Southampton
Walking Events Calendar near Southampton 2026-2027
Monthly updates for Southampton
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Explore the top walking events near Southampton for 2026-2027! We've gathered 30 great walks in the area. Check out our detailed list below to find your next local walk.
May 2027
Walkers follow a 5K course starting at East Quogue Elementary School, East Quogue; bib pickup is available one hour before the event and T shirts are guaranteed for first 100.
Walkers can do a 5K course starting at Greenport High School on Front Street in Greenport, with on course water stations, restrooms and free finish line photos alongside the run.
Walkers can join the 5K course that starts at The Bridgehampton Museum on Montauk Highway with parking on the museum grounds. Amenities include free finish line photos, live text and email results and in person bib pickup about one hour before th..
June 2027
Walkers follow an out and back trail beginning and ending at King Road Fire House, crossing Broadway and two intersections, covering 5K with finish line photos and bib pickup.
Walkers follow a 5K course starting on John Street 1000 feet east of Miller Avenue, finishing at bottom of Southgate; bib pickup at Tesla Science Center prev day, race morning.
Walkers follow the 5K course starting and finishing by the Quogue Fire Department at 117 Jessup Ave, Quogue. Race day bib pickup and registration are available, with free finish photos, live text and email results, and personalized bibs if regist..
Walkers can choose the 10 km or 5 km routes on a scenic Shelter Island course starting at Shelter Island Union Free School District, 33 N Ferry Road. Routes include water stops, a ferry shuttle between ferries and the race site, and a staffed..
July 2027
Walkers can choose 5K or a 1 Mile course starting at Miller Avenue School in Shoreham, with a mapped route online and water and fruit at the finish. The 5K offers live results and free finish line photos, and personalized bibs if register..
Walkers can enjoy a 3 Mile walk starting and finishing at Agawam Park in beautiful Southampton. All participants receive a tech tee and light refreshments, with registration and bib pickup held on the morning of the event.
Walkers follow a 5K course at Westhampton Beach from the Village Marina, with parking at the marina south end or behind Main Street, free finish photos and personalized bibs if registered 3 weeks in advance.