Sheriff's Meadow Foundation Fourth Annual Trail Run logo

Sheriff's Meadow Foundation Fourth Annual Trail Run

Sheriff's Meadow Foundation Fourth Annual Trail Run is a trail running and running race on October 24, 2026 in Edgartown, MA.

Date
October 24, 2026 (57 days to go)
Sports
Trail RunningRunning
Register →

From the Organizer

Sheriff's Meadow Foundation welcomes you to its Fourth Annual Trail Run! The run will take place on Saturday, October 24th along the trails of Caroline Tuthill Preserve, an expanse of over 150 acres of oak and pitch pine forest, salt marsh, and open meadow located in Edgartown. Beginning at the field along Edgartown-Vineyard Haven Road, the trail run consists of a 3 mile loop through the pitch pine forest continuing on circuitous paths past salt marshes down to Sengekontacket Pond and back. The terrain begins in a field and includes a short section of paved bike path before entering the Preserve, where you will encounter a mix of sand and dirt paths before reaching a 160-foot raised boardwalk and ending back at the field.

* There is no cost to register for the event. Any contributions will support our work to conserve the natural, beautiful, rural landscape and character of Martha's Vineyard for present and future generations. 

Parking will be available at the Edgartown Park-and-Ride which is located by the Edgartown triangle and is free of charge. Please cross Edgartown-Vineyard Haven Road at the designated crosswalk and continue along the north side of the road to access the start line. Participants are encouraged to carpool or take public transportation if possible. Bus route schedules can be found here. If you are arriving from off-island please review the ferry schedules here. We are unable to provide transportation from the ferry terminals. 

Check in/ Bib pick up: There will be bib pickup on the day of the event at the Start/Finish area from 8:30 am to 9:30 am.

Events

Sheriff's Meadow Foundation Trail Run

Weather

Typical Conditions

It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.

Typical High

61°

Typical Low

46°

Chance of Rain

37%

Based on US Climate Normals data from Edgartown, 1 mi from the venue.

Sunrise 7:04 AMSunset 5:47 PMDaylight 10h 43m

Host City

About Edgartown, MA

City Elevation

23 ft

Nearest Airport

HYA

Cape Cod Gateway Airport · 23 mi

Major Hub

PVD

Rhode Island T. F. Green International Airport · 52 mi

Time Zone

Eastern Time

From Endurance Grid

Line up lodging and travel early to lock in your race weekend.

Race Location

Your Next Start Line

What Are You
Waiting For?

Every finish line starts with a single decision. Claim your spot at Sheriff's Meadow Foundation Fourth Annual Trail Run, put it on the calendar, and turn “someday” into a start date.

57

Days to train

Race
Sheriff's Meadow Foundation Fourth Annual Trail Run
Date
October 24, 2026

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From Endurance Grid

About These Sports

This race spans more than one sport — here’s a guide to each, so you can understand what’s involved and decide if it’s the right fit. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.

Trail Running

Running off-road — dirt, singletrack, and mountain paths — from 5Ks to ultras. The terrain makes for an exciting twist and adventure in your running journey.

Running

From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.

Frequently Asked Questions

What is the Sheriff's Meadow Foundation Fourth Annual Trail Run?
Sheriff's Meadow Foundation Fourth Annual Trail Run is a trail running and running race held in Edgartown, Massachusetts on October 24, 2026. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more trail running races near you or explore our sports guides to learn what race day actually feels like.
When and where is the Sheriff's Meadow Foundation Fourth Annual Trail Run?
Saturday, October 24, 2026 in Edgartown, Massachusetts at Caroline Tuthill Preserve. Check the event page for exact start times and wave schedules.
How do I register for the Sheriff's Meadow Foundation Fourth Annual Trail Run?
Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.

Sheriff's Meadow Foundation Fourth Annual Trail Run

Oct 24, 2026

Register →