May
- 26-28: Mel Brown Festival @ Kitchener-Waterloo
- 27: Hohner Avenue Porch Party (Kitchener)
June
- 1-4: Open Ears Festival (Kitchener)
- 2-4: Niagara Regional Exhibition (Welland)
- 2-3: Handmade Market (some Live Music) (Niagara Falls)
- 3: Downtown Milton Summer Fest
- 8-17: Hamilton Arts Week
- 8-11: Mudcat Festival (Dunnville)
- 9-17: In the Soil Arts Festival (St. Catharines)
- 9-10: Handmade Market (some Live Music) (Niagara Falls)
- 9-11: Multicultural Festival (Guelph)
- 9-10: Norfolk Night Market with Live Music
- 9-10: Norfolk Country Fairground Festival $25
- 10: Concession Streetfest (Hamilton)
- 10: Ancaster Heritage Days
- 10: Georgetown Highland Games
- 11: Grand Porch Party (Waterloo)
- 15-18: Sound of Music Festival (Burlington)
- 16-18: FrancoFEST (Hamilton)
- 16-18: Niagara Falls Ribfest
- 16: Cambridge Celebration of the Arts @ City Hall
- 17: Concession Street Sidewalk Sounds (Hamilton)
- 18: Open Streets Hamilton
- 18: For the Love of Fathers and Food Trucks (Milton)
- 23-25: Artsfest (Hamilton)
- 24-25: KW Multicultural Festival (Kitchener)
- 24: Art on the Street (Guelph)
- June 25-Aug 17: Boris Brott Music Festival
- 28-30: Milton Ribfest
July
- June 25-Aug 17: Boris Brott Music Festival
- 15: Concession Street Sidewalk Sounds (Hamilton)
- It's Your Festival (Hamilton)
- Sundays Unlocked (Hamilton)
- Burlington Canada Day Celebrations
- Oakville Canada Day Celebrations
- Brantford Canada Day Celebrations
- Cambridge Canada Day Celebration
- Kitchener Canada Day Celebrations
- Waterloo Canada Day Celebration
- Oh Canada Ribfest (Waterdown)
- Rock 'N Blues on the Battlefield (Thorold)
- Arthur Village 150th Birthday Celebration (Arthur, ON)
- Welland Floatfest
- Brantford International Villages Festival
- Kultrún World Music Festival (Kitchener)
- Georgetown Ribfest
- Cruising on King (Kitchener)
- Pelham Summerfest
- Because Beer Festival (Hamilton)
- Welland Ribfest
- Cambridge Scottish Festival
- Norfolk Ram Rodeo
- Something Else! Festival of Creative Music (Hamilton)
- Hamilton Fringe
- Niagara Jazz Festival
- Dusk Dances (Hamilton)
- Grand River Pow Wow (Ohsweken)
- Hillside Festival (Guelph)
- Uptown Waterloo Jazz Festival
- Hagersville Rocks
- Festival of Friends (Hamilton)
- Ancaster Ribfest
- St. Catharines Ribfest
- Canal Days Marine Heritage Festival (Port Colbourne)
- Friendship Festival (Simcoe)
- Halton Black History Awareness Freedom Celebration Festival (Burlington)
- Pirate Festival (Guelph)
- Kitchener Ribfest & Craft Beer Show
- Jazz in the Creek + Car & Motorcycle Show @ Stoney Creek
- Oakville Family Ribfest
August
- June 25-Aug 17: Boris Brott Music Festival
- 18-19: Paris Drinks Fest
- 19: Concession Street Sidewalk Sounds (Hamilton)
- Dunnville Fair
- Sundays Unlocked (Hamilton)
- Oakville's Children's Festival
- Festival of Friends (Hamilton)
- Guelph Fringe Festival
- Kitchener Blues Festival
- Brantford Ribfest
- Bash on Nash (Hamilton)
- Cambridge Ribest
- ArtsWest (Hamilton)
- Fergus Scottish Festival
- Summer Streetfest (Woodstock)
- Hamilton Latino Festival
- Niagara Music & Food Expo Street Party (Niagara Falls)
- 13 for 13 Festival (Niagara Region)
- Mount Forest Fall Fair
- Hamilton Ribfest
- Hamilton Greek Fest
- Dundas Cactus Festival
- Riverfest (Elora)
- Jarvis Fest
- Norwich Tractor Pull
- Strummerfest (In memory of Joe Strummer) (Waterloo)
- Port Dover Summer Festival
- Waterloo Busker Carnival
- Winona Peach Festival
- Jalopy Jam Up (Rockton)
- Guelph Ribfest
- Motors ‘N Music (Car Show & Music Festival) (Grassie)
- Jazz in the Creek + Car & Motorcycle Show @ Stoney Creek
- 905 Fest (Hamilton)
September
