Halloween lands on Saturday, October 31, 2026, which means families across Durham Region can enjoy a full weekend of spooky fun. This guide rounds up the trunk-or-treat and family Halloween events happening across Durham Region, gives the honest picture on official trick-or-treat hours, and closes with an FAQ, safety tips and links to every official source. Every event listed here was verified against its host or an official listing in October 2026.
Official trick-or-treat hours by town
First, the honest answer: Ontario municipalities, including Oshawa and the other towns of Durham Region, do not set official town-wide trick-or-treat hours. Trick-or-treating simply happens on Halloween evening, October 31, usually starting as dusk falls (around 6 p.m.) and winding down around 8:30 to 9 p.m. Clocks fall back at 2 a.m. on Sunday, November 1, so expect an earlier, darker evening. Source: 2026 Canada trick-or-treat guidance and each municipal website linked below.
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Oshawa: No official town-wide hours published. The City supports Treat Accessibly, a grassroots movement encouraging inclusive, accessible trick-or-treating (source: oshawa.ca news).
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Whitby: No official town-wide hours published. The Downtown Whitby BIA hosts its own daytime Trick or Treat on October 31 (source: whitbybia.org).
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Ajax: No official town-wide hours published (source: the City of Ajax seasonal events page).
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Pickering: No official town-wide hours published (source: the pickering.ca Fall Fling page).
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Clarington: No official town-wide hours published. Check the Municipality (source: the Region of Durham tourism page).
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Scugog: No official town-wide hours published (source: scugog.ca).
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Uxbridge: No official town-wide hours published (source: the uxbridge.ca events calendar).
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Brock: No official town-wide hours published. Check Township communications.
Trunk-or-Treat and family Halloween events
Ten family-friendly trunk-or-treats and Halloween celebrations across Oshawa and Durham Region, verified against their hosts and official listings. Most run Saturday, October 24, with the downtown daytime events on Halloween itself.
1. Optimist Club of Oshawa Trunk or Treat
Host: Optimist Club of Oshawa. Date: Saturday, October 24, 2026 from 12 p.m. Address: see the event listing for the club location. Free. Source: the allevents.in Oshawa all events listing.
2. Halloween at the Harbour
Host: Oshawa Museum. Date: Saturday, October 24, 2026, 6 to 8 p.m. Address: Lakeview Park, 1450 Simcoe Street South, Oshawa. The museum's historic buildings host Halloween-themed family experiences. Source: DurhamRegion.com.
3. Adventures at the Boo-seum
Host: Scugog Shores Museum Village. Date: Saturday, October 24, 2026, 1 to 4 p.m. Address: 16210 Island Road, Port Perry. Pay what you can. Costumes and family activities. Source: scugog.ca and to-do-canada.ca.
4. WindReach Farm Halloween
Host: WindReach Farm. Date: Saturday, October 24, 2026, 5 to 9 p.m., with children's activities from 5 to 7 p.m. Address: 312 Townline Road, Scugog. $30 per car. Trick-or-treat trail, haunted house, wagon ride and barn dance. Source: to-do-canada.ca.
5. Prowl at the Park
Host: Jungle Cat World Wildlife Park. Date: Saturday, October 24, 2026, 4 to 8 p.m. Address: 3667 Concession Road 6, Orono, Clarington. Family-friendly trick-or-treating through the park, vendors, bonfire. Source: Durham Region tourism.
6. Soper Creek Wildlife Halloween Party
Host: Soper Creek Wildlife. Date: Saturday, October 24, 2026, sessions 9 to 11 a.m. or noon to 2 p.m. Address: 6706 Gibbs Road, Clarington. $15 plus HST per child ages 2 to 16, two accompanying adults free, additional adults $10 plus HST. Source: to-do-canada.ca.
7. Pickering Fall Fling
Host: City of Pickering. Date: Saturday, October 17 and Saturday, October 24, 2026, 11:30 a.m. to 3 p.m. Address: Millennium Square, One The Esplanade, Pickering. Pumpkin painting, costume contests, trick-or-treating, crafts. Source: pickering.ca.
8. Downtown Whitby BIA Trick or Treat
Host: Downtown Whitby BIA. Date: Saturday, October 31, 2026, 12 to 3 p.m. Address: participating downtown Whitby businesses. Free. Source: whitbybia.org.
9. FRIGHT NITE
Host: Uxbridge Historical Centre. Date: Saturday, October 31, 2026, 11 a.m. to 2 p.m. Address: see the Township of Uxbridge events calendar for the centre's location. Family Halloween celebration with crafts, stories and treats. Source: the uxbridge.ca events calendar.
10. Uxbridge BIA Spooky Saturday
Host: Uxbridge BIA. Date: Saturday, October 31, 2026. Address: downtown Uxbridge at participating locations. Trick-or-treat trail through local businesses. Source: the uxbridge.ca events calendar.
