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.
Contact us at connect@trailmates.online
Upcoming Events
Fri, Sep 25AnchorageGet ready for a magical evening on the Glow Night Hike at Mount Baldy! This moderate/challenging 3-mile loop with 1,200 ft of elevation gain.
Sat, Sep 26NOVA Alaska GuidesJoin Christina for a hike up Lionshead, a quick-but-punchy trail that packs nearly 1,000 feet of elevation gain into just 2.1 miles.
SPECIAL EVENT 🥾🍂 Step Into Fall: A Baffin × TrailMates Hike at Little Campbell Lake Loop | AnchorageSun, Oct 04Little Campbell Lake LoopWe’re celebrating the launch of Baffin’s new Terrain Collection (exclusive to Big Ray’s in Alaska) with a community hike, pre-hike boot demo, and a gift card giveaway. RSVP + check-in required to enter!!
Sat, Oct 24Eagle River Greenbelt TrailheadJoin TrailMates for a festive “Singles” Halloween hike at Briggs Bridge/Eagle River Greenbelt Access. Costumes are encouraged, and after our hike we’ll gather around a campfire to enjoy snacks and socialize so bring a chair and something to share. 🎃🔥
Sat, Oct 31Eklutna Lakeside TrailheadGrab your costume, your favorite hiking buddies, and your Halloween spirit! We’re heading out for a fun and fairly easy stroll along the lakeside to Yuditna Cabin and back!
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