Chugach Classics Challenge
June 8th - August 1st, 2026

Each week, drawings for free shoes and other trail gear!

Join Strava Club

Complete the route of the week to be eligible for weekly gear giveaways, or complete the challenge “bingo style” in the order of your choosing. All challenge finishers will snag a sweet end-of-challenge prize that can be picked up during the last week of the challenge at our Trail Series wrap party at Hilltop on July 30th.

Weekly routes will be posted in the Strava club every Sunday evening. Download and follow the GPX file to follow the route. Complete the route any time that week. Options for route modifications, gear recommendations, and estimated route completion times will be offered in every weekly route posting. Routes are subject to change depending on current conditions, trail closures, and wildlife concerns.

TENTATIVE ROUTE PLAN:


Heads up!

This challenge is intended to get you out in the mountains this summer on routes that may be familiar to you, or may be brand new to you! Participation is free of cost and at your own risk. Please familiarize yourself with the routes ahead of time, bring gear for unpredictable weather, bear spray, plenty of food and water, and turn back at any time if you feel uncomfortable.

Brand new to trails? Check out our Trail Series events in July! Casual, social 3-4 mile group runs on some of Anchorage’s most beloved trails.

WEEKLY PRIZES
Weekly drawings from route finishers for trail shoes and gear from our awesome brand partners! The North Face, Arc’teryx, Saucony, New Balance, and more!
END OF CHALLENGE
Once you've completed all 8 routes, submit your activities to be eligible for your finishers' swag!