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Outdoor activities

in Westchester, IL

Discover outdoor activities in Westchester with Meetup. Whatever your interest, Meetup helps you connect with like-minded people.

Hiking

Des Plaines River hike 8 miles with option for 4.5, goes thru multiple preserves

Sun, Dec 14 · 10:00 AM CST

Des Plaines River hike 8 miles with option for 4.5, goes thru multiple preserves

by Chicagoland Trailblazers Hiking Group

Hike 4-4.5 miles at Fullersburg preserve, optional lunch at historic York Tavern

Sun, Jan 4, 2026 · 10:00 AM CST

Hike 4-4.5 miles at Fullersburg preserve, optional lunch at historic York Tavern

by Chicago Hiking, Outdoors, & Social Group

Woodpecker Walk: Spears Woods

Wed, Dec 17 · 10:00 AM CST

Woodpecker Walk: Spears Woods

by Chicago Hiking, Outdoors, & Social Group

Let's hike!

Sat, Dec 27 · 10:00 AM CST

Let's hike!

by Chicago Hiking, Outdoors, & Social Group

Walking

COVID-Conscious trip to Forest Preserve winter solstice celebration

Sat, Dec 20 · 2:00 PM CST

COVID-Conscious trip to Forest Preserve winter solstice celebration

by Covid Conscious in Chicagoland-- Let's Hang-out

Downers Grove Walking Club

Thu, Dec 11 · 10:00 AM CST

Downers Grove Walking Club

by Downers Grove Walking Club

Downers Grove Walking Club (Christmas Day)

Thu, Dec 25 · 10:00 AM CST

Downers Grove Walking Club (Christmas Day)

by Downers Grove Walking Club

Woodpecker Walk: Spears Woods

Wed, Dec 17 · 10:00 AM CST

Woodpecker Walk: Spears Woods

by Chicago Hiking, Outdoors, & Social Group

Running

Sunday Group Run

Sun, Dec 14 · 9:00 AM CST

Sunday Group Run

by Lincoln Park Run Club

Wednesday Night Run and Drinks

Wed, Dec 10 · 6:30 PM CST

Wednesday Night Run and Drinks

by Chicago Beer Runners

Monday Night Run and Drinks

Mon, Dec 15 · 6:30 PM CST

Monday Night Run and Drinks

by Chicago Beer Runners

Tuesday Weekly Run

Tue, Dec 16 · 6:30 PM CST

Tuesday Weekly Run

by 606 Athletic Club

Cycling

Christmas celebration ride, all are welcomed! 10-12 miles

Sun, Dec 21 · 4:00 PM CST

Christmas celebration ride, all are welcomed! 10-12 miles

by West Suburban Women's Cycling

WCCC Social, Holiday Cheer Edition

Thu, Dec 11 · 6:30 PM CST

WCCC Social, Holiday Cheer Edition

by Windy City Cycling Club

Outside Road Bike Ride

Thu, Dec 11 · 5:00 PM CST

Outside Road Bike Ride

by Adventure Bike Club (ABC)

Road bike ride 25 or 50 miles

Sat, Dec 13 · 9:00 AM CST

Road bike ride 25 or 50 miles

by Adventure Bike Club (ABC)

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