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Rob's Trail Run

Name: Rob's Trail Run
Start: 2026-11-29
End: 2026-11-29
Location: Woodbury

Woodbury, United States • 29 Nov 2026

Rob's Trail Run Edition

Rob's Trail Run Edition is a trail running event held at the Stillwell Woods Preserve in Woodbury, New York. The course takes participants through the natural trail systems located within the preserve. The event is organized in memory of Rob Lauterborn, who was a member of the Plainview-Old Bethpage Road Runner's Club.

The race features two primary categories for the same distance:

5K Adult Trail Run
5K High School or Youth Trail Run

Proceeds from the event benefit the Center for Developmental Disabilities. The competition is held on a single day in November, with registration organized into separate tiers for adult participants and youth or high school runners. The venue is located at 72 S Woods Rd in Woodbury. Visit the organization's website for the most recent information.

United States New York Woodbury

Race information

Registration

5 km

5k Adult Trail Run

5 km

5k High School or Youth Trail Run

Visit the organization's website for the most recent information.

Trail runs nearby

Sunday Jul 5

Red Wing Trail Challenge

Trail races of 60K, 30K and 15K take place at Red Wing Recreation Area in Lagrangeville NY. The 60K is four laps of a 15K loop with about 6500 ft of climb and on-course aid stations and post race food.

Monday Jul 6

Undercliff/Overcliff

A series of short trail races at West Trapps Trailhead in Gardiner as part of the Shawangunk Runners summer series, with start and finish at Trapps Bridge and parking at the Mohonk Preserve West Trapps entry; registration is closed.

Wednesday Jul 15

Bowdoin Bushwhack

Marlboro

5 mi

Experience a midweek evening trail run through the diverse terrain of Bowdoin Park. This 5 mile race features a mix of grass and rocky trails with awards for top finishers and a food drive for the local pantry.

Monday Jul 20

Blueberry Run - Kerhonkson

Accord

4 mi

Part of the Shawangunk Runners summer series since 1974, the Blueberry Run in Kerhonkson features a 4.1 mile loop around Lake Minnewaska plus shorter kids races, with parking at Minnewaska State Park and no registration fee.