Farm and market Halloween fun
Six corn mazes, pumpkin patches, farm festivals and market stops across Durham Region and the Kawarthas this fall, each verified against its host or an official listing.
1. Pingle's Farm Market Harvest Festival
Host: Pingle's Farm Market. Runs September 12 to October 31, 2026 (weekends and select days), with a large corn maze, toddler maze, wagon rides and farm animals. Address: 1805 Taunton Road East, Hampton (Oshawa). Admission $8 to $29 depending on day and ticket. Source: pinglesfarmmarket.com 2026 Harvest Festival page.
2. Brooks Farms Fall Fun Festival
Host: Brooks Farms. Weekends September 12 to November 1, 2026 plus Thanksgiving Monday, 9 a.m. to 4 p.m. Pumpkin cannons, pig races, train rides, jumping pillows and corn maze. Address: 122 Ashworth Road, Uxbridge. Admission $21.48 to $26.48, children under 2 free. Source: brooksfarms.com fall festival page.
3. Cooper's CSA Farm and Maze
Host: Cooper's farm. Fridays October 2 to 30, 2026, 7 to 10 p.m., last entry 9:15 p.m. Shows and maze experiences at a working farm. Address: 266 Ashworth Road, Zephyr (Uxbridge Township). $24.83 online per person, ages 3 and under free, advance tickets only. Source: to-do-canada.ca GTA family Halloween guide.
4. Buzzing Bees Corn Maze
Host: Buzzing Bees. September 12 to October 31, 2026. Ten-acre corn maze in Sunderland, Brock Township. Source: to-do-canada.ca GTA family Halloween guide.
5. Uxbridge Farmers' Market Trick-or-Treat
Host: Uxbridge Farmers' Market. Sunday, October 25, 2026, 9 a.m. to 2 p.m. The last outdoor market of the season, with trick-or-treating at vendors and volunteers plus games, stickers and small toys. Costumes encouraged. Address: The Second Wedge Brewing Co., 14 Victoria Street, Uxbridge. Free. Source: uxbridgefarmersmarket.ca events page.
6. Watson Farms
Host: Watson Farms. Farm market open daily 9 a.m. to 6 p.m. this season at 2287 Durham Regional Highway 2, Bowmanville, with Halloween decorations and a pumpkin patch. Source: watsonfarms.ca. Note that no separate ticketed Halloween event is published for 2026.
Already wrapped this season
Two big early-season events have already come and gone: Oshawa Tourism's Boo Bash took over downtown Oshawa on October 17 from 1 to 10 p.m., and the Town of Ajax hosted Pumpkinville at Greenwood Conservation Area, 2290 Greenwood Road, Ajax, on October 17 from 11 a.m. to 5 p.m. Both are annual favourites to watch for in 2027.
FAQ
When is Halloween 2026?
What time should we go trick-or-treating?
Do we need to register our house to give out candy?
Are there accessible trunk-or-treat options?
Where can I find more events?
Safety tips
- Wear bright or reflective costumes, or add reflector tape, and carry a flashlight or glow stick.
- Inspect all candy before eating and toss anything unwrapped or suspicious.
- Cross at crosswalks and intersections and look both ways.
- Drivers, slow down in residential areas on Halloween evening.
- Keep costumes short and snug to avoid trips, and test face paint on skin beforehand.
- Older kids should trick-or-treat in groups and agree on a route and a curfew.
- Consider a teal pumpkin to signal allergy-friendly, non-food treats.
Official sources
- DurhamRegion.com: Halloween at the Harbour returns to Oshawa
- Downtown Whitby BIA events
- City of Pickering Fall Fling
- Township of Uxbridge events calendar
- Township of Scugog museum news
- Region of Durham tourism
- City of Oshawa news
- to-do-canada.ca GTA family Halloween guide
- 2026 Canada trick-or-treat guide
Happy Halloween from Willows Realty Group
Whether you are hitting a trunk-or-treat on October 24 or walking the neighbourhood on Halloween night, we hope your family has a safe and spooky weekend in Durham Region. New to the area or thinking about a move? Our Oshawa community guide, our Durham Region market snapshot and the relocating to Durham Region guide are good places to start, and we would love to help you find the right home in the right neighbourhood.
Call today to talk about your next move! Call Lisa or Keith at 905-985-9898.
By Keith Williams & Lisa C. Follows, Brokers, Willows Realty Group
Licensed Brokers and co-founders of Willows Realty Group in Port Perry, serving Durham Region, Kawartha Lakes and Northumberland County.
More Weekend Guides
Check back each week for a new Weekend Guide highlighting the best events across Durham Region. Previous editions are archived in the Weekend Guide category, including the October 23-25 edition with the Booseum and the final Uxbridge market, the October 16-18 edition with the Applefest and Pumpkinville and the Thanksgiving long weekend edition.
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Call today to talk about your next move! Call Lisa or Keith at 905-985-9898.