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Challenge 22CHALLENGE 22

10th Annual Walk

Celebrating ten years

Saturday
Nov 14, 2026

Downtown Winter Garden, Florida

Free sign up

Walk with purpose

Walk at your own pace. Wear your rucksack if you like, or just come as you are. Carry a name, carry the mission.

Bring everyone

Signing up is free. Bring your family, your unit, your team or your company.

Raise more

Share your page and invite friends to give. Every dollar funds programs that save lives.

Cadets at the walk

Saturday, November 14, 2026

Schedule of Events

10th Anniversary 2.2-Mile Walk & Patriotic Ceremony

  1. 8:00 AM

    Pancake Breakfast

    Enjoy breakfast before the festivities, available for donation on-site. Early registration/check-in will also be available.

  2. 9:00 AM

    Registration & Service Provider Visits

    Official registration/check-in opens. Meet local organizations providing valuable resources and support to veterans and their families.

  3. 9:45 AM

    Pancake Breakfast Concludes

  4. 10:00 AM

    Patriotic Ceremony Begins

    Join us as we honor our nation's veterans, remember those we've lost, and unite in our mission to end veteran suicide.

  5. 10:30 AM

    Live Auction & Walk Warm-Up

    Enjoy our live auction and get ready for the walk with group warm-up activities.

  6. 11:00 AM

    2.2-Mile Walk Begins

    Walk together in honor of our veterans and in support of the mission to end veteran suicide. Golf carts are available for anyone who needs a ride along the route.

  7. After the Walk

    Service Provider Visits & Raffle

    Enjoy 30 additional minutes to connect with service providers, concluding with our live raffle drawing.

  8. After the Event

    Post-Walk Celebration & Fellowship

    Keep the celebration going at the Winter Garden VFW! Following the walk, join us at the VFW on Plant Street for Wing Day, featuring 85-cent wings from noon to 8:00 PM, music, and fellowship! All walk participants will receive their first draft beer on the house! Be sure to pick up your complimentary drink ticket at the walk. Everyone is welcome to join the festivities!

Sean Holcomb singing into a microphone and playing acoustic guitar

Live at the 10th Annual Walk

Sean Holcomb

Country roots. Soulful sound.

Central Florida native Sean Holcomb brings vintage country, Americana and Southern soul to the stage with grit-filled vocals and authentic storytelling. He has shared stages with Kenny Chesney and John Anderson, and his song “Let You Leave” earned a 2021 American Songwriter Song of the Year nomination.

Meet Sean

Everybody can walk

Children, seniors, families, veterans and non-veterans. There is no pack to carry and no pace to keep.

Walk the full 2.2 miles or part of it. Wear your rucksack or just come as you are.

ChildrenSeniorsFamiliesVeteransNon-veterans

Golf cart assistance

Trouble walking the route does not mean sitting the day out. Golf carts will be on hand to carry you along the 2.2 miles, so you can still take part in the ceremony, the walk and the celebration.

Tell us when you sign up and we will have a cart and driver ready for you.

What is the cost?

Every dollar fights back

This is what your support makes possible.

$50,000

funds

a full Save A Warrior cohort session for 10 veterans

Why we walk

Every day, 22 veterans take their own lives.

That is 22 too many. Challenge 22 funds proven programs that fight back, and the veterans we have helped report zero suicides.

On November 14 we walk 2.2 miles together, carrying the names of those we have lost, to remind every veteran that they are not alone.

Free sign up