrand at Country Heritage Park. Your ticket includes access to the after party with DJ Kevin Evans.
- Station 31 – Live at Ned Devine’s: Ned Devine’s is pumping with a night of music from Station 31, husband and wife vocal duo, with back up by Shaun Kazemi on guitar and Mr. Chris Illes on bass.
Sunday, February 8
- Family Paint Party: If you missed the last family paint party, no worries, there’s another one to create beautiful paintings and memories. Be sure to get your tickets ahead of time and arrive early to get your seats and orders in.
Thursday, February 12
- Date Night & Paint Your Partner/Friend Night: Couples looking for a fun night out, and maybe a laugh or two, check out Paint Your Partner Night at The Eighth Note. Kick off Valentine’s Day with this super fun evening brought to you by Cara’s Paintbox.
- Sushi Making Class at Third Moon Brewery: California rolls, Spicy Salmon roll, Tuna Hand Roll… if the sound of this is making you hungry, then you want to book this class at Third Moon Brewery.
- The Dreamboats: A blend of rock n’ roll sounds from the ‘50s and ‘60s, this Mississauga quartet is ready to serenade you with high energy that will leave you humming the familiar tunes for days to come.
Friday, February 13
- PA Day Camp at Country Heritage Park: PA days have a tendency of sneaking up on parents. Book your child(ren) in a day camp at Country Heritage Park to ensure they stay busy, and you can still work. Campers will enjoy a mix of STEM activities and lots of fun.
- Aura Dance Competitive Showcase!: It’s competitive dance at its finest. Don’t miss out on dancers from the Aura Dance Studio showing off their first live stage performance of the season.
- Trivia Night!: If you love a good brain buster, then this night is for you. Head on over to Third Moon Brewery for an evening of trivia featuring quizmaster James Laird. Get there early to reserve your seats and have a few drinks.
Saturday, February 14
- Crystal Healing Workshop: Introductory: Learn to heal your troubles and pains in this Crystal Healing Workshop at Elm Tree Centre.
- Family Paint Party: What better way to spend Valentine’s Day than with the ones you love the most at a Family Paint Party? Get your tickets and head on over to Shoeless Joe’s. And be sure to have some dinner and drinks too.
- Family Paint Party: Did you miss your chance to book your paint party at Shoeless Joe’s? Have no fear, Boston Pizza has you covered. The same rules apply. Get your ticket, then head on over before the session starts to grab your seats and order some food.
- Black History Month PoPup Market (Milton): Show your support for local Black-owned businesses at this in-person PoPup Market at the Milton Seniors Activity Centre. Here, at this free-to-enter event, you’ll discover amazing vendors, music, storytelling, food, and more.
- Valentine’s Gala Dinner and Dance: If you’ve planned to have some dinner and dancing with your loved one this Valentine’s Day, then get your tickets for this Valentine’s Gala. Dinner includes a 4-course meal, wine with dinner, an antipasto buffet, door prizes, and of course, dancing.
- Valentine’s Dinner & Dance: Get your tickets for your Valentine and sweep them off their feet. Enjoy a lovely meal, some music for dancing, and an unforgettable night.
- Valentine’s Day Dinner @ Ned Devine’s Irish Pub: It’s Valentine’s Day with Irish Pub vibes. Ned Devine’s has a 3-course dinner option with a special appearance by James Anthony.
- Valentine’s Day at Champs with Otis Wonder: Calling all parents who couldn’t get a babysitter for Valentine’s Day. Head on over to Champs and celebrate with the kids with bowling, arcade games, and Otis Wonder & The Hustle.
Sunday, February 15
- Schmaltz and Pepper: It’s swing music in the style of Klezmer and Yiddish, by Schmaltz and Pepper. Don’t miss out on this toe-tapping event.
- Bodrug’s Spotlight 2026: Bodrug’s Burlington Dance Company presents an evening of competitive dance in both solo and duet performances.
