Westfield
Trail Running Calendar near Westfield 2026-2027
Explore the top trail runs near Westfield for 2026-2027! We've gathered 42 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail race in Staten Island on Nov 14 2026 offering 50 mile, 50K and half marathon looped courses while supporting the Greenbelt Conservancy.
Experience the diverse terrain of South Mountain Reservation with a looped trail race offering 5K, 10K, and half marathon distances. Enjoy a mix of single track and fire roads with support provided at regular aid stations.
A scored 5K cross country race at Van Cortlandt Park in the Bronx on November 15, 2026, with youth free entries and awards for top overall and age group finishers.
A November cross country meet at Oak Ridge Park in Clark, NJ featuring 400m, 3K, 5K and 8K races, state championships for New Jersey, team titles for boys, girls and co-ed squads, and race amenities such as medals and free action photos.
A 5 miles lollipop loop trail race in Lewis Morris Park, Morristown NJ, run mostly on the Yellow Trail with roughly 600 feet of elevation gain. The event limits entries to 120 runners, uses cupless stations and hemp bibs, and offers free course pre..
A community 5K run and walk in Inwood Hill Park on November 26, 2026 with proceeds supporting the Inwood Food Pantry and online registration available.
A Thanksgiving Day 5K Run/Walk at Alley Pond Park in Queens with in-person and virtual options, a free Kiddie Dash, event shirts, and donations supporting the Never Stop Running Foundation.
A multi-distance trail party in West Orange, NJ using a 5K loop with mixed carriage roads and technical singletrack, aid station options, accessibility support, and charity fundraising.
December 2026
Trail races at South Mountain Reservation feature 5K, 10K and 13.1 miles on looped courses over fire roads, single track, hills and pavement, with aid about every three miles and race day registration available.
An ultramarathon in Prospect Park, Brooklyn on December 6, 2026 offering 50K and 50 mile looped courses with potluck-style aid, Skratch Labs hydration, chip timing, and finisher belt buckles.
January 2027
Trail races at South Mountain Reservation include 5K, 10K and 13.1 mile looped courses with aid stations every 3 miles. Courses use fire roads, single track, hills and some pavement and offer advance and day-of registration.
A January trail party in West Orange with a 5K loop plus timed 3 and 6 hour options, rucking divisions, and fundraising for the South Mountain Conservancy.
February 2027
Trail races on a 10 mile loop at South Mountain Reservation offering 50M, 50K, 20M and 10M with marked trails, three aid stations per loop, timing, SWAG, and awards for top three male and female finishers.
March 2027
Timed loop events at the Livingston Oval in New Jersey offering 1 hour, 3 hour, 6 hour and 12 hour races on a USATF certified flat course with awards and participant headwear.
Looped trail race in South Mountain Reservation offering 11M, 20M, 50K and 50M over three marked loops with varied terrain and on-site aid.
May 2027
VCP 50K is a looped trail ultramarathon in Van Cortlandt Park on 01 May 2027. The 50K course starts with a flats lap then ten cross country loops, with stocked aid stations, drop bag access, finisher medal, singlet, meal and beer.
July 2027
LIC Wellness Fest Hurricane Fit Race in Long Island City features a one block course with 20 obstacles, wellness activities, on site recovery and live finish line results.