The #Onward Challenge: Season 1 (2021)

The #Onward Challenge: Season 1 (2021)

One day, Outerthere Host Anna and her bff Carla decided to go on a casual walk that accidentally turned into a 17-mile hike. Apparently, they only took a 5-minute break the entire 17 miles. So, to finish that hike, they’d say, “Onward!” to motivate each other to keep going. Ooookay. It was crazy but that's how the Onward Challenge (and hashtag) was born.

The #Onward Challenge is a 36.5 mile "ultra" hike-a-thon that will take you over 7,350 feet of elevation change over 15 weeks from January to April. Each hike has its own challenges, testing your stamina and endurance. But when you're done, you're never going to forget what you accomplished.

These trips are rated Advanced and will maintain a fast pace. See how we rate trips. These trips also include limited support with hydration and snacks, blankets and changing areas provided by your Outerthere Host at the beginning and at the end of each trip. There will also be a support vehicle available at a midpoint on longer Challenges.

When you complete all 5 #Onward Challenges, you'll receive a free #Onward Challenge Finisher Sweatshirt plus a $50 Outerthere Gift Card.


  • January 24, 2021 - Think You Can Hike Breakneck Ridge loop In 2 Hrs Or Less? #Onward Challenge (8am start)
  • February 13, 2021 - Think You Can Hike Beacon Mountain Loop In 4 Hrs Or Less? #Onward Challenge (8am start)
  • March 6, 2021 - The #Onward Challenge: Beacon To Breakneck and Back (8am start)
  • March 27, 2021 - The #Onward Challenge: Fort Lee to Giant Stairs (8am start)
  • April 18, 2021 - Think You Can Hike Bull Mtn Loop In 3 Hrs Or Less? #Onward Challenge (8am start)

    *Click below to learn more. Schedule subject to change for any reason.