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Walking Events Calendar near Riverhead 2026-2027

Monthly updates for Riverhead

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

Explore the top walking events near Riverhead for 2026-2027! We've gathered 73 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
Walkers can use the 5K course at Blydenburgh County Park in Hauppauge over pavement, dirt roads and hard packed trails, with parking across the street about a half mile walk to the start. Bathrooms are nearby, informal bag check and hydration at..
Certified 5K walk from Pierson Middle High School through scenic Sag Harbor past the harbor and over the Veterans' Memorial Bridge; marina water stop and nearby parking.
August 2026
Walkers follow a 2.5 Mile scenic trail at Wildwood State Park in Wading River, NY alongside the trail run. Personalized bibs are offered with registration three weeks in advance and finish line photos are free; the event runs rain or shine.
Walkers can follow the 4 Miles course starting near the Common Ground on Gillette Ave and finishing down Main Street in the heart of Sayville. Awards and the annual Sayville Summer Festival follow the finish.
Walkers follow a 4 miles route from Oxhead Elementary School to Hobbs Community Farm: roughly two miles flat, one mile rolling and two climbs. Water and refreshments are at the finish; porta potties are at start and finish.
The 5K walk starts and finishes at Southampton Intermediate School on local roads through Southampton, with in person bib pick up from 7:30 AM and parking in school lots.
Walkers can choose 5K from Jamesport Town Beach or 10K from Iron Pier Beach, routes through South Jamesport past farms, vineyards and orchards with water stops every mile.
Walkers can choose the 5k course at Corey Beach in Blue Point, NY, with in person, youth, wheelchair and virtual 5k options. Participants will receive event logistics and packet pick up details by email as the event approaches.
Untimed 1 mile walk at Ronkonkoma Middle School, 501 Peconic St., Ronkonkoma NY. Walkers get free finish photos, shirts if registered before 8/1, and personalized bibs for early registrants; bib pickup opens one hour before the event.
September 2026
The event includes a 5K walk at HFD Headquarters 855 Wheeler Rd Hauppauge rain or shine, with bib pickup 1 hour before, free finish photos and T shirt to first 200.
Walkers can choose the 3 Mile route that starts and finishes at Agawam Park in Southampton, a park setting. Packet pickup and race day registration are available the morning of the event, and walkers receive light refreshments, a Dri Tech tee and f..
Walkers follow a flat, scenic 5K (3.11 miles) boardwalk course starting at Riva on the water, 183 Beach St, West Haven. The route is well marked with volunteers and police, includes one water table, and runs alongside the running races.
Walkers follow the 5K coastal route from Smith Point County Park lot across Smith Point Bridge to the beach finish, with portable toilets and refreshments.
A 2 Miles community walk from 1 Palace St in West Haven along the boardwalk with activity stations where walkers use a walk passport to earn raffle tickets. Check in provides a commemorative T Shirt for those registered by August 28 and prepackag..
Walkers participate in the Brain Aneurysm Foundation Long Island Run/Walk at Jones Beach State Park on Long Island. The event includes a walking option alongside the running races and supports brain aneurysm awareness and fundraising.
Walkers can use the scenic 5K route that starts and finishes at VFW Post 414 on Main Street, winding through neighborhood streets and stretching toward Moriches Bay. The course welcomes walkers alongside the running race and accommodates stroller..
Walkers follow the 5K course starting at Jeffrey Lane and Main Street by the Setauket Fire Department. Parking is at Setauket Elementary School and bib pickup is at the fire department with early pickup on 9/18 in the evening.
Walkers can choose 5K or 10K, begin at Warner's Park via bus from Hampton Bays Middle School, on a mostly flat coastal course with Ponquogue Bridge and ocean views; bib pickup at the school.
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.
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