Ossining
Walking Events Calendar near Ossining 2026-2027
Monthly updates for Ossining
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Explore the top walking events near Ossining for 2026-2027! We've gathered 104 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
Walkers can take a 2 Miles route around scenic Packanack Lake, starting at 6 Osborne Terrace, Wayne NJ, with refreshments and T shirt giveaways to the first 200 pre registered.
August 2026
Walkers follow a 5k two loop course starting and finishing at the Overpeck Park amphitheatre in Ridgefield Park with ample parking packet pick up and post race party.
Walkers can take part in a 5K health walk that starts at Holy Trinity Orthodox Church on Joe's Hill Rd in Danbury, CT, alongside the running races. Race day registration and check in are at the church and pre registered walkers may receive a T sh..
The event offers a 5K walk starting at The Amber Room Colonnade in Danbury, with a scenic route across the Amber Room grounds. Walkers join alongside the running race and can enjoy a post race barbecue and refreshments on site.
The event offers a free 5K route on the Grand Concourse at The Bronx Summer Streets, starting near 180th Street, passing Edgar Allan Poe Park with one fluid station at 198th Street.
Walkers can take part in the 5K run walk through Mill River Park in Stamford, CT, on a park course. Medals are handed out to in person finishers, T shirts are subject to availability after July 17, and the event is rain or shine.
The 5K run/walk follows streets of Glen Cove, starting at Glen Cove High School and finishing near the football field and track. Strollers and joggers are allowed but must line up in the back; bib pickup opens one hour before the event.
September 2026
Walkers follow a 2 Miles route from downtown Ossining on Main Street north along the scenic Old Croton Aqueduct Trail, alongside the 5K, with a $35 registration fee.
Walkers can complete a 5K course from Memorial Park in Closter, NJ, on a mostly flat route through parks, neighborhoods and the town center. Multiple water stops and B tag electronic timing are available; same day registration is limited and shir..
Walkers follow a 3.1 Miles hybrid course from Hershfield Park in Pompton Lakes, NJ, crossing fields, trails, roads and a pipeline path. The course is well marked with marshals and a single water stop at the course center; same day registration ru..
Walk the 5K course at FDR State Park Lot 1, 2957 Crompond Road in Yorktown Heights in a park setting alongside the running races. Race day registration is available and festivities include vendors, food trucks, live music and pet adoptions.
Walkers can take part in the 5K on the Van Cortlandt Park cross country course in the Bronx NY. Amenities include free finish line photos and personal bibs if registered three weeks in advance; bib pickup begins one hour before.
Walkers follow a 1 Mile route along the Hudson River waterfront on Henry Hudson Drive with scenic river views and wildlife. Parking is available at Ross Dock Picnic Area and the walk takes place alongside the 5K run.
The walk offers a 5K waterfront route starting at Theodore Roosevelt Memorial Park in Oyster Bay and finishing by Oyster Bay Brewing Co, with T shirt, free beer voucher and finish line photos.
Walkers can complete a 5K in person at St Francis Episcopal Church, 2810 Long Ridge Rd, Stamford CT, on a USATF certified course with canine companions welcome. A virtual 5K is available Sept 14 to 20 for remote participation.