One day, Trip Host Anna and her bff Carla decided to go on a casual walk that accidentally turned into a 17-mile hike.

And 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. Yeah. "Accidentally".

Anyway, that's how the #Onward Challenge was born.

The #Onward Challenge kicked off in 2021 with a 36.5 mile "ultra" hike-a-thon that took fam over 7,350 feet of elevation change over 15 weeks from January to April.

And in 2022, we hiked ~35 miles with over 8,100 feet of elevation change over 20 weeks from January to May.

Each hike has its own challenges, testing your stamina and endurance in extreme weather conditions. But when you're done, you're never going to forget what you accomplished.

Join us in 2023! Onward!

SEASON 3 SCHEDULE

Jan 14, 2023 at Ashokan Rail Trail, Catskill, ~10 miles, ~400' elevation change. Challenge: Cold
Feb 18, 2023 at Hunter Mountain, Catskills, ~6 miles, ~800' elevation change. Challenge: Ice.
Mar 11, 2023 at Sam's Point Loop, Minnewaska State Park, ~8 miles, ~1,000' elevation change. Challenge: Pace
Apr 8, 2023 at Kaaterskill Falls Loop, ~7 miles, ~1,400' elevation change. Challenge: Weather.
May 13, 2023, Mt. Tremper Fire Tower, 6.5 miles, ~2,000' elevation change. Challenge: Climb

Total miles ~40 miles
Total elevation ~5,600'

*The average pace of hiking 1 mile in NYC is 15 minutes. In natural terrain, it's about 30. Onward Challenge will attempt to hike 1 natural terrain mile in about 20 minutes or less. Challengers will be tested.

WHAT TO EXPECT**

9am Arrive at trailhead
9:20am Begin trip
~12pm Arrive at midpoint, quick lunch
~3p Conclude trip

**Schedule is subject to change depending on trail conditions, weather, etc. Final schedule sent via email after you've made your reservation.

ADDITIONAL DETAILS

This trip is included with an Unlimited Pass.
When you complete 4 out of 5 #Onward Challenges, your 5th Challenge is free. Bonus, you'll also receive a free limited edition #Onward Challenge Finisher Sweatshirt.
Hikers should bring spikes for their shoes to help them navigate icy terrain.
This is rated INTERMEDIATE to ADVANCED. Learn more about How We Rate Trips.
Roundtrip shuttle available. Or get a Ryde Membership instead.
YOU WILL RECEIVE EXACT PICKUP TIMES AND LOCATIONS VIA WELCOME EMAIL AFTER YOU'VE MADE YOUR RESERVATION AND 72 HRS PRIOR TO YOUR TRIP. You'll be able to select your pickup time and location only by replying to that email.
Physical Distancing and Face Covering Policy.
No Questions Asked Refund and Cancellation Policy.
TRIP DETAILS (I.E. TIME, DATE, DESCRIPTIONS) POSTED HERE ARE SUBJECT TO CHANGE FOR ANY REASON. Details regarding your trip will be emailed to you after you book.

TRIP REVIEWS

From the #whatyoumissed archives