From group hikes to outdoor workshops and seasonal adventures, every event is designed to help you connect, grow, and experience the beauty of Alaska—together.

If you're brand new to the outdoors or a seasoned explorer, you belong here.

Built for Connection

All hikes are free and community-led

To keep things safe, meaningful, and respectful to the land, most hikes are capped at 20 people. Smaller groups mean better vibes, safer trails, and less impact on the places we love.

Waitlists available!

Hikes fill fast—but spots often open up.
If your plans change, please update your RSVP so someone else can join.

RSVPs are required

You’ll need to be a TrailMates member to save your spot—it’s free to join!

Waitlisted but Can't Wait?

If a hike is full and you're feeling inspired, consider leading one yourself. We'll support you every step of the way.

Upcoming Events

Williwaw Lakes Long Trail | 2 Day Backpacking Hike
Fri, Jul 17
9201 Prospect Dr, Anchorage, AK 99507, USA
Join TrailMates for an unforgettable overnight backpacking trip through the beautiful Williwaw Lakes Trail in Chugach State Park.
RSVP
Crow pass Crystal Lake
Sun, Jul 19
Crow Pass Trailhead
Join us for a challenging alpine hike featuring waterfalls, mountain views, and the stunning turquoise waters of Crystal Lake! 🥾⛰️
RSVP
North Face of Mount Alyeska
Sat, Jul 25
Alyeska Resort
North Face of Alyeska ⛰️🚠 (Earn the view, ride the tram down) If you like your hikes with a little burn and a big payoff, this one’s for you!
RSVP
Resurrection Pass Backpacking Adventure | Hope to Cooper Landing (MM 53)
Thu, Aug 27
Resurrection Creek Road
Join us for an unforgettable 3-day backpacking adventure on the iconic Resurrection Pass Trail from Hope to Cooper Landing (Mile Marker 53). This challenging point-to-point trek takes us through some of Alaska’s most beautiful backcountry terrain.
RSVP

TrailMates helped me gain confidence in my body's abilities to carry me through nature's terrain, whether it's incline or high elevation, I am more willing to challenge myself more than before. The mindfullness aspect is a hiking dream where it becomes more than exercise but an experience with like minded individuals of all levels coming together cheering each other on!

Kathrine Longuevan

Community Member since Jun 2023

Can’t express enough how amazing this community has been and the experiences I’ve had. TrailMates enriched my life and love of the outdoors, encouraged a healthier lifestyle and connected me with lifelong friendships.

Bryan Dillenbeck

Community Member since Dec 2023

Being part of the TrailMates has been such a rewarding experience. I love connecting with like-minded outdoor enthusiasts, leading the community hikes, and learning from others’ adventures. It’s inspiring to see how this group brings people together to celebrate nature, encourage exploration, and foster a sense of belonging on and off the trails.

Bree McCallum

Community Member since Jun 2023

TrailMates holds a special place in my heart. I think of three key words specifically:
Camaraderie: we support, encourage, and build one another up.
Connection: I’ve formed meaningful relationships with amazing people, the land I’ve explored, and within myself.
Confidence: with each hike I’ve become stronger physically and mentally, proving to myself that I can do anything I set my mind to.

Anni Bahe

Community Member since Sep 2024