Log miles in May for Whitefish’s Hit the Trail, Walk N Roll challenges

This May is the 8th annual Hit the Trail Challenge, a month-long community event celebrating health, outdoor recreation and conservation. Whether hiking, running, biking, or riding horseback, every mile logged on the Whitefish Trail supports the stewardship and long-term care of the local trail system and surrounding open lands, and Whitefish Legacy Partner’s goal of raising $30,000 for the trail. 

Participants can join as individuals or as part of a team. For the second year in a row, Legacy Partners is partnering with Connect Whitefish’s Walk N Roll initiative, which encourages residents to walk, bike, or roll instead of driving, takes place during the Hit the Trail Challenge. Together, these efforts promote active, human-powered transportation, healthier lifestyles and stronger local connections.  

“We’re lucky to have the Whitefish Trail right in our backyard, and this is a simple way for people to get outside, feel good, and give back at the same time,” said Nathan Tuebner, Legacy Partners program manager. “Every mile really does make a difference.” 

Throughout May, participants can log their trail miles and in-town trips using an online form, paper log sheet, or by joining the Hit the Trail Challenge Strava Club. Log miles this May at whitefishlegacy.org/httc. 

Participants will be entered into weekly raffle drawings. It’s a great way to stay motivated, explore the outdoors, and contribute to the goal of 30,000 miles and $30,000 raised in support of the Whitefish Trail. 

The 2026 Whitefish Hit the Trail Challenge sponsors include Title sponsor Noller Automotive Supercenter , Logan Health Whitefish, Stockman Bank, Averill Hospitality, Glacier Medical Associates, Explore Whitefish, Park Side Credit Union, BlueCross BlueShield of Montana, Third Street Market, and The Wave. 

Special thanks to raffle prize donors REI, Haskill Creek Farms, Tailwaggers, Oboz, and Glacier Cyclery & Nordic.