With markets, family celebrations, shows, and so much more, this month just may be one of the most exciting yet! Check out what’s happening with our guide to events in Milton this May.
Experience of the Month
Milton Farmers’ Market: The beloved annual market returns on Saturday, May 17, taking over Main Street every Saturday from 8:00 am – 12:00 pm with over 40 farmers, vendors, florists, and artisans. Alongside the main market, explore Milton’s downtown businesses and attractions, including blacksmith demos at Milton Historical Society’s Waldie Blacksmith Museum.
Ongoing Events
- Heart to Hand Member Exhibition 2025: See the works of the Fine Arts Society of Milton on weekdays and Saturdays until May in a special free exhibition at Holcim Gallery in the FirstOntario Arts Centre.
- The Spongebob Musical: Youth Edition: From May 22 – 25, plunge into Bikini Bottom with this stunning all-singing, all-dancing, dynamic stage show at FirstOntario Arts Centre.
- A Fox on the Fairway: Get your tickets for this furiously-paced comedy that recalls the Marx Brothers’ classics as it pulls the rug out from underneath the stuffy denizens of a private country club, on-stage at FirstOntario Arts Centre Milton from May 2 – 10.
- Tuesday Night Optimist Bingo: Come out and play Bingo at the Legion!
- Tuesday Night Trivia at Shoeless Joe’s in Milton: Enjoy a fun-filled evening of brain-teasing questions and great company during this unique visual trivia game shown on all the TVs in the venue, featuring digital scoring.
- Walking Group Around the Mill Pond: Enjoy some company and a leisurely stroll around the picturesque Mill Pond on Tuesday mornings, starting at the Grace Anglican Church.
- Wednesday Night Trivia at St. Louis Bar & Grill in Milton: Join Host Neal Macfarlane for a fun-filled weekly trivia night, complete with a half-time game of Heads & Tails for a chance to win an additional prize.
- Mom & Tots: Bring your little ones along to play with each other as moms hang out, build friendships, and share life at Milton Bible Church’s weekly Friday morning drop-in at The Connect Centre.
- After Hours Specials @ The Eighth Note: Every Saturday, starting at 10 p.m., enjoy a new late-night menu and $5 bar rail mixed drinks until close.
- Milton Mosaic Lamp-Making Workshop: Join DIYLabs.ca every Saturday to make a traditional Mosaic Turkish lamp during this guided DIY event at Milton Sports Centre.
Events by Date
Friday, May 2
- Vinyl Collage Night: Jam out to throwback hits as you create a personalized collage masterpiece using vinyl records during this free crafty event at Third Moon Brewing.
- Family Comedy Night with the Fidgets: Bring the whole family for a night of comedy with this Canadian improv comedy group at Milton Christian School.
- Bageshree Vaze’s Global Bollywood: Celebrate the diverse musical landscape of Indian cinema alongside a multicultural cast of dancers and musicians in this show exploring the global influences on Bollywood music from the 1950s to today at FirstOntario Arts Centre Milton.
- Caribbean Night: Head to Champs Family Entertainment Centre for a night of Caribbean music and dancing, with food and drink specials.
Saturday, May 3
- Heart to Hand Member Exhibition Opening Night Reception: Join the Fine Arts Society of Milton and meet the artists behind the exhibition while enjoying light refreshments at Holcim Gallery in the FirstOntario Arts Centre.
- Milton Good Neighbours Day: Join the hundreds of volunteers coming together for Milton’s biggest community clean-up day, happening throughout town.
- 5 Peaks Kelso: Secure your spot for this race featuring multiple distances for all ages, abilities, and ambitions, at one of the most scenic spots in Ontario.
- Milton TeaFest 2025: Learn about the rich and diverse culture of tea, shop local vendors, try samples and watch demonstrations with fellow tea enthusiasts at Milton Public Library’s Sherwood branch.
- Milton Youth Makers Market: Come out to Milton Community Park to support over youth vendors offering a wide variety of unique and handmade items.
- POGI – Season Opener: Join this group of Filipino golfers for the inaugural game of the season at Milton’s Royal Ontario Golf Club.
- Elvis on Tour: See a tribute to the King in this high-octane performance inspired by the 1972 Golden Globe-winning documentary ELVIS ON TOUR at FirstOntario Arts Centre.
- Wicked Truth back at Champs: Grab a bite and enjoy a fun show as this award-winning band returns to Champs Family Entertainment Centre
- Family Paint Party: Head to Boston Pizza Milton for some family fun for teens and adults with a guided painting session.
Sunday, May 4
- Ron James – Not Nearly Done!: Join award-winning comedian and best-selling author Ron James as he tackles everything from the dating woes of Baby Boomers to embattled public health care and much more in a night of comedy at FirstOntario Arts Centre.
Tuesday, May 6
- Now What? Strategies for Business and Life in Uncertain Times: Register for the Halton Women Networking Group’s May meet-up at Lunchbox Café and Catering for networking, group discussion and expert insights.
Wednesday, May 7
- Spice Wannabe – A Tribute to the Spice Girls: Revisit the 90’s at this high-energy show paying tribute to the bestselling girl group of all time at FirstOntario Arts Centre.
Thursday, May 8
- Mommy & Me Mother’s Day Memory Frames: Kids are invited to visit Milton Mall to make a special keepsake to fill with a photo.
