Annual Events
SPRING EVENTS
Ontario Power Plant Art Gallery Sundays (All Year)
Ontario Power Plant March Break Events (March)
Purple Woods Maple Syrup Festival (March)
Sunderland Maple Syrup Festival (April)
Soccer Registration (April-May)
Easter Parade Pickering (April)
Beaches Easter Parade Toronto (April)
Safety Village Easter Eggstravaganza (April)
Toronto Zoo Easter (April)
Easter Egg Hunt Port Perry (April)
Easter Scavenger Hunt Newcastle (April)
Easter Eggstravaganza Oshawa Airport (April)
Easter Bunny at Oshawa Center (April)
Pringles Farm Easter (April)
Easter Bunny Paid photos with Fairy at Pickering Mall (April)
Uxbridge Huck Finn Fishing and Parade (April)
Spring Art Festival Camp Samac Oshawa (April)
Tree Planting Take Pride In Pickering (April)
Float Your Fanny Down the Granny River Race Port Hope (April 3rd week)
Tea Fundraiser for Mentoring Programs Haydenshore (April)
Diva Night Downtown Shopping Port Perry (April)
Safety Village Bike Safety Day (May)
Bidii Children’s Chairty Event (May)
Free Comic Book Day (May)
Rooftop Campout Scougog Firefighters (May)
Home & Lifestyle Show Newcastle (May)
National Youth Week Pickering Events (May)
Feathered Friends Migration Festival GM Headquarters Oshawa (May)
Trafalgar Castle School Open House (May)
Annual Humane Society Whitby Open House (May)
Annual Mustang Show & Shine Marigold Ford Lincoln Whitby (May)
Annual Artfest Pickering Esplanade Park (May)
Northview Community BBQ (May)
Doors Open Whitby (May)
Ajax Trailfest (May)
Blackstock Annual Car & Truck Show (May)
Mother’s Day Toronto Zoo Event (May)
Wing Festival Pickering (May)
Maplefest Bowmanville (May)
Annual Cause For Celebration Keswick (May)
Rose of Durham Community Picnic (May)
Petapaloza Pet Tradeshow Pickering Grand Valley Park (May)
Annual Native Pow Wow Port Hope (May)
SUMMER EVENTS
Ontario Power Generation Tuesdays On The trail (various Tuesdays all summer)
June Is Recreation Month Free Fitness, Swims and More (June)
Free Time Horton’s Public Swims Durham Pools (June-Aug)
Concerts In The Park Oshawa (June – Aug)
Summer Music Series Station Gallery Whitby (June – Aug)
Music in the park Whitby (June – Aug)
Brooklin Music in the park (June – Aug)
Concerts in the park Bowmanville, Ajax, Newcastle, Newtonville, Port Perry (June- August)
Concerts at Lakefront Pickering (June-Aug)
Pride Week Events & Parade (June 1st week)
Brooklin Spring Fair (1st weekend in June)
Annual Canoe the Nonquon Port Perry (June)
Doors Open Northumberland (June)
Rocking Ribs Festival Bowmanville (June)
Oshawa Children`s Community Fair (June)
Pickering Rotary Ribfest (June)
Peony Festival Oshawa (June)
Fire Safety Day Oshawa (June)
Ajax Home Week Festival (June)
Dragon Boat Festival Pickering (June)
Courtice Flea Market Birthday bash (June)
Fiesta Week & Parade (June Father’s Day Weekend)
Orono Dog Show (June)
Summerfest Bowmanville (June)
Tank Saturdays Oshawa Airport (June – Aug)
Kal Tire Show & Shine (June)
Durham Caribbean Festival Ajax (June)
Dragon Boat Festival Port Perry (June)
Festival of smiles Bowmanville (June)
Pickering Museum Fun Saturdays (June – Aug)
Roar By the Shores Car Show Port Perry (June)
Durham Caribbean Festival Ajax (June)
Dairy Farmers of Ontario Open House Loa-De-Mede Farm Oshawa (June)
