Chesterton
Walking Events Calendar near Chesterton 2026-2027
Monthly updates for Chesterton
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Explore the top walking events near Chesterton for 2026-2027! We've gathered 32 great walks in the area. Check out our detailed list below to find your next local walk.
September 2026
Walkers follow the 5k route of 3.1 Miles that starts and ends at Centennial Park in Wheatfield, weaving through small town streets and past local shops. Parking is at Wheatfield Elementary lots and the north lot by the Town hall, and walkers shar..
October 2026
Walkers can choose the 2 mile fun walk or the 4 mile loop at Tryon Farm in Michigan City. The course is grassy fields and single track trails with short pavement, parking is across the street, an unmanned water station is near 1.5 miles and two p..
Walkers are welcome on a 5K course starting at La Porte High School, looping through surrounding neighborhoods to Kesling Park and back. Race parking and start are in the South Lot off 10th Street with additional parking in the North Lot off I St..
Family Fun Walk and Haunted Trail are each about 1 mile on non paved trails around Robinson Lake with glow items and photos. Robinson Lake Park (5240 S Liverpool Rd, Hobart IN); walkers should bring a headlamp or flashlight for the nighttime trai..
Walkers can join the 5K Run/Walk 3.1 Miles starting and finishing at Dogwood Park, routed primarily on the Duneland bike trail. The course features chip timing, directional signs and live results by text or email alongside the running races.
Night time walking through the woods and fairgrounds in Crown Point with 5K, 2K and a non timed 3K option, strollers welcome. Entry includes free market admission and walkers should bring flashlights or headlamps.
November 2026
Walkers follow the 5K course through downtown Crown Point, starting in front of the historic Old Sheriff's House and Jail. The flat, scenic route runs along tree lined Main Street and all participants receive a finisher's medal with race shirts f..
A community walk of 1 Miles around 183rd and Cottage Grove Ave in Glenwood IL, held alongside the 5k and kids races. Walkers receive a finisher medal and packet pickup is at Running for Kicks.
Walkers have a non timed 2K route starting at Lake Co. Fairgrounds in Crown Point, with the 2K course staying inside the park on flat terrain. Dogs on non retractable leashes and strollers are allowed and an entry fee applies.
December 2026
Walkers can take the non timed 2K on the streets of Crown Point from First United Methodist Hall, 352 S. Main. Packet pickup is available the day before and the morning of the event; strollers are welcome and post event Santa, hot cocoa and treat..
July 2027
Walkers can choose a non timed 2K walk or the timed 5K, both at Lake Co. Fairgrounds in Crown Point. The course follows fairground paths around the lake, with early packet pickup available and on site race day pickup.