Roxbury Thanksgiving Day Charity Race

Are You Up for the 6th Annual Steep Rock’s 5K Challenge? You’re invited to Steep Rock Association’s 2026 Rossiter Run 5K Race and Fun Run/Walk on Sunday, May 17th at 9:00am in Steep Rock Preserve!

The racecourse follows a scenic route along the Shepaug River with a gradual incline in the stunning Steep Rock Preserve.

Join us for the challenge and the chance to celebrate your achievement at the finish line!

Registration Fees

• Adults: $25 online (early registration) | $35 on race day

• Youth (14 & under): $10

• Fun Run/Walk: $5

Fun Run/Walk participants are untimed and will not receive a race bib.

• Please note: All registration fees are non-refundable.

Go Green: To show your love of the environment, please bring your own water bottles; we will have water to refill them.

Awards

Overall:

🏆Prizes awarded to 1st place Male, Female, and Nonbinary finishers.

Recognition - Age Groups:

Top 3 Male, Female, and Nonbinary finishers in each of the following age groups will be recognized:

19 & Under | 20–39 | 40–59 | 60+

Overall winners excluded from age group recognition. Nonbinary awards will be presented when there are at least three registered participants in the category.

➡️View Course Map

Flanders is excited for its 11th Anniversary Field & Forest 5K Trail Run/Walk on its property in Woodbury, CT. The 5K run/walk is a fun event, which exposes community members to the Flanders Van Vleck Farm & Nature Sanctuary. It promotes health and fitness, capitalizes on the growing interest in trail running/walking, and raises funds to support Flanders' mission to provide opportunities to appreciate nature’s wonders and preserve land, inspiring lifelong learning about our natural world.

Walk/run through the woods and fields of Flanders, officially timed by Fast Track Timing. Celebration after the run includes live music, food trucks, and more!

Register by May 5th to receive a FREE race shirt!

2026 Flanders Field & Forest 5K Trail Course Map

This event is rain or shine; however, Flanders reserves the right to cancel in the event of lightning. We apologize, due to the terrain this event cannot accommodate strollers or pets on the course. Registration fees are non-refundable.

2026 Flanders 5K Race Day Important Information/Instructions