Outdoor activities in Oswego, Illinois

Sun, Sep 14 · 9:00 AM CDT

Lets explore & Hike Lemont Heritage Quarries, 4, 5.5 or 8 miles, optional lunch

Hosted by: Chicago Hiking, Outdoors, & Social Group

76 going

Sun, Sep 14 · 11:00 AM CDT

Lets explore & Hike Lemont Heritage Quarries, 4, 5.5 or 8 miles, optional lunch

Meditation & Hike

Hosted by: Naperville Healthy Activities Meetup Group

60 going

Sun, Sep 21 · 10:00 AM CDT

Hike Silver Springs State Park 6.5 miles, option for 2.5, 3.7, or 4.8 miles

Hosted by: Chicagoland Trailblazers Hiking Group

33 going

Sun, Sep 14 · 8:00 AM CDT

Hike Silver Springs State Park 6.5 miles, option for 2.5, 3.7, or 4.8 miles

SU 9/14 McDowell Grove Southbound 5ish miles Naperville 8:00 AM

Hosted by: Naperville Hiking, Biking and Outdoor Enthusiasts!

6 going

SU 9/14 McDowell Grove Southbound 5ish miles Naperville 8:00 AM

Walking

Tue, Sep 23 · 10:00 AM CDT

Lake Renwick Heron Rookery Nature Preserve, 2.5 miles or more

Hosted by: Southwest Suburban Weekday Woods Walkers

20 going

From $1.00

Lake Renwick Heron Rookery Nature Preserve, 2.5 miles or more

Hike Silver Springs State Park 6.5 miles, option for 2.5, 3.7, or 4.8 miles

Hosted by: Chicagoland Trailblazers Hiking Group

Sun, Sep 21 · 10:00 AM CDT

33 going

Sat, Sep 20 · 10:00 AM CDT

Downers Grove Walking Club

Hosted by: Downers Grove Walking Club

Mon, Sep 15 · 5:20 PM CDT

Hike the Riverview Park, 4.5 miles

Hosted by: Plainfield Walk and Hike

Running

Thu, Sep 18 · 6:30 PM CDT

Thursday Night Free Live Texas Hold'em Tournaments

Hosted by: Free Non-commit Texas Hold'em League

Thu, Sep 18 · 6:00 PM CDT

Pinpoint Pacers Walk/Run Club

Hosted by: Pinpoint Pacers Montgomery Walk/Run Club

Sat, Sep 27 · 4:00 PM CDT

Fall Fest 2025 at Bear Cave Lake!

Hosted by: Naperville Healthy Activities Meetup Group

13 going

Sat, Sep 27 · 1:00 PM CDT

Amazin' Race - Autumn Road Rally!!

Hosted by: Naperville Healthy Activities Meetup Group

18 going

Cycling

Sun, Sep 14 · 8:30 AM CDT

Outfoxed Bakery Ride ☕️ Batavia to Montgomery on the Fox River. 24M

Hosted by: West Suburban Women's Cycling

7 going

Tue, Sep 16 · 5:00 PM CDT

Outfoxed Bakery Ride ☕️ Batavia to Montgomery on the Fox River. 24M

Outside Road Bike Ride

Hosted by: Adventure Bike Club (ABC)

Tue, Sep 16 · 6:00 PM CDT

Weekly Tuesday Beginner's ride - 10-15 miles, Great Western Trail

Hosted by: West Suburban Women's Cycling

4 going

Mon, Sep 15 · 6:15 PM CDT

Weekly Tuesday Beginner's ride - 10-15 miles, Great Western Trail

Circuit Training on the hill!!

Hosted by: Naperville Healthy Activities Meetup Group

10 going

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