Rubber Duck Race Bowmanville (June)
Annual Auto fest Soap Box Derby Oshawa (June)
SU’s Great Rubber Duck Race Ajax (June)
Whitby Blues Festival & Car Show (June)
Metis Festival Oshawa (June)
Teddy Bear Day Train Ride York-Durham Heritage Railway – Kids ride free with teddy (June)
Roar By the Shores Port Perry (June)
Doors Open Clarington (June)
Adventure Car Rally Uxbridge (June)
Annual Multiculturalism Day Whitby Mental Health Building (June)
TD Summer Reading Club Days All Durham Libraries (June)
Canadian Forces Day at Uxbridge Train Station (June)
Summer Outdoor Movies R Farm Newcastle (Summer)
Port Perry Museum Summer Events (July – Aug)
Canada Day celebrations (July 1st Most lakefronts & Cities)
Drowning Prevention Day Oshawa (July)
Summer Concert Series Pickering (July– Aug)
Whitby Ribfest (July)
Orono Rodeo (July)
Hands On Saturdays At Port Perry Museum (July –Aug)
Dog Days Festival Port Perry (July)
Drowning Prevention Day (July)
Annual Indian Food Festival Ajax (July)
Annual Wooden Boat Festival Newcastle (July)
Morgan Horse Heritage Centre Open House (July)
Annual San Sculpture Festival Oshawa (July)
Summer Artfest Brooklin (July)
Gardens of Uxbridge Tour (July)
Annual Pow Wow Port Perry (July)
Hands Across Scougog Port Perry (July)
Whitby Ajax Garden Project Summer Open House (July)
Annual Fishing Derby Oshawa Camp Samac (July)
Kid Tastic Saturday Character Meets Toronto Zoo (July – Aug)
Culture Night Oshawa (July-Aug)
Annual Carwash Fundraiser Bulldog Auto Whitby (July)
Community Family Fun Day Oshawa (July)
Blackstock Tractor & Truck Pull (July)
Pickering Carnival (July)
Annual Family Day & Open House Pentecostal Church Ajax (July)
Orono Case Rodeo (July)
Toronto Zoo Character Meets Saturdays (July – Sept)
Family Movies Newcastle Library (Jul-Aug)
Movies in the park Whitby (Jul- Aug)
Keene Rodeo (Long weekend July-August)
Lake Scougog Regatta Caesarea (Aug long weekend)
Harbour Day Whitby (August)
Bikes on Bond Oshawa (Aug)
Annual Pickering Food Truck Festival (Aug)
Port Hope Arts Festival (Aug)
Taunton Mills Summer Fun Festival Whitby (Aug)
Blackstock Fair and Demo Derby (Aug)
Annual Orono Antique Street Festival (Aug)
Durham Festival Pickering: Dusk dances, harbour Day festival, arts festival (Aug)
Farmer’s Harvest Festival Oshawa (Aug)
Kars on King Oshawa (Aug)
Autofest Oshawa (Aug)
Annual Brits on The Lake Port Perry (Aug)
Summer Corn Festival & Jamboree Courtice Flea Market (Aug)
Durham Festival Arts Bowmanville (Aug)
Taste Durham Food Festival Oshawa/Ajax (Aug)
Family Day at Ajax Downs Racetrack (Aug)
Take Back the Lake Paddle & Pint Port Perry (Aug)
Annual Pagan Day Picnic in the Park (Aug)
Pioneer Day Scougog Shores Museum (Aug)
Day Out With Thomas The Train Uxbridge Train Station (Aug)
Midway in Oshawa (Aug)
Indian Music Festival Port Perry (Aug)
Bluesberry Bowmanville (Aug)
Character Meet and Greet at The CNE (Aug – Sept)
Bark In The Park Dog Festival Bowmanville (Aug)
Jazz and Blues festival (Aug)
Santa Rides the Rails Uxbridge Train Station (Aug)
FALL EVENTS
Ribfest Oshawa (Sept)
Health Fair Open House Bowmanville (Sept)
Port Perry Fair (Sept)
Teddy Bear Day Train Ride York-Durham Heritage Railway – Kids ride free with teddy (Sept)
