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Walking Events Calendar near Smithtown 2026-2027

Monthly updates for Smithtown

Get new running races (and updates) in your inbox every month.

Explore the top walking events near Smithtown for 2026-2027! We've gathered 127 great walks in the area. Check out our detailed list below to find your next local walk.

September 2026
Walkers can join a 5K course at Sherwood Island State Park in Westport alongside the running races. No dogs or alcohol are permitted and there is no on-site registration; children 9 and under register free and family pricing is offered.
Walkers follow a 5K scenic, pet friendly route at Belmont Lake State Park with a light breakfast and photo ops. Raffle entries are available for donated non perishable pet or human food and shirts are first come first served.
Walk the 5K at Eisenhower Park Field 2, Parking Lot 2, East Meadow NY, on a scenic course through 930 acres of parkland. A free Kids Fun Run and in person or virtual 5K options are offered, with finish line photos and personalized bibs if reg..
Walkers complete the 5K course starting at Farmingdale High School in Farmingdale, NY, alongside the running race. Registrants receive a T Shirt and finisher medal, may get a personalized bib if registered three weeks ahead, and get free finish l..
Walkers can choose a 5K on scenic Ring Road or an untimed 2 Mile walk, both starting at the Campus Center lot at SUNY Old Westbury. The route winds the wooded 603 acre campus past Woodlands Dorms and HorseAbility, and t shirts are provided.
Walkers follow the 5K course at Westhampton Beach Village Marina in Westhampton Beach NY through a village marina setting. There are well stocked water stations at each mile marker, post race beverages and snacks, and first aid with ambulance on..
Walkers can choose a 5K or a 1 Miles dog walk at Smithtown Elementary School in Smithtown NY. It welcomes families and dogs and supports America's VetDogs' mission placing service dogs with veterans and first responders.
The event offers a 3K walk at Wakeman Boys & Girls Club, Southport, CT, sharing the 5K course for the first half mile before turning south onto Westway. The route is not chip timed, has no awards, and all turns are well marked.
October 2026
Walkers can choose the 10K or 5K courses beginning and ending at Bay Shore Marina Park. Routes run through historic Bay Shore and Brightwaters, passing lakes, cascades and canals with views of Fire Island and the Great South Bay.
Walkers can choose 26.2M 50K 50M 100K or 100 Miles on a 2.5 mile loop at Roosevelt Forest, 700 Peters Lane, Stratford CT, over roots, rocks and rolling hills. The pavilion is the aid station with day and night hydration and snacks and pink..
Walkers can take part in the 5K walk on a USATF certified course through Heckscher State Park in East Islip NY. Amenities include personalized bibs if registered three weeks in advance, bib pickup one hour before the event, free finish line photo..
Walkers can do an in person 5K on park fields at Eisenhower Park Field 2 in East Meadow NY, with parking in Parking Lot #1 near the Northwell Health Ice Center. A virtual 5K option allows posting times October 3 to October 11.
Walkers can choose the 5K course or an untimed 1 Mile walk at Shorefront Park in Patchogue, NY. A virtual 5K option exists and walkers get free finish line photos; personalized bibs are available if registered 3 weeks ahead.
Community run walk offering a 5K course starting and finishing at Suffolk County Police Headquarters in Yaphank. Walkers are supported with water, bagels and fruit, bib pickup from event staff, and T shirts guaranteed if registered by 8/21.
Walkers can choose a 5K course or a 1K kids fun walk at Heckscher State Park Field 4 in East Islip, NY. Amenities for walkers include free finish line photos, personalized bibs if registered three weeks in advance, and a virtual 5K option wit..
The 24K (15 miles) walk starts and ends at Jennings Beach in Fairfield, with options to do one 5 mile lap, two laps, or the full beachside loop. Participants pay a registration fee and are asked to raise a minimum of $300.
Walkers follow a 2K route through Stony Brook Village from 61 Main Street, along rolling hills, tree lined streets and the village harbor. Registration with bib and shirt pickup is at the Reboli Center for the Arts, 64 Main Street.
Walk options include a trail route of 3.1 Miles across scenic farm trails and an accessible flat paved option of 1 Miles. Both take place at Gemstone Farm in Wilton CT and include access to the orchard, lake, trails, an event T shirt, food, b..
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