October Events in Trent Hills, Northumberland & Durham
Here’s your curated list of family fun and night out plans this month. Parades, markets, live music, hockey, skating you’ll find it all here. Updated weekly by Team Prata Real Estate, your local guides to life in Trent Hills, Northumberland County, and the Durham Region. Bookmark this page and share it with a friend!
Trent Hills | Northumberland County Events
WEEK 1 (October 1 – October 5)
Cobourg Ghost Walk
📅 Friday, October 2, 6:30pm & 8:00pm
Henley Arcade, 48A King Street West, Cobourg, ON
Dreamer – The Supertramp Experience
📅 Friday, October 2, 8:00pm
📍 Victoria Hall, 55 King Street West, Cobourg, ON
Witches Ball & Psychic Fair
📅 Saturday, October 3, Psychic Fair 10:00am–4:00pm | Witches Ball 6:00pm–11:00pm
📍 Lions Community Centre, 157 Elgin Street East, Cobourg, ON
Eve of Destruction
📅 Saturday, October 3, 1:00pm–6:00pm
📍 Brighton Speedway Park, 775 County Road 64, Brighton, ON
Port Hope Farmers’ Market
📅 Saturday, October 3, 8:00am–1:00pm
📍 56 Queen Street, Port Hope, ON
Dogs Do Magic – Canine Circus
📅 Sunday, October 4, 3:00pm
📍 Capitol Theatre, 20 Queen Street, Port Hope, ON
If you’re local to Durham and looking for something fun this week:
Durham Region Event
Bollywood Garba – Brooklin
📅 Friday, October 2, 6:30pm–11:00pm
📍 Brooklin High School, 20 Carnwith Drive West, Whitby, ON
WEEK 2 (October 6 – October 12)
Norwood Fall Fair – Saturday
📅 Saturday, October 10, 9:00am–5:00pm
📍 Norwood Fair, 48 Alma Street, Norwood, ON
Norwood Fall Fair Parade
📅 Saturday, October 10, 12:00pm
📍 Norwood Fairgrounds & Village of Norwood, 48 Alma Street, Norwood, ON
Norwood Fall Fair – Sunday
📅 Sunday, October 11, 9:00am–5:00pm
📍 Norwood Fair, 48 Alma Street, Norwood, ON
Norwood Fall Fair – Thanksgiving Monday
📅 Monday, October 12, 9:00am–5:00pm
📍 Norwood Fair, 48 Alma Street, Norwood, ON
Cobourg Ghost Walk
📅 Friday, October 9, 6:30pm & 8:00pm
📍 Henley Arcade, 48A King Street West, Cobourg, ON
Port Hope Farmers’ Market
📅 Saturday, October 10, 8:00am–1:00pm
📍 56 Queen Street, Port Hope, ON
If you’re local to Durham and looking for something fun this week:
Durham Region Event
Bollywood Garba – Pickering/Ajax
📅 Saturday, October 10, 6:00pm–11:00pm
📍 Pickering High School, 180 Church Street North, Ajax, ON L1T 2W7
WEEK 3 (October 13 – October 19)
Cobourg Ghost Walk
📅 Friday, October 16, 6:30pm & 8:00pm
📍 Henley Arcade, 48A King Street West, Cobourg, ON
Kilometers for Kids 2026
📅 Saturday, October 17, Check-in 8:30am | Opening 9:15am | Race 9:30am | Picnic & Prizes 10:45am
📍 Start: Victoria Hall, 55 King Street West, Cobourg, ON
Solitary Man – Celebrating the Music of Neil Diamond
📅 Saturday, October 17, 7:30pm
📍 Victoria Hall, 55 King Street West, Cobourg, ON
The Beatle Band
📅 Saturday, October 17, 8:00pm
📍 Lions Community Centre, 157 Elgin Street East, Cobourg, ON
GODDO – Who Cares Live