Wednesday, February 18
- Milton Jewellery & Coins Buying Event – By Appointment: If you’ve got some jewelry lying around the house that you’ve wondered how much you could get for it, book your appointment in this 2-day event.
- Pasta Masterclass & Dinner – Class II: Egg Pasta: Pasta lovers, learn to make your own in this Pasta Masterclass at Pasqualino. Payment includes a welcome glass of Prosecco, some hors d’oeuvres, a chef-led instruction, a delicious meal and dessert, and you get to bring home your homemade pasta.
Thursday, February 19
- 2026 Ontario Regional Seminar: Network with the best at this Ontario Regional Seminar at the Holiday Inn Express.
- Valentine’s Day Hangover: Don’t let a little Valentine’s Day hangover get you down. Ned Devine’s got the comedy to cure any lingering hangover with a set list that includes Milton locals Ashley Mendes, Diana Barbosa, Danté Williams, Mike Fallico, and Paul Marroquin.
Friday, February 20
- ABBA Revisited LIVE! Take a chance on ABBA Revisited LIVE! at FirstOntario Arts Centre and get ready for an evening of costumes, harmonies, and great songs.
Saturday, February 21
- The Foundations of Therapeutic Touch (Levels 1&2): Learn about therapeutic touch you can use to give yourself relief from pain, stress, anxiety, and more. Join in this 2-day workshop with in-class experiences. Please register beforehand, as there is some pre-reading.
- Family Paint Party: If you’re looking for something fun to do on a Saturday afternoon with the family, come on over to Boston Pizza and have a family paint party. Come a little early to get some food and drinks and to pick your spot. Tickets need to be pre-purchased.
- 2026 MCCA Chinese New Year Gala: Come celebrate the Chinese New Year with traditional performances, festive decorations, and delicious food.
- The Tree Top Poets at Uncle Sam’s Bar & BBQ: Head on over to Uncle Sam’s Bar & BBQ, where the Tree Top Poets will perform a set of classic rock from the ‘50s to the 2000s.
Sunday, February 22
- Milton Speed Dating (Age 45-55): Single and ready to mingle? Get some practice in and maybe even a chance for a real connection with someone special with some speed dating.
- Milton Speed Dating (Age 35-45): Move your way through an evening of 15 dates as you try to find someone you can connect with.
- Milton Singles Karaoke Night!: You love to sing, especially karaoke in front of a crowd of singles cheering you on. Come over to The Eighth Note and sing along to the words on the screen, as well as get some food and drink while getting to know the other singles in the area.
Monday, February 23
- Paint Night at East Side Mario’s: This winter in Canada certainly has been a lot. Capture the winter magic in a delightful painting you can take home to remember it by. Plus, get a few drinks while you’re there.
Tuesday, February 24
- Paint Nite Brand Creative Events: If you love a beautiful winterscape of mountains and evergreens, come on out for a fun evening of painting with food and drinks at Keenan’s Irish Pub.
Friday, February 27
- 2026 Track Provincials Milton: This year’s Track Provincials, presented by Ontario Cycling, takes place over a three-day racing event and showcases U11, U12, and U15 riders at their best as they compete to be the cycling champion. Come on out and cheer them on.
- Jerk Chicken Pop-up with Grant’s Gourmet: It might just be a perfect combination, Jerk Chicken and beer. Come get yours at Third Moon Brewery.
- JLSD Company Showcase 2026: Enjoy an evening of competitive dance from the June Lawrence School of Dance Inc. Get your ticket to support the dancers.
Saturday, February 28
- Family Paint Party: Bring out your inner artist in this family fun paint afternoon at Shoeless Joe’s. Arrive a bit early to get some food and drinks and pick your spot.
Milton Downtown Main: Coldest Night of the Year 2026: This winter has been particularly cold for Miltonians. Come on out for a great cause for Milton Transitional Housing, whether you walk or make a donation, all is appreciated.
New events are continually being added to our event calendar, so make sure to stay tuned for all the latest festivals and community connections! For more Milton activity inspiration, check out our blog and explore our guides:
