Community Events, Fundraisers and Family Activities in Milton and Halton Region for September 2019

Summer break is almost over but the fun is just beginning. September starts with fall fairs, concerts, fundraisers and so much more!

6th Annual Kerrfest

September 6, 7 and 8, 2019  Kerr Village  various times

This outdoor music festival includes performances by After Forever, Rae Billing & Crybaby, Conor Gains, Teenage Head, Platinum Blonde, Frank Reynolds, Al Rowe, Neil MacNaughton, Just Heart, Tribal Son, Bill Durst, Sass Jordan and Colin James. The streets are busy with local merchants sales, patios, special offers and much more for every age and taste. This year on Friday, September 6th; Saturday, September 7th; and this Sunday, September 8th is for the kids! (Kerrfest Kids); visit Kerr Village and enjoy the music, food and fun that KERRFEST has to offer.

Radfest Live Music Festival

September 7, 2019  Rad Brothers Parking Lot  3pm

3rd annual Radfest show. A giant music festival supporting the arts, the health and the youth of Milton.


Halton Forest Festival

September 7, 2019  Rattlesnake Point  10am - 3:30pm

We invite all members of the community to the Halton Forest Festival. Experience some of our fun activities and presentations while gaining new knowledge and resources to enjoy and conserve local forests. FREE with Park Admission


22nd Annual Oak Park Fall Fair

September 7, 2019  Oak Park Neoghbourhood Centre  12pm - 10pm

Co-hosted by Oak Park Neighbourhood Centre and Councillor Jeff Knoll. A community fair for the whole family! A day filled with fun, games, activities, community booths, vendors, silent auction, music, food, neighbours and so much more! The day colminates in a family movie under the stars, courtesy of Film.Ca. Bring your chairs and blankets! This year's film is Disney's Aladdin (2019). Free admission — donations welcome! Net proceeds go to support the amazing programming and services prpovided by the Oak Park Neighbourhood Centre.


2019 UPS Plane Pull & United Way Campaign Kick-Off

September 7, 2019  9272 Airport Rd W  8am - 1:30pm

Join the Women United team on Saturday, September 7th as we pull an airbus, while raising essential funds for our community. Registration is open to 35 teams of 15 people. Anyone can join the team. It's a first-come, first-served basis. No registration fee; each team must fundraise a minimum of $750 to participate. You must register to participate in the pull. Register here


Golf Tournament

September 7, 2019  Granite Ridge Golf Club  12pm - 9pm

GRACE ANGLICAN CHURCH Annual Golf Tournament. Format - Best Ball Scramble - 18 Holes. First Tee Time -11:30 AM. Registration -1/2 hour before your tee time.
Dinner 6:30 pm - Grantite Ridge
Golf and Dinner $130.00
Golf (including cart) $85.00
Dinner $45.00
All are welcome, if interested please call 905-878-2411 or email


Walking Historic Victoria Park Square

September 8, 2019  Milton Historical Society  2pm - 5pm

Explore the heart of Milton’s civic precinct on this guided tour of the historic Victoria Park Square area. A perfect introduction for new and older residents, as well as first time visitors to Milton. Cost: $10.00 – payable in cash only at the start of the tour. Price includes a copy of the guide booklet. Space is VERY limited, so please pre-register by visiting our website


Hope in High Heels - Milton

September 14, 2019  Troy's Diner  12:30pm - 2:30pm

Walk to end violence against women! For the last ten years boys and men across Halton have strapped on heels for a short walk that demonstrates a BIG statement - WE ARE PART OF THE SOLUTION!  Hope in High Heels will start at 12:30 p.m. at Troy's Diner (295 Main St E), where local dignitaries will greet the community. After participants walk, Troy's Diner will serve a light lunch for all participants. Family and friends supporting walkers can purchase lunch for a minimal cost. Proceeds from Hope in High Heels go directly to Halton Women’s Place, which provides a safe haven, information and education to support a future without abuse for women and their children. Registration Fee is $30 per person (non-tax receiptable) and includes the rally, welcome kit, and lunch. Tax receipts will be issued for all pledges over $20.


Mudmoiselle Milton

September 14, 2019  Mazzocato Maple Farm  9am - 1pm

A Mudmoiselle faces every day with fierce optimism. She’s not afraid to get her hands dirty (scratch that, she’s not afraid to get anything dirty). And she believes that obstacles only make her stronger. But most importantly, a Mudmoiselle wants to drag cancer through the mud. If that sounds like you, then swap your heels for runners, change your push-up bra for a sports bra, and chuck your pantyhose out the window. Whether you’re a survivor or want to support a fighter, it’s time to join your fellow Mudmoiselles in raising funds for Canada's most promising cancer research and vital cancer support services. Because when life gets messy, we stick together


Full Day Wellness Retreat

September 14, 2019  Joshua Creek Heritage Art Centre  9am - 8:30pm

A fun wellness retreat to live a balanced life. Yoga, aromatherapy, fitness & good food! Not your typical retreat: We will be brunching with mimosas, relaxing on a labyrinth walk & end our day with an optional wine & chocolate pairing. Check out the full itinerary & enrolment form.


Milton Flower Market

September 14, 2019  Victoria park  10am - 3pm

Join us for our 4th Flower market. Market goers can enjoy this family friendly event in the beautiful grounds of Town Hall, surrounded by the gorgeous sights and smells of fresh flowers and floral products from local florists and growers. Be sure to arrive early for the best selection!