📅 Sunday, October 18, 7:30pm
📍 Victoria Hall, 55 King Street West, Cobourg, ON
Port Hope Farmers’ Market
📅 Saturday, October 17, 8:00am–1:00pm
📍 56 Queen Street, Port Hope, ON
If you’re local to Durham and looking for something fun this week:
Durham Region Event
Pickering Fall Fling
📅 Saturday, October 17, 11:30am–3:00pm
📍 Millennium Square Pickering, 590 Liverpool Road, Pickering, ON
Pickering Ghost Walk
📅 Saturday, October 17, 7:00pm–8:00pm & 8:15pm–9:15pm
📍 Pickering Museum Village, 2365 Concession Road 6, Pickering, ON
WEEK 4 (October 20 – October 26)
Westben Chalk Talk Concert – Story Within a Story
📅 Saturday, October 24, 2:00pm–4:00pm
📍 Westben West Schoolhouse, 6788 County Road 30, Campbellford, ON
Wesleyville Annual Ghostly Visit
📅 Saturday, October 24, 6:00pm–8:00pm
📍 Wesleyville Heritage Village, 2082 Lakeshore Road, Port Hope, ON
Cobourg Ghost Walk
📅 Friday, October 23, 6:30pm & 8:00pm
📍 Henley Arcade, 48A King Street West, Cobourg, ON
Carl Dixon – A Man of Titanium, Rock & Soul
📅 Saturday, October 24, 7:00pm
📍 Victoria Hall, 55 King Street West, Cobourg, ON
Sweet Water Country Music Series
📅 Sunday, October 25, 2:00pm
📍 Victoria Hall, 55 King Street West, Cobourg, ON
Cobourg Farmers’ Market
📅 Saturday, October 24, 9:00am–12:00pm
📍 Rotary Harbourfront Park, 35 Albert Street, Cobourg, ON
If you’re local to Durham and looking for something fun this week:
Durham Region Event
Pickering Fall Fling – Halloween Weekend Edition
📅 Saturday, October 24, 11:30am–3:00pm
📍 Millennium Square Pickering, 590 Liverpool Road, Pickering, ON
Hallowe’en Fest
📅 Saturday, October 24 & Sunday, October 25, daily programming; ticketed session times vary
📍 Pickering Museum Village, 2365 Concession Road 6, Pickering, ON
WEEK 5 (October 27 – October 31)
Cobourg Ghost Walk – Wednesday Night
📅 Wednesday, October 28, 6:30pm & 8:00pm
📍 Henley Arcade, 48A King Street West, Cobourg, ON
Cobourg Ghost Walk – Thursday Night
📅 Thursday, October 29, 6:30pm & 8:00pm
📍 Henley Arcade, 48A King Street West, Cobourg, ON
Back Out of Hellowe’en – Ultimate Meat Loaf Tribute
📅 Thursday, October 29, 7:30pm
📍 Victoria Hall, 55 King Street West, Cobourg, ON
Cobourg Ghost Walk – Halloween Eve
📅 Friday, October 30, 6:30pm & 8:00pm
📍 Henley Arcade, 48A King Street West, Cobourg, ON
Cobourg Ghost Walk – HALLOWEEN NIGHT
📅 Saturday, October 31, 6:30pm & 8:00pm
📍 Henley Arcade, 48A King Street West, Cobourg, ON
Creedence Clearwater Arrival – Ultimate CCR Tribute
📅 Saturday, October 31, 8:00pm
📍 Victoria Hall, 55 King Street West, Cobourg, ON
If you’re local to Durham and looking for something fun this week:
Durham Region Event
Pickering Paranormal Tour
📅 Thursday, October 29, evening tour; exact session time varies by ticket
📍 Pickering Museum Village, 2365 Concession Road 6, Pickering, ON
Spooktacular Kids Halloween Party
📅 Saturday, October 31, 12:00pm–2:00pm
📍 Boston Pizza Ajax