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Kids trick-or-treating at a trunk-or-treat event in Durham Region

2026 Trunk-or-Treat and Trick-or-Treat Guide for Durham Region

By Keith Williams & Lisa C. Follows, Brokers, Willows Realty Group

Halloween lands on Saturday, October 31, 2026. This guide covers verified trunk-or-treat and family Halloween events across Oshawa and Durham Region, plus an FAQ, safety tips and official sources.

Key takeaways

  • Ontario municipalities, including Oshawa and the other towns of Durham Region, do not set official town-wide trick-or-treat hours. Families typically head out around 6 p.m. as dusk falls and finish by 8:30 to 9 p.m. on Halloween evening, October 31.
  • Ten verified trunk-or-treat and family Halloween events run across the region, from the Optimist Club of Oshawa Trunk or Treat on October 24 to the Downtown Whitby BIA's daytime Trick or Treat on October 31.
  • Oshawa Tourism's Boo Bash and the Town of Ajax's Pumpkinville have already wrapped for 2026, and both are annual favourites to watch for in 2027.

Halloween lands on Saturday, October 31, 2026, which means families 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.

New to the region? The Oshawa neighbourhood guides walk you through every part of the city, from downtown condos to lakeside streets.

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.

  • Oshawa: no official town-wide hours published. Note: the City supports Treat Accessibly, a grassroots movement encouraging inclusive, accessible trick-or-treating (source: oshawa.ca news).
  • Whitby: no official town-wide hours published. Note: the Downtown Whitby BIA hosts its own daytime Trick or Treat on October 31 (source: whitbybia.org).
  • Ajax: no official town-wide hours published (source: ajax.ca seasonal events page).
  • Pickering: no official town-wide hours published (source: pickering.ca Fall Fling page).
  • Clarington: no official town-wide hours published. Check the Municipality (source: the Region of Durham tourism page).
  • Scugog: no official town-wide hours published (source: scugog.ca).
  • Uxbridge: no official town-wide hours published (source: uxbridge.ca events calendar).
  • Brock: no official town-wide hours published. Check Township communications.

Trunk-or-Treat and family Halloween events

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: allevents.in Oshawa all events listing.

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.

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.

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.

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.

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.

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.

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.

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: uxbridge.ca events calendar.

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: uxbridge.ca events calendar.

Farm and market Halloween fun

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.

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.

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.

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.

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.

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.

Families weighing where to land often pair this events list with the current Oshawa market snapshot to see what homes near these neighbourhoods cost.

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?

Saturday, October 31, 2026.

What time should we go trick-or-treating?

There are no official town-wide hours in Oshawa or Durham Region. Families typically head out around 6 p.m. as dusk falls and finish by 8:30 to 9 p.m. Because Halloween is a Saturday and clocks fall back the next morning, some families start earlier. Follow the porch lights.

Do we need to register our house to give out candy?

No. Participating households simply turn on their porch light. Municipalities do not require registration for private trick-or-treating.

Are there accessible trunk-or-treat options?

Yes. Many events above use open, flat sites, and the City of Oshawa supports Treat Accessibly, the grassroots movement encouraging inclusive, accessible trick-or-treating for all.

Where can I find more events?

Bookmark your town's official events calendar and the Region of Durham tourism page, both linked in the sources section.

Safety tips

Halloween candy, mini pumpkins and a treat bucket
  • 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

Links to the official listings and guides behind this post, each opening in a new tab:

Questions about the areas hosting these events? Ask Keith and Lisa a question any time.

Keith Williams and Lisa C. Follows, brokers and co-founders of Willows Realty Group

Written by your local experts

Keith Williams & Lisa C. Follows

Keith and Lisa are licensed brokers and co-founders of Willows Realty Group. They curate this guide and update it as Oshawa's market and neighbourhoods change, so you are always reading the local, current version.

Filed under HalloweenTrunk-or-TreatWeekend GuideDurham RegionFamily Events
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