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Walking Events Calendar near Westhampton Beach 2026-2027

Monthly updates for Westhampton Beach

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

Explore the top walking events near Westhampton Beach for 2026-2027! We've gathered 58 great walks in the area. Check out our detailed list below to find your next local walk.

September 2026
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.
Walkers can take the coastal 5K course at East Hampton Main Beach, 101 Ocean Ave, following a beachside route alongside the running races. A virtual option runs 9/27 to 10/4 allowing walks on track, treadmill or elsewhere with online time uploads..
October 2026
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 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..
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.
Walkers can take part in the 5K walk starting at Off the Bay at 220 N Main St in Sayville. After the race there are refreshments, raffles and medals for category winners and the event is rain or shine.
5K, 10K and Half Marathon walks start inside Heritage Park in Mount Sinai, NY; the 10K and Half Marathon use the North Shore Rail Trail for much of the route. In person bib pickup begins one hour before and personalized bibs require registr..
Walkers take a scenic shaded 5K trail at Blydenburgh County Park on dirt roads and hard packed trails with a few sandy spots. Bathrooms are nearby, hydration is provided at the finish, and strollers and wagons are not permitted.
Walkers can follow the 5K course starting and finishing at the lower parking lot of Saint Anselm’s Church in Shoreham, partly along the North Shore Rail Trail. In person entries have shirts guaranteed for pre registration by September 14 and a fa..
Walkers can take part in the USATF certified 5K course through Patchogue starting at Shortfront Park, 49 Smith Street. The event offers in person and virtual options (virtual 10/24 to 11/1) with water stations and toilet facilities along the cour..
Walkers can take part in a family 5K walk at 1 Heckscher State Pkwy in East Islip NY. A virtual 5K option is offered alongside the run and proceeds support service dog programs for veterans, first responders and rescue animals.
Walkers can choose in person or virtual 5K on the USATF certified course at Heckscher State Park FIELD 1 in East Islip. In person walkers have bib pickup from event staff one hour before the event and free finish line photos; personalized bibs if r..
Walkers can choose the 3.1 Miles course or the kids 0.5 Miles fun run; strollers are allowed. The off road mostly flat course at Hallock State Park passes beaches, vineyards, ponds and forests with sections of loose gravel and grass.
March 2027
Walkers can choose 5 km or a 1 mile family walk from Smithtown Elementary School in Smithtown. The relatively flat course runs through residential streets with police control, water stops and mile splits, and bib pickup is available before an..
Chip timed 5k on a two lap loop around Osprey's Dominion Vineyards in Peconic NY on cross country style terrain suitable for walkers. Walking is allowed; strollers are permitted but not recommended due to uneven ground.
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