Queen Street, Stratford
April 21, 2026 To November 1, 2026
Varies
North America’s largest classical repertory theatre, presenting the works of William Shakespeare and other great writers. Read more…
21 Apr
ON Festivals -
25 Sep
Various locations in Kitchener
September 25, 2026 To October 17, 2026
Free and ticketed
Kitchener-Waterloo Oktoberfest is Canada’s Greatest Bavarian Festival celebrating over 50 years of great local tradition. Read more…
26 Sep
Muskoka Lakes Farm & Winery, 1074 Cranberry Road, Bala
September 26, 2026 To October 25, 2026
705-762-3203
$5 to $67
Visit Cranberry Marsh and take part in an experience that is unique in Northern America!! See how 27 acres of marsh that produce around 300,000-400,000 lbs of cranberries are… Read more…
01 Oct
Discovery Harbour, 93 Jury Drive, Penetanguishene
October 1, 2026 To October 31, 2026
705-526-7838
$13 - $15
Join us this October at Pumpkinferno, where Discovery Harbour transforms into a glowing autumn wonderland featuring more than 5,000 artificial “fun‑kins,” dazzling lights, music, and interactive activities.… Read more…
02 Oct
Various Venues, Ontario
October 2, 2026 To December 5, 2026
$29 & up
The Ontario festival of Small Halls will feature a wealth of Canadian artists at numerous venues in the Ottawa Valley and beyond. Read more…
03 Oct
Low Square, 127 Raglan Street South, Renfrew
October 3, 2026
Free to $2
Renfrew’s Craft Beer and Food Truck Festival. Read more…
03 Oct
Concordia Club, 429 Ottawa St S, Kitchener
October 3, 2026
5199044628
All-Day Pass $67.70
30+ hot sauce makers, craft beer, cocktails, festival food, live wrestling, tattoos, spicy surprises, and Canada’s biggest selection of Hot Ones sauces. Read more…
03 Oct
Various locations, Haliburton County
October 3, 2026 To October 11, 2026
289-440-8696
Free
Join us for the 39th annual Studio Tour – Haliburton Highlands where you will see over 40 new and returning artists in 26 studios as they open… Read more…
03 Oct
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…
15 Oct
Various locations in Kingsville
October 15, 2026 To October 18, 2026
Free
Celebrate migration, heritage, nature conservation and Jack Miner during the annual Kingsville Migration Festival. Read more…
16 Oct
Maple Avenue, Bala
October 16, 2026 To October 18, 2026
$5 to $15
Since 1984, a dedicated group of volunteers has ensured the Bala Cranberry Festival is an event that can’t be missed. . It is a fun filled weekend for everyone,… Read more…
22 Oct
Various Venues, Ottawa
October 22, 2026 To October 25, 2026
Varies
Canada’s Festival of Ideas presenting entertaining and passionate discussions with the world’s leading thinkers. Read more…
23 Oct
Ken Seiling Waterloo Region Museum, 10 Huron Road, Kitchener
October 23, 2026
$22.57
Calling all teenagers for a night of pumpkin carving, music, mocktails, and spooky activities across Doon Heritage Village! Read more…
06 Nov
Exhibition Place, Princes' Boulevard, Toronto
November 6, 2026 To November 15, 2026
416-263-3400
Free to $41.08 +fees
The Royal Agricultural Winter Fair takes place every November in the City of Toronto. Read more…
29 Jan
Various Venues, Toronto, ON
January 29, 2027 To February 11, 2027
$20 to $75
Toronto’s winter culinary celebration offers the perfect opportunity to discover delicious cuisine at more than 200 restaurants and experience unique culinary events. Read more…