Chudleigh’s Entertainment Farm, 9528 Regional Road 25, Halton Hills, Halton
August 27, 2026 To October 25, 2026
$0 - $18.50
The farm is a place for families to not only select their own apples, but to enjoy a taste of country life. Read more…
Springridge Farm, 7256 Bell School Line Milton
September 5, 2026 To October 31, 2026
(905) 878-4908
$10 to $19
Celebrate the season here in everybody’s favourite Fun Farmyard with Wagon Rides, Pedal Tractors, Tube Slides, and hikes to the Escarpment Lookout. Read more…
Main Street, Downtown Milton
September 12, 2026
(905) 876-2773
Free
For one night only, Downtown Milton is transformed into a car lovers paradise. Read more…
Burlington Centre, 777 Guelph Line, Burlington
September 12, 2026 To September 27, 2026
General Admission: $28.99/person
The Royal Duck Bounce Park is bringing giant inflatables, slides, and family fun for all ages. Read more…
Royal Botanical Gardens, 680 Plains Road West, Burlington
September 12, 2026 To September 26, 2026
905 527 1158
$25 / session + service fee & HST
Awaken to the wonders of the body and mind, and journey into the day with a sense of well-being and inner strength. Read more…
The Great War Flying Museum, 13691 McLaughlin Road, Cheltenham
September 13, 2026
$5 to $20
Our annual Airport Day fundraiser is your last chance to see our World War One artefacts and replica aircraft before we close for the season. Read more…
Hidden lake Golf Club, 1137 #1 Side Road, Burlington
September 14, 2026
400-1600
Melanoma Canada’s Golf & Grill returns at Hidden Lake for an Unforgettable Day of Championship Golf and Culinary Excellence Get ready, Toronto! Melanoma Canada is proud to… Read more…
30 Park Ave, Acton
September 18, 2026 To September 20, 2026
$10 to $15
Acton Fall Fair is an annual community event featuring 4H competitions, truck and tractor pulls, horse shows, heavy horse pulls, games and midway rides, local vendors, homecrafts… Read more…
4 Routes, Halton Hills Region
September 19, 2026
$25 & up
Tour the Hills is an annual cycling fundraising event for Cancer Assistance Halton Hills – a non-profit organization that provides transportation services as well as personal and practical… Read more…
Sheridan Conference Centre, Hall A–E, 1400 Trafalgar Road Oakville
September 19, 2026
$0.00
Find the right educational fit for your child, all in one afternoon. Read more…
Hendrie Park, 680 Plains Road West, Burlington
September 19, 2026
905 527 1158
$22-$27
Join us for the 6th Annual Green Angels Movie Night fundraiser like never before! Doors open at 5:30 p.m. Read more…
Appleby College, 540 Lakeshore Rd W, Oakville
September 20, 2026
$50 Registration fee
Everyone is welcome to sign up and join us on the field for the 2026 motionball Marathon of Sport Oakville on Sunday, September 20th at Appleby College. Read more…
Country Heritage Park,8560 Tremaine Rd, Milton
September 25, 2026 To November 1, 2026
$15.95 & up
Pumpkins After Dark is an award-winning outdoor Halloween experience featuring thousands of hand-carved pumpkins, illuminated displays, immersive walkthroughs, live pumpkin carving demonstrations, seasonal food and beverages, photo… Read more…
Milton Fairgrounds, 136 Robert St., Milton
September 25, 2026 To September 27, 2026
9058785689
2026 Fair Theme: Urban Agriculture. Read more…
Bronte Creek Provincial Park, 1219 Burloak Drive, Oakville
September 26, 2026 To September 27, 2026
Park Admission
Come and join us for our fall harvest festival. Learn about harvest time on the Victorian farm, press apples, help winnow wheat and much more. Read more…
Hendrie Park, 680 Plains Rd W, Burlington
October 3, 2026 To October 4, 2026
Free
2 DAYS OF FREE FAMILY FUN, for all ages–because great tales never grow old! Meet Canada’s leading children’s authors, illustrators, storytellers, and musicians. Read more…
Toronto