Raven Events

Raven Rocks 10k Trail Run

We have also brought back the 100k Raven Challenge with all of the fun elements from last year -- plus we're looking to add a few more activities to the challenge during the month of November!

• Sign Up Options: You can sign up for one or the other -- or do BOTH! Signups for both events at the same time get a discount which appears at checkout.
• Shirt Options: Shirts this year are one design and available either on long-sleeved cotton shirts (traditional) and/or short sleeved tech fabric shirts (new!).
• Virtual Runners: If you are a purely virtual Raven 100k Challenge runner, we will mail you your shirt if ordered along with your finisher woodallion.
• Support: As always, these Raven events support the Friends of Trailside Museum and Ward Pound Ridge Reservation.

Once the donation vehicle has been established, we will support the Friends of the Cross River Mountain Fire Tower. We are working with the Westchester Parks Foundation who plan to raise funds to support Westchester County and NY State in the restoration of the fire tower to Ward Pound Ridge Reservation.

More Information About Each Event

Raven Rocks Run - 10k Trail Run

The Raven Rocks Run is a challenging 10k trail run at Ward Pound Ridge Reservation in Cross River, NY. The ELEVENTH running of the race will be in November.

• Date: Race will be in-person Sunday, November 8, 2026 starting at 9am.
• Course Details: The course passes by the spot where the Leatherman’s Loop begins and climbs to the two highest points in the park.
• Starting Point: The race will start in the Meadow near the fallen oak tree and its massive remains.
• Permit Approval: Important: Our Raven Rocks Run race plans are contingent on permit approval from the Westchester County Department of Parks, Recreation, and Conservation.

Raven 100k Challenge

The Raven 100k Challenge is simple: first, register for the challenge. Then run, hike, or walk 100k during the month of November 1st - 30th, 2026.

• Registration Deadline: Note: You can register as late as November 15 for the 100k challenge and enter your mileage to date when you register.
• Challenge Requirements: This helps complete an average of around 3k per day or 25k (15 miles) per week.
• Incentives: If you complete the challenge, you will receive a wooden finisher medallion. Shirts are optional.
• Support Non-Profit: The Raven 100k Challenge supports the Friends of Trailside Museum and Ward Pound Ridge Reservation, a 501(c)3 not for profit organization.

Bonus Achievements

In addition to running, walking, or hiking 100k during November, there are several bonus achievement badges you can unlock:

• Raven Badge: Run 10k on the Raven Rocks Run course.
• Ultra Raven Badge: Run 5x 10k on the course.
• Flock Badge: Run 10x 10k on the course.
• Photographer Badge: Take a selfie at the Raven Rocks Overlook and send it in.
• Bald Eagle Badge: Submit a photo of yourself on a run with your "I Voted" sticker.

HALFWAY (50K) Bonus Search

For those in the area near Ward Pound Ridge Reservation we have a special treat in mind. If you opt-in via the badge update form after you pass the 50 kilometer mark on your Raven 100k Challenge, we will send you GPS coordinates to somewhere in the park where we have hidden a small challenge surprise for you to find.

Register for the Event

You can register for the Raven Rocks Run and the Raven 100k Challenge at the following link: Register Here.