Pony Challenge

02/03/2026

🎉 Celebrate America's 250th Birthday Challenge with Pony Challenge!
Pony Challenge Followers, we’re thrilled to announce our new Run, Walk, Roll or Gallop Challenge — one that celebrates our nation’s 250th year and gives back to something we all love: our coastal communities! This event proudly supports the protection and restoration of coastal wetlands and estuaries, vital places that keep our shorelines healthy and full of life.
If you’ve Run, Walk, Rolled or Galloped with us before, we’d love to have you join us again for this meaningful adventure. 🏃‍♀️✨
Follow our new page America's 250th Birthday Challenge
to stay updated, sign up for the challenge, and connect with a community that shares your love for fitness, fun, and the coast.
And this is just the beginning—more exciting Run, Walk, Roll or Gallop Challenges are coming throughout the year to keep you inspired, moving toward your personal goals, and supporting great causes. 🌎💪
Let’s make waves together as we celebrate 250 years of American spirit, community, and coastal pride! 🌅
America's 250 th Birthday Challenge
👉 Follow our new page and sign up today! America's 250th Birthday Challenge

America's 250 th Birthday Challenge is on Thursday January 1, 2026 to Thursday December 31, 2026.

01/13/2026

Thanks for being a top engager and making it on to my weekly engagement list! 🎉

Denise Hovermale, Leslie Hayes Tyndall, Lynne Loehmann Ballerini

01/07/2026

Pony Challenge would like to thank Monica at the Chincoteague Pony Centre for her warm assistance with providing a SWAG/medal pickup location for participants over the last few months! Her help has been invaluable and has made it easier for many Pony Swim Challenge participants to pick up their medals if they choose to not have it shipped.

We want to make sure everyone receives their medals and SWAG and if you have yet to pick up your medal, you can still do so at the Chincoteague Pony Centre! During January and February, they will be closed for visitors and preparing for the upcoming season, so please call ahead and arrange a time for pickup. There, we have a participant list available with the names that are still pending pickup. You can also message Pony Challenge on Facebook and we can help arrange a time. While you are at the Chincoteague Pony Centre learn about all the great events they have planned for 2026!

Thank you again for participating in this Challenge and to the Chincoteague Pony Centre for being a great help and stay tuned for updates soon about future events!

01/04/2026

Pony Challenge presented the final donation check to the CHINCOTEAGUE VOLUNTEER FIRE CO. with the donations totaling over $2500! We’d like to thank all that joined the 100th Pony Swim Challenge and sincerely send thanks to all who donated!

12/31/2025

Happy New Year's Eve and thank you for an amazing year! We are very grateful for all that joined our Pony Challenge this year and especially for all that donated to the CHINCOTEAGUE VOLUNTEER FIRE! Until the stroke of midnight, there is still time to sign up for the Challenge and start the year with motivation and accountability for being more active! Keep following for announcements of our upcoming challenges. Here's to 2026- the Year of the Horse!

12/29/2025

Are you planning to join a First Day Hike near you? It’s a great start for a New Year! Check it out!

12/24/2025

Merry Christmas Eve to all of our amazing 100th Pony Swim Run, Rock, Roll or Gallop Virtual Challenge participants! We wish you a joyful and relaxing holiday filled with love, laughter, and time with family and friends and we thank you for joining the Challenge! ❤️
As you celebrate, don’t forget — there’s still time to join our Virtual Challenge! You can register anytime through December 31, 2025 and keep logging your miles or activity through January 31, 2026. Let’s keep moving, stay motivated, and finish this year strong! 💪🎅 https://runsignup.com/Race/VA/ChincoteagueIsland/100thponyswimrunwalkroll

Happy Holidays and here’s to a healthy, active New Year ahead! 🌟

The 100th Chincoteague Pony Swim - 5K - 10K -100K Virtual Challenge 2025 is on Thursday May 15, 2025 to Wednesday December 31, 2025.

11/28/2025

Use code "blackfriday50" for 50% off the registration for the 100th Pony Swim 5k, 10k, 100k Run, Walk, Roll or Gallop Virtual Challenge from now until December 6th! $5 of every registration will be donated to the CHINCOTEAGUE VOLUNTEER FIRE CO. You will receive the commemorative medal, digital bid, finisher certificate and access to the race websites on RunSignUp where you can upload your distance completed and photos! Limited quantity available with special "blackfriday50"code. Shipping is available!
https://runsignup.com/Race/VA/ChincoteagueIsland/100thponyswimrunwalkroll

11/27/2025

This Thanksgiving, heartfelt thanks go out to all of the amazing 500+ participants in our 100th Pony Swim 5k, 10k, 100k Run, Walk, Roll or Gallop Virtual Challenge—from ages 1 to 84 and representing 40 states across the nation, from Maine to Florida, Virginia to California, Hawaii to Alaska, and everywhere in between! Your enthusiasm, energy, and spirit have made this 100th Pony Swim event truly special!
We’d love to see even more states join the fun—so if you’re in Rhode Island, Oregon, Wisconsin, Utah, or any of the 10 remaining states not yet represented, consider joining us! The Virtual 5K, 10K, 100k virtual challenge is the perfect way to stay active through the holiday season and keep the momentum going into the new year. Additionally, from now until the end of the year $5 of every new registration will be donated to the CHINCOTEAGUE VOLUNTEER FIRE.
You can still sign up through December 31, and log your distances through the end of January. You'll receive a beautiful commemorative medal, digital bib and finisher certificate. Let’s keep moving, stay connected, and celebrate together!
Wishing everyone a Happy Thanksgiving filled with family, friends, and, of course, delicious food.
https://runsignup.com/Race/VA/ChincoteagueIsland/100thponyswimrunwalkroll

11/15/2025

I've been good, Santa !

11/15/2025

11/15/2025

Stop on by Pony Challenge and receive a $10 holiday discount code with $5 of every Challenge registration from now until Dec 31, 2025 being donated to the CVFC! Come on by and enjoy the fun!

Get ready — tomorrow we bring the fun indoors!
Our riding arena has been transformed into a beautiful indoor park-like space for you to enjoy.

Here’s what’s waiting for you:

• 18 vendors
• Capt E’s Hurricane Grill — serving breakfast, lunch & dinner
• Mill Pond Bakery
• Shorely Fun Twists
• Face Painting
• Line Dancing with Minnie
• Plenty of room to stroll, shop, relax, enjoy treats, and dance the night away