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Eckhart (Bernard) Park, West Town, Logan Square, Wicker Park & BucktownLogan Square, Wicker Park & Bucktown
Transilience: Chicago Trans Pride Festival at Eckhart has enough weekend energy to earn a spot on the board.
Eckhart (Bernard) Park, West Town, Logan Square, Wicker Park & BucktownTransilience: Chicago Trans Pride Festival at Eckhart has enough weekend energy to earn a spot on the board.
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Douglass Park, North Lawndale, Pilsen, West Town & the West SidePilsen, West Town & the West Side
Cerqua Rivera’s Dance Ensemble and Jazz Orchestra lead a free all-ages performance.
Douglass Park, North Lawndale, Pilsen, West Town & the West SideCerqua Rivera’s Dance Ensemble and Jazz Orchestra lead a free all-ages performance.
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Taan, Humboldt Park, Pilsen, West Town & the West SidePilsen, West Town & the West Side
Taan is listed for Chicago this weekend.
Taan, Humboldt Park, Pilsen, West Town & the West Side
Ciclo Urbano, Lincoln Park, Pilsen, West Town & the West SidePilsen, West Town & the West Side
Walking Tour: Paseo Boricua and Humboldt Park has enough weekend energy to earn a spot on the board.
Ciclo Urbano, Lincoln Park, Pilsen, West Town & the West SideWalking Tour: Paseo Boricua and Humboldt Park has enough weekend energy to earn a spot on the board.
Add to calendarStumblday's hand-checked ranking of the best outdoors in West Town, Chicago, Pilsen, West Town & the West Side over Columbus Day weekend 2026 (Oct 10–12): 4 picks.