Fall Classic Car Show Courtice Flea Market (Sept)
Annual BBQ & Tour de Perry Trike Race Port Perry (Sept)
Orono fair (Sept)
Port Hope Jazz Festival & Parade (Sept)
Port Hope Fair (Sept)
Santa Breakfast Oshawa (Sept)
Community Tree Planting Ajax (Sept)
Grandparents ½ Price Heritage Railway Day (Sept)
Uxbridge Fall Fair (Sept)
Beaverton Fall Fair (Sept)
Educators ½ price Day at Toronto Zoo (Sept)
Spirit Walk Pickering Museum Village (Sept)
Brooklin Harvest Festival (Sept)
Port Perry Town & Country House Tour (Sept)
Kids with Teddies Ride Heritage Railway Free (Sept)
Pickering Rec Centre Anniversary Celebration (Sept)
Haydon Hoedown (Sept)
Spirt Walks Greenwood (Sept- Oct)
Ajax Tree Planting & Clean Up (Sept)
Birds, Beavers & Butterflies Nature Festival (Sept)
Bowmanville Street Hockey Tournament (Sept)
Scouts/ Beavers Sign up (Sept)
Doors Open Oshawa (Sept)
Pickering Tree Planting (Sept)
Altona Forest In The Fall (Sept)
Epilepsy Annual Fire Truck Pull Bowmanville (Sept)
Cadets Sign up (Sept)
Watson’s Farms Applefest (Sept)
Orono Chilli Cook off (Sept)
TD Tree Planting (Sept)
Culture Days Durham (Sept)
Chilli Cook Off Port Perry (Sept)
Free Ringette Tryout Oshawa (Sept)
Seagrave Community Picnic (Sept)
Whitby Heritage Day (3rd Weekend of Sept)
Conant complex community Fair (last weekend of Sept)
Battle of Britain Parade (Sept)
Free Toronto Science Center Day (Sept)
2nd Marsh Oshawa Clean Up – Community Service (Oct)
Fall Art Festival Camp Samac (Oct)
Applefest Bowmanville (Oct)
Halloween Train Ride York-Durham Heritage Railway – Kids ride free in costume (Oct)
Free Ringette Try Out Whitby (Oct)
Fire Prevention Week (Oct)
Newcastle Harvest festival (1st weekend of Oct)
Cineplex Free Movie Community Day (Mid Oct)
Doors Open Pickering (Oct)
Magic In The Woods Pickering (Oct)
Halloween Fun At The Courtice Flea Market (Oct)
Annual Model Train Show Bowmanville (Oct)
Whitby Fire House Open House (Oct)
Halloween Hijinks Pickering Museum (Oct)
Pumpkinville Greenwood Conservation Area Ajax (Oct)
Uxbridge Historical Centre Halloween Event (Oct)
Reapers haunted mansion Whitby (mid Oct to early Nov)
Ganaraska Halloween Howl (Oct)
Cannington Haunted Trail & Maze (Oct)
Toronto Boo at the Zoo Halloween kids free with paying adult (last 2 weekends of Oct)
Altona Forest Festival of Colours (Oct)
Reaper’s Mansion Parade & Haunted Attractions (Oct)
Durham Regional Police Children’s Games (Oct)
Cineplex Community Free Movie Day (Oct)
Trafalgar Castle Open House & Haunted Castle (Oct)
Halloween Event WindReach Farm (Oct)
Annual Pumpkin Giveaway Bryson Insurance (Oct)
Pumpkin Bee Orono (Oct)
Historical York Durham Heritage Railway Kids ride free Halloween Train (Oct)
Safety Village Halloween Trick or Treat Open House (2nd last weekend of Oct)
Courtice Flea Market Halloween Event (Oct)
Annya Miller Photography's annual charity photo session free Halloween picture (late October)
Haunted House on Masson St Oshawa (Oct)
Trick or treat at the library Clarington (Oct 31st)
Haunted House Bowles Dr Ajax (Oct)
Pickering Fellowship Halloween Festival (Oct)
Emerald`s Avenue Halloween Haunted Maze (Oct 31st)
Kids Halloween Carnival Bridge Church for all nations Pickering (Oct)
Kids Halloween Party Oshawa Canadian Corps Association (Oct)
