#AlmostFree Halloween Themed Train Ride at Assiniboine Park Railroad

Assiniboine Park Railroad 55 Pavilion Crescent, Winnipeg, Manitoba

Experience the first-ever Halloween themed train ride at Assiniboine Park Railroad! Running October 5 through Thanksgiving Monday, families can enjoy spooky decorations, friendly Halloween characters, and free chocolates for all passengers. A fun, seasonal adventure perfect for kids and adults alike in Winnipeg.

Fall Festival at the Downtown Y

YMCA Downtown Branch 301 Vaughan Street, Winnipeg, Manitoba

The Downtown Y Fall Festival offers a free family event in Winnipeg filled with fun activities for all ages. Guests can enjoy carnival games, an open pool, arts and crafts, and more. Early registration is recommended for this popular Fall Festival.

Spooktacular Halloween Hike in Birds Hill

Chickadee Trailhead Chickadee Trailhead, West Pine Ridge, MB R0E 1J3, West Pine Ridge, MB

The 5th Annual Halloween Hike at Chickadee Trail in Birds Hill Park takes place Saturday, October 25, 2025, from 11:00 AM to 1:00 PM. Families can enjoy costumes, candy, and fall activities along a scenic 2 km loop. This free Halloween Hike is a fun way to celebrate the season outdoors.

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