Chester
Walking Events Calendar near Chester 2026-2027
Monthly updates for Chester
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Chester for 2026-2027! We've gathered 83 great walks in the area. Check out our detailed list below to find your next local walk.
October 2026
Tolino Winery in Bangor PA offers 5K and 1 Mile walking routes with fall views of the Pocono Mountains. Walkers must register; 5K walkers start behind runners, the one mile is non timed, a 1 hour limit applies and water is provided.
November 2026
The event offers a flat 5K route at Duke Island Park in Bridgewater, NJ. There is also a family friendly 1.2 Miles Pup Strut for walkers with dogs alongside the running races.
Walkers can choose the 1 Mile route around South Brunswick High School campus or a 5K on newly paved, tree lined neighborhood streets with one water station; roads are not closed so use caution. The 1 Mile walk is free for ages 5 and unde..
Walkers can join a dedicated 5K (3.1 miles) course through Roosevelt Park in Edison in a walkers and strollers only category alongside the event's running entries. The community event raises funds for Vellore CMC Foundation to support healthc..
The event offers a 5K (3.1 miles) walk at Sussex County Fairgrounds in Augusta NJ on an accessible course with water stations, parking and running buddies for support.
Walkers can choose the 2 Miles loop that starts and finishes in front of D&I Fitness at 9 West South Orange Avenue, South Orange, NJ. Packet pickup is offered the day before and the morning of the event, with race day registration opening early.
The event offers walkers a 2 Miles walking only route through the historic streets of Flemington, starting at 43 Park Avenue (Court Street Park). Registration for the walk carries a $36 fee and runs alongside the in person races.
Walkers can take part in the family friendly 5K starting at Engine Company, 170 E. Main Street in Somerville NJ. The event supports Somerville Recreation and welcomes walkers of all ages alongside the running race.
Walkers can use the flat 5K course at Greenview Park in Pequannock NJ, running through the town center. The event welcomes walkers and families and offers custom bibs and T shirts for the first 200 participants.
Walkers can take the 5K route starting at the American Legion Hall on Willow Grove St in Hackettstown, NJ. The in person event includes pre race check in and runs alongside the running entries as a fundraiser for Smiles for Margaret.
December 2026
Walkers use maintained natural surface trails in Institute Woods on a 6K or 3K from Princeton Friends School; parking at school and no strollers pets or audio devices on course.
Walking options include a 1 Mile non timed walk or joining walkers in the 5K around ShawneeCraft Brewery and the Shawnee Inn golf course on cart paths, fairways, a bridge and wooded trails, finishing at the brewery. Walkers must register and..
January 2027
Walkers can choose a 5K loop from Turtleback Rock in West Orange on mixed carriage roads and singletrack with rocks and roots and 300ft gain; bring fuel, HQ has water and toilets.
March 2027
Walkers can choose 11M, 20M, 50K or 50M, starting at Tulip Springs in West Orange NJ on carriage roads and singletrack with aid at the start finish.
April 2027
Walkers follow a 1 Mile course of three laps around Main Memorial Pond at Main Memorial Park, Clifton NJ on a dog and stroller friendly route with music and a carb station. Same day registration opens at 7:00 AM.
May 2027
Walkers can choose a 5K (timed) or a 1 Mile fun walk at James Caldwell High School in West Caldwell. The course is part of a community wide event held alongside the running races.
Walkers may take the 1M route at Duke Island Park in Bridgewater, NJ alongside the 5K and Donut Dash. Same day registration and bib pick up are available and all participants receive donuts and refreshments.
June 2027
Walkers can do a 5K on the Levee Loop Trail from Levee Loop Trailhead at Dansbury Park, East Stroudsburg, with terrain including grass, gravel, sidewalk and a short road.