- 16: Concession Street Sidewalk Sounds (Hamilton)
- Rock 'N Rumble (Thorold)
- Niagara Greek Festival
- Canada's Largest Ribfest (Burlington)
- Country Heritage Park Fall Fair (Milton)
- WelcomeFest (Waterloo)
- African Women Acting Festival (Niagara Falls)
- Stupercrawl (Hamilton)
- Labour Day Parade and Picnic
- Kerrfest (Oakville)
- Arthur Fall Fair
- Guelph Poutine Feast
- Cambridge Fall Fair
- Supercrawl (Hamilton)
- The West Niagara Fair (Grassie, ON)
- Georgetown Fall Fair
- Aberfoyle Fall Fair
- Welly Cask Fest(Guelph)
- Doors Open Burlington
- Wellesley Township Fall Fair
- Welland Poutine Feast
- Guelph Jazz Festival
- Jazz in the Creek + Car & Motorcycle Show @ Stoney Creek
- Binbrook Fall Fair
- Biketoberfest (Welland)
- Hope in the Street (Guelph)
- Fergus Fall Fair
- Belmont Village Bestival (Kitchener)
- South Coast Jazz (Port Dover)
- Radfest (Milton)
- Head for the Hills Craft Beer Festival (Georgetown)
- Harvest Pioneer Day (Lincoln)
- Sundays Unlocked (Hamilton)
- Ancaster Fair
- Milton Fall Fair.
- Niagara Grape & Wine Festival
- Hops and Harvest Festival (Milton)
- Enchanted Forest of Fergus
- Blocktoberfest (St. Jacob's)
- Ottawa Street Sidewalk Sale
- Fall Rural Romp (Rockwood)
- Telling Tales Festival (Rockton)
- Schneider Creek Porch Party (Kitchener)
- Tesla Electric City Festival (Hamilton)
- Appleby Street Festival (Burlington)
- Brantford International Jazz Festival
- Culture Days (Across Canada)
- Oktoberfest (Kitchener)
- Caledonia Fair
- OktoberWest
- Paris Night Market (Fall Edition)
October
- 12-21: AGH (Art Gallery of Hamilton) Festival
- Ottawa Street Fall Fest Block Party (Hamilton)
- Applefest Fall Fair (Burlington)
- Flamborogh Chili Fest
- Cicada Music Festival (St. Catharines)
- Culture Days (Across Canada)
- Oktoberfest (Kitchener)
- Caledonia Fair
- OktoberWest
- Paris Night Market (Fall Edition)
- Norfolk County Fair (Simcoe)
- Erin Fall Fair
- Rockton World's Fair
- Balls Fall's Thanksgiving Festival
- Canal Bank Blues Festival (Thorold)
- AGH Festival (Hamilton)
- Waterford Pumpkinfest
November
- 17-19: Handmade Market (some Live Music) (Niagara Falls)
- Arts Dundas Weekend
- Fresh Up R&B Festival (Hamilton)
- Pints & Plaid: Beer Festival (Port Dover)
- Winter Wonders (Live Music Tent) (Burlington)
- International Pop Overthrow (Hamilton)
- Winter Wander (Hamilton)
December
- Winter Wonders (Live Music Tent) (Burlington)
- Let it Glow - A Celebration of Light (with some Live Music) @ St. Catharines & Port Dalhousie
- Downtown Milton Holiday Fest
- Winter Wonders (Live Music Tent) (Burlington)
- Let it Glow - A Celebration of Light (with some Live Music) @ St. Catharines & Port Dalhousie
- Wrapped in Local (Caledonia)
- Niagara Falls Music Live
2024
January
- Hillside Inside (Guelph)
- Hamilton Winterfest
- Frost Bites (Hamilton)
- Taste of Oakville (some live music)
- Inside & Outside Family Day Festival (Dundas)
- I Heart Beer & Taco Festival (Hamilton)
- Soupfest (Hamilton)
March
- Winter Beer Festival (Burlington)
- Taste of Oakville (some live music)
- Irish Life Festival (Kitchener)
- Food & Drink Fest (Hamilton)
- Heart of Ontario Tour (Paris)
- Heart of Ontario Tour (Milton)
- Heart of Ontario Tour (Binbrook)
- KW Wine & Food Show
April
- SCHTICKY FEST - Rural Roots Music Festival (Elmira)
- Eat and Drink Norfolk
- Hamilton Music Festival
- Elvis Festival (Niagara Falls)
- Gainfest (Guelph)
- Doors Open Guelph
May
- 2Rivers Festival (Guelph)
- Why Not Wine, Wine Tasting Festival (Hamilton)
- Sew Hungry (Hamilton)
- Binbrook Ribfest
- Concession Street Sidewalk Sounds (Hamilton)
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