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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
Upcoming Events
Sat, Dec 06Anchorage👋 Come meet new people, soak in the beauty of Eagle River Valley, and enjoy an afternoon hike outside.
Thu, Jan 01AnchorageKick off the new year with a refreshing, community-centered TrailMates hike to the beautiful Bird Creek Falls.
Sat, Feb 14AnchorageJoin TrailMates for an unforgettable day exploring the Winner Creek Trail in beautiful Girdwood! This local favorite is known for its forest paths, creeks, and stunning views of the surrounding Chugach Mountains.
Sun, Feb 15AnchorageJoin us for a beautiful winter trek through the Eagle River Nature Center as we make our way to Echo Bend and Ice Falls.
Sun, Nov 16Anchorage👋 Come meet new people, soak in the beauty of Eagle River Valley, and enjoy an afternoon hike outside.
Sat, Nov 08AnchorageThis moderate/challenging 3-mile loop with 1,200 ft of elevation gain is perfect for adventurous hikers looking for something unique.
Sat, Nov 01AnchorageJoin us for an adventure on Harp Mountain, an out an back hike with elevation gain led by our awesome volunteer hike leader, Erin!
Sat, Nov 01AnchorageJoin TrailMates for an unforgettable day exploring the Upper Winner Creek Trail in beautiful Girdwood! This local favorite is known for its lush forest paths, rushing creeks, and stunning views of the surrounding Chugach Mountains.
Sun, Oct 26Indian Hills, COJoin us in Indian Hills, CO for a special TrailMates x Baffin x REI community hike! 🌲✨ Explore the scenic Mount Falcon Park Upper Loop with hike leader Bryan Dillenbeck — panoramic views, fresh air, and great company guaranteed.
Sat, Oct 25PalmerJoin TrailMates for a festive “Singles” Halloween hike at Matanuska Lakes State Recreation Area! 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. 🎃🔥- Thu, Oct 23Anchorage👋 Come meet new people, soak in the beauty of Eagle River Valley, and enjoy a Fall evening outside.
Sat, Oct 18WillowJoin hike leader Tina Powers for an easy-paced fall adventure through one of the Mat-Su Valley’s hidden gems — the Red Shirt Lake Trail!
Mon, Oct 13AnchorageJoin TrailMates for a refreshing fall hike to Bird Creek Falls! This welcoming trail is perfect for anyone looking for a beautiful and accessible adventure.
Sun, Oct 12AnchorageJoin TrailMates for a fun fall adventure on the Chutes and Ladders Trail! 🍂
Thu, Oct 09AnchorageLooking for a low-pressure, beautiful midweek hike? This one’s for you. Join us for a relaxed evening on the South Fork Valley Trail with volunteer hike leader Kevin Lurie.
Sun, Oct 05AnchorageGet 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 is perfect for adventurous hikers looking for something unique.
Sun, Sep 28AnchorageJoin TrailMates for an afternoon adventure up Mount Baldy — one of Eagle River’s most beloved peaks!
Sun, Sep 28AnchorageJoin TrailMates for a climb with serious payoff! The Twin Peaks Trail winds steadily upward from Eklutna Lake through lush forest and opens to sweeping views of the valley below.
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
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