Haunted Gallery Newcastle A Gift Of Art (Oct 31st)
Halloween Comic fest Whitby (Oct 31st)
Haunted House Kids Walkthrough Masson St Oshawa (Day after Halloween)
Diwali Festival of Lights (Nov)
Remembrance Day parades Ajax & Pickering (Nov)
Remembrance Day Ceremonies in Orono, Newtonville, Oshawa, Whitby, Brooklinx2, Ajax, Pickeringx2 (Nov)
Toronto Zoo Remembrance Day Ceremony free before ceremony (Nov 11th)
WINTER EVENTS
Knox Farms Santa visits (registration starts Nov, visits Nov-Dec)
Silent Santa at Oshawa Mall & Pickering (Nov & Dec)
Santa at Pickering Mall (mid nov)
Safety Village has Santa Open House (2nd Sat in Nov)
Bowmanville Christmas Parade (2nd weekend in Nov)
Newcastle Christmas Parade (2nd Sun of Nov
Santa at Oshawa Center Mall (after parade)
Port Perry Tree Lighting (3rd Fri in Dec)
Oshawa Tree Lighting & Parade 3rd Fri/ Sat in Nov)
Orono Christmas Parade (3rd Sat in Nov)
5 points Mall Santa (3rd Sun in Nov)
Santa at the Oshawa Center (3rd Sun in Nov)
Newtonville Tree Lighting (3rd Sun in Nov)
Courtice Tree Lighting (4th week in Nov)
Mom Café Annual Open House (Nov)
Rose of Durham Open House (Nov)
Christmas in Village of Brooklin Tree Lighting (Last Fri in Nov)
Port Hope Tree Lighting (Last Fri in Nov)
Newcastle Breakfast with Santa (Nov)
Pickering Santa Clause Parade (Last Sat in Nov)
Ajax Santa Clause Parade / Tree Lighting (Last Sat in Nov)
Port Hope Christmas Parade (Last Sat in Nov)
Breakfast with Santa Newcastle (Last Sat of Nov)
Christmas Concert Maple Grove United Church (Nov)
Trafalgar Castle Breakfast with Santa (Last Sat in Nov)
Annual Gingerbread Decorating Event (Last Sun in Nov)
Clarington Community Christmas Party (Last Sun in Nov)
CP Holiday Train (Last Week in Nov)
Santa Meet Downtown Port Perry (Nov – Dec)
Santa Train Rides York-Durham Heritage Railway (Nov / Dec)
Eniskillen/Haydon/Tyrone Tractor Farmers Parade (1st week of Dec)
Pickering Ilona Park Road Houses with Christmas lights (1st week of Dec – 1st week of Jan)
Christmas Moonlight Madness & Tree Lighting Bowmanville (1st Fri in Dec)
Pickering Tree lighting (1st Fri in Dec)
Whitby Tree Lighting (1st Fri in Dec)
Whitby Christmas parade (1st Sat in Dec)
Annual Lamplight Tour Oshawa Museum (1st Sat in Dec)
Santa`s Workshop Courtice Flea Market (1st weekend in Dec)
Breakfast with Santa Oshawa Lions Club (1st Sun in Dec)
Breakfast with Santa Destefano Funeral Home Oshawa (1st Sun in Dec)
Port Perry Christmas Parade (1st Sun in Dec)
Courtice Santa Clause Parade (1st Sun in Dec)
Santa at Pringle’s Farm (1st weekend in Dec)
Christmas in the village Pickering Museum (1st Sun in Dec)
OPG Winterfest Family Celebration (2nd Sat in Dec)
Pancake Breakfast with Santa for kids ASD (2nd Sat in Dec)
Children’s Old Fashioned Christmas (2nd Sun in Dec)
Free Breakfast with Santa Milestone Christian Centre AJAX (3rd Sat in Dec)
New Years Eve Family Countdown Pickering (Dec 31st)
New Year at Legends Oshawa (Dec 31st)
Ajax Family New Year’s Eve Party community Centre(Dec 31st)
Whitby Family New Year’s Eve event Iroquois Park Centre (Dec 31st)
Polar Bear Plunge Oshawa (Jan 1st)
Clarington Polar Bear Plunge (Jan 1st)
Dog Sled Races & Winter Festival Cannington (Jan)
Annual Feb Fest Port Perry (Feb)
Ajax Winterfest (Feb)


