Georgetown Craft Beer Festival - Head For The Hills

September 14, 2019  14474 Trafalgar Rd  11am - 6pm

Head for the Hills is a day of craft beer & cider sampling, gourmet food, and live music in the beautiful countryside. Recently voted the #1 beer festival in Ontario, Head for the Hills is a guaranteed good time rain or shine (…seriously, we can prove that). Admission includes a customized Head for the Hills beer stein and 4 tokens for 4 samples of beer or cider. Additional tokens are available for purchase on-site, 3 tokens for $5.


Yoga in the Park

September 21, 2019  1 Chris Hadfield Way  9:30am - 11am

Join Townsend Smith Foundation set the intention of the potential location for it's hospice and participate in Yoga in the Park. Thanks to Wendy Sammut for hosting the class for us. This is going to be very special. All welcome to make a donation the day of the event and encouraged to put some money in the karma jar to help us build a hospice.


Martin Street P.S. Fall Fair 2019

September 21, 2019  Martin Street P.S.  11am - 3pm

Come out and join us for our 3rd annual Fall Fair! Enjoy Bouncy Castles, Cake Walk, Carnival Games, Silent Auction, Local crafters and artisan Vendors, FOOD TRUCKS, Entertainment, Face Painting, Balloon Animals, Book Sale, Popcorn and Cotton Candy. Wristbands are $20 for unlimited access to inflatables and games, or tickets can be purchased individually.


Battle of the Bands

September 21, 2019  Mohawk Chophouse  5:30pm - 10pm

Hosted by Food4Kids Halton, 3 bands will come together to compete for the title of "Best Band 2019"! Doors open at 5:30pm with a buffet dinner at 6pm. Sponsorship Opportunities are available. For more information call Gayle @ 905-469-3113 OR


MDHF Classic Golf Tournament

September 23, 2019  Rattlesnake Point Golf Club  11am - 8pm

Please join us at our 19th Annual Classic Golf Tournament in support of Milton District Hospital! As in past years, the tournament will retain its ‘scramble’ format with registration and BBQ lunch beginning at 11:30am followed by a 1:00pm shotgun start. Dinner with host wine, live and silent auction and prize announcements will follow at the clubhouse. With the help of our generous community of golfers, last year’s tournament quickly sold out and raised more than $93,000 to purchase essential medical equipment for the Milton District Hospital!

Pumpkins After Dark

Various Dates starting September 26, 2019  Country Heritage Park 7:30pm - 11pm

This Hallowe'en season, witness magnificent works of pumpkin artistry – 5,000 hand-carved pumpkins that illuminate the skies. It’s an unforgettable night of fun and enchantment for the whole family!


38th Annual Shrimpfest Gala

September 27, 2019  Le Dome Banquet Hall  6:30pm - 1am

An awesome gala hosted by Optimist Club Oakville with all you can eat Shrimp and roast beef and all the fixings, pasta, veggies and salads, the famous Pick 'n' Spin Game, free Photo Booth, incredible Silent Auction, and dancing to the tremendous band, Plan B


Doors Open Burlington

September 28, 2019  Musems of Burlington  10am - 4pm

Visit heritage sites, noteworthy buildings, and interesting locations all over Burlington – FREE of charge. Many of these buildings and locations will offer special activities and behind-the-scenes tours. Doors Open Burlington is organized by the Museums of Burlington and is part of Burlington’s Culture Days celebrations from September 27 – 29, 2019.


2019 Children's Wellness Conference of Canada

September 28, 2019  Sidrabene  9am - 4:30pm

Ready to play with over 100 audience members including brand sponsors, speakers, therapists, parents, caregivers, and businesses etc. who are all dedicated to the well-being of children – mind, body and spirit? As a parent/caregiver, you will be able to participate in the rich content from industry experts and businesses that you can tap into to support your children in real time! Every participant and exhibitor has access to an amazing selection of workshops that are both outdoor and indoor. Together, we will build stronger, healthier and more resilient children that will be supported by the Children’s Wellness Conference of Canada’s community! Cost is $75 per person and includes morning and afternoon snacks (so please bring a litter less lunch, reusable water bottle), coffee and tea, and a wine and cheese at day's end! Please note this is conference is for adults only ages 19+.


Arts Milton presents Milton Culture Days

September 28 and 29  FirstOntario Arts Centre Milton  9:30am - 5pm

Culture Days is a nationwide program in which cities and towns all across Canada invite their community to discover arts and culture through interactive, and behind the scenes activities. At Milton Culture Days you'll find more than 60 free activities for all ages including art, theatre, dance, music, technology and more!

Milton Fall Fair Baby Contest

September 29, 2019  Milton Fairgrounds  10am - 12pm

famiizuu is happy to announce that we will be Sponsoring the Milton Fall Fair Baby Contest again this year. Registration opens at 10am. Judging begins at 11am sharp! Contest is open to all little cuties from 0 -18months - boys and girls Click here for ALL for the detail including judging categories.

Barkfest of Campbellville

September 29, 2019  Mohawk Inn and Conference Centre  12pm - 5pm

This festival will be a community event to bring our locals and their furry family members together for an afternoon full of fun, dogs and socializing. From a dog costume contest, dog photographer, dog training demonstrations by Family Pet Services, dog grooming demonstration by TheDogGroomer, Nancy Johnson and a Mohawk Chop House and Horsemen's Lounge BBQ the day is sure to be a hit. Lots of Vendors on-site as well! The event is free, but we will be collecting donations for Northern Reach Rescue Network- Southern Connection.


Appleby Line Street Festival

September 29, 2019  Appleby Line  1pm - 5pm

We bring the community together by making the street come alive with activity on Appleby Line between New Street and Fairview Street. Join us for The Amazing Bed Race, family fun, classic cars, food trucks, vendors market, kids zone, plus more!