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.
Oct 24, 2026
Distance — 5K
Type — Running
10:00
$0.00
These values represent the 3-year monthly averages for October in Edgartown.
Learn more about the host city, Edgartown.
Edgartown is a town on the island of Martha's Vineyard. Edgartown is a picturesque village of stately buildings surrounded by natural beauty. It is the county seat. Edgartown also includes Chappaquiddick Island.
Read more launchTours and activities near Edgartown, powered by Viator.
Official finishing times from previous editions of Sheriff's Meadow Foundation Fourth Annual Trail Run — 2023.
| Place | Name | Time | |
|---|---|---|---|
| 🥇 | Huck Moore | — | |
| 🥈 | Chris Cajolet | — | |
| 🥉 | Rafael Mazer | — | |
| 4 | Spencer Cain | — | |
| 5 | Eli Ptaszynski | — | |
| 6 | Bryn Willingham | — | |
| 7 | P. Begle | — | |
| 8 | Soraya Miri | — | |
| 9 | Ben Williams | — | |
| 10 | Chris Edwards | — | |
| 11 | Charles Davol | — | |
| 12 | Christine Koesler | — | |
| 13 | Eli Hanschka | — | |
| 14 | Kelley Dacey | — | |
| 15 | Anne Williamson | — | |
| 16 | F. Moriarty | — | |
| 17 | Timothy Moriarty | — | |
| 18 | Jason Patterson | — | |
| 19 | S. Grim | — | |
| 20 | Everest Roach | — | |
| 21 | Nick Grim | — | |
| 22 | ELISKA SURYCKOVA | — | |
| 23 | Patty Culkins | — | |
| 24 | Rachel Shanor | — | |
| 25 | Elizabeth Conlon | — | |
| 26 | Evan Scall | — | |
| 27 | Casey O'Connor | — | |
| 28 | Stefanie Cronin | — | |
| 29 | Carolyn Tiffany | — | |
| 30 | Kara Thibodeau | — | |
| 31 | David Wilson | — | |
| 32 | Margarita Kelly | — | |
| 33 | Belisena Hall | — | |
| 34 | Robert Riis | — | |
| 35 | Hans Riis | — | |
| 36 | Jennifer Fiore | — | |
| 37 | Missy Jordan | — | |
| 38 | Elizabeth Adams | — | |
| 39 | O. Hitchen | — | |
| 40 | Nina Hitchen | — | |
| 41 | Sophie Kelly | — | |
| 42 | Darby Patterson | — | |
| 43 | J. Harris | — | |
| 44 | B. Grim | — | |
| 45 | Jacob Rosengarten | — | |
| 46 | N. Scall | — | |
| 47 | Joseph Smith Klein | — | |
| 48 | Krista Pappas | — | |
| 49 | Anne Smith | — | |
| 50 | Leslie Garrett | — |
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location_on Falmouth, Massachusetts, US
calendar_today Oct 10, 2026
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