- Paint Nite Brand Creative Events: Enjoy some Tex-Mex at Lone Star Texas Grill while learning to paint, no matter your skill or experience level.
Friday, May 9
- Garth & Shania Tribute Concert: Experience a night of pure country magic featuring two incredible tribute acts: Alyssa Dupuis as Shania Twain in Still The One, and Les Smith as Garth Brooks in Fresh Horses at FirstOntario Arts Centre.
Saturday, May 10
- Mommy & Me Easter Egg Hunt & Spring Crafting: Visit Milton Mall for an Easter egg hunt paired with a craft station where kids make bunny ear headbands to wear.
- Merritt Driven Live at Third Moon: Head to Third Moon Brewing to try out its anniversary releases and enjoy live music from Milton legends Merritt Driven.
- Modern Classics: Join the Milton Philharmonic Orchestra for its season finale performance that will take you on a journey of old and new classical music at FirstOntario Arts Centre.
- Paint Nite Brand Creative Events: Enjoy some Tex-Mex at Lone Star Texas Grill while learning to paint, no matter your skill or experience level.
- Family Paint Party: Teens and adults – unleash your inner artist at Shoeless Joe’s with an afternoon of creativity in a guided painting tutorial.
Sunday, May 11
- Mother’s Day Brunch: Celebrate Mother’s Day with a delicious meal at RattleSnake Point Golf Club featuring a seafood station, a carving station, and all of your breakfast favourites.
- Mother’s Day at Radial Railway Museum: Spend some family time together at the museum and get mom’s admission free with the purchase of one youth admission. In honour of the museum’s 71st year, the first 71 mothers through the gate will receive a small gift.
- Mother’s Day Celebration Brunch: Treat the mother in your life to a delectable brunch buffet curated by Executive Chef Federico at Milton Banquet & Conference Centre.
- Mother’s Day Brunch & Mediumship: Give the gift of love, connection, and unforgettable memories with a meal and mediumship demonstration by Michelle Raven at Ned Devine’s.
Thursday, May 15
- Family Paint Party: Bring your friends and family to Montana’s for a fun evening of guided painting and leave with a masterpiece
- Monthly Meeting: Robertson Manufacturing: Join the Milton Historical Society for the May edition of its monthly speaker series as guest speaker Mike Twiss shares the history and artifacts from Milton’s famous P. L. Robertson Manufacturing Company.
Friday, May 16
- Salsa at Champs: Experience an electrifying evening of high-energy vibes and passionate rhythms at Milton’s ultimate Salsa destination, featuring DJ Gio – Toronto’s legendary DJ, spinning the hottest Salsa beats.
Saturday, May 17
- Tree Planting: Join Sustainable Milton to plant bushes and shrubs at the Milton Sports Centre, rain or shine.
- Lawrence Gowan: Experience the enduring talent and boundless passion of Lawrence Gowan, former Styx keyboardist and vocalist, at FirstOntario Arts Centre.
- Family Paint Party: Head to Boston Pizza Milton for some family fun for teens and adults with a guided painting session.
Tuesday, May 20
- Family Paint Party: Visit Keenan’s Irish Pub for some family fun with a guided painting session.
Thursday, May 22
- Connection Club at HMC Milton: Join the Halton Multicultural Council at their Milton office for a chance to meet new people, solve fun challenges, build confidence and develop interpersonal skills.
- All Together Now: An Intergenerational Games Night for Teens and Seniors: Connect with local seniors and collect high school volunteer hours while playing cards or board games at Milton Public Library’s Main Street branch.
- Paint Nite Brand Creative Events: Enjoy some Tex-Mex at Lone Star Texas Grill while learning to paint, no matter your skill or experience level.
Saturday, May 24
- MHS Annual Yard Sale: Visit the Milton Historical Society to shop for unique treasures in their annual garage sale. Donations will be accepted from May 22 – 23.
- Milton Rotary Denim & Diamonds Spring Gala 2025: Support Milton Rotary with a night of dinner, dancing and fun featuring a live band and auctions.
Tuesday, May 27
- The Writer’s Circle @ Sherwood: Join this self-directed group at Sherwood Library to work on and share your writing.
Wednesday, May 28
- UK Pink Floyd Experience – The Authentic Tribute to the Floyd: Experience the atmosphere of Floyd live with top-flight musicians, a stunning light show and more than two hours of incredible music at FirstOntario Arts Centre.
Thursday, May 29
- Milton Comedy Show: Head to Ned Devine’s for a night of laughs featuring four hilarious comedians.
Friday, May 30
- The Double Wides @ Ned Devine’s Irish Pub: Grab a bite or a brew and listen to some honky tonk tunes.
- Monty and The Crew at Ned Devines: See this rock band perform at Ned Devine’s for the first time.
Friday, May 30 – Saturday, May 31
- Fleetwood Mac Mania @ Chudleigh’s Entertainment Farm: Choose from two separate and distinct shows each night as this Fleetwood Mac tribute comes to Chudleigh’s.
Saturday, May 31
- Family Paint Party: Head to Boston Pizza Milton for some family fun for teens and adults with a guided painting session.
- The RadioSonics @ Ned Devine’s Irish Pub: Rock, dance and party with some live music, food and drinks.
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:
