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20 Hikes not for the Faint of Heart

Type 2 Fun: Miserable while you're doing it, 100% worth it when you're done.

By: The Outbound Collective + Save to a List

We tend to like to push ourselves when we get outside. It may not be fun every step of the way, but you’ll head home with a sense of accomplishment and memories of an epic adventure. Not to mention the bragging rights. Whether you’re looking for a multi-day backpacking trip or a short (and steep!) slog to the nearest summit, any of these hikes will satisfy your need to test your grit on the trail.                                                                                                                                                                                                                                                                                         

1. Summit Igloo Mountain

Photo: Mike Quine

2. Crazy Peak Scramble

Photo: Patrick Rooney

3. Hike the Olomana Trail

Photo: Hillary + Matt

4. Hike and Climb the via Ferrata de la Tour d’Ai

Photo: Talia Touboul

5. Hike Half Dome via the Mist Trail

Photo: Eddie Jo

6. Summit Longs Peak

Photo: Jeff Richards

7. Backpack the Grand Canyon Rim-to-Rim-to-Rim

Photo: Rob Witt

8. Climb Mt. Rainier via Disappointment Cleaver

Photo: Bernice Ngo

9. Hike Huayna Picchu at Machu Picchu

Photo: Lorene Voskinarian

10. Hike to the Summit of Mt. Whitney

Photo: Gregg Boydston

11. Backpack the Devil’s Path in the Catskills

Photo: Eduardo Gil

12. Hike to the Summit of Granite Mountain

Photo: Casey Sullivan

13. Hike to Angels Landing

Photo: Hillary + Matt

14. Cimb Mount Borah

Photo: Chris Bruin

15. Backpack the Chisos Mountains

Photo: Nick Lake

16. Climb to the Top of Mount Defiance

Photo: John Chau

17. Hike Rock Castle Gorge

Photo: Elyse Clark

18. Climb Mount Gonga, Sichuan Mountains (蜀山之王): Minya Konka West Route

Photo: Kyle Obermann

19. Climb North Maroon Peak

Photo: Kyle Frost

20. Hike the Great Range Traverse

Photo: Janet Thomas

Cover photo: Mike Quine

We want to acknowledge and thank the past, present, and future generations of all Native Nations and Indigenous Peoples whose ancestral lands we travel, explore, and play on. Always practice Leave No Trace ethics on your adventures and follow local regulations. Please explore responsibly!

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