TrailMates

TrailMates Mindful hikes. Real connections. Confidence in the wild. Alaska's most welcoming trail crew 🥾✨ RSVP on the website + hit the trail with us!

Alright friends, winter is here and we’re still outside because… well, that’s just what we do! 👉 If you’ve been wanting ...
12/06/2025

Alright friends, winter is here and we’re still outside because… well, that’s just what we do!

👉 If you’ve been wanting an excuse to get on the trails with good people, here you go.

Here’s what we’ve got coming up in December 👇
🌲 Dec 6 - South Fork @ 11am
Such a solid winter trail. If you need a chill morning outside, this one’s perfect.

🌅 Dec 7- Blueberry Knoll Sunset @ 2pm
If you’ve never watched the light hit the valley from up there… trust us its worth it! Bring your headlamp !

❄️ Dec 20- Briggs Bridge to Barbara Falls @ 11am Winter waterfalls just hit different. This one’s always a favorite. Great 📸 photo opportunity!

🌞 Dec 20 — Winter Solstice Hike at the Butte @ 2:30pm Shortest day of the year. Shorter hike distance to the top. Slow sunset. Bring a headlamp & spikes! Plus hot cocoa 😋

We added New Year Day on here because we don't want you to miss it!

🎉 Jan 1 — New Year’s Day at Bird Creek Falls @ 11am Start the year with people who also chose hiking over staying in bed. Zero regrets and Bring a summit shot!

Tag a friend or meet a new one on the trails!

⛰️ RSVP on the website so we know you’re coming.
Can’t wait to see you out there ✨️

trailmates.online/events

Double-hike weekend! 🤩Hosted by our volunteer hike leader Leo 👉SAT 11/29: Twin Peaks | 10 AM👉SUN 11/30: Little O’Malley ...
11/29/2025

Double-hike weekend! 🤩

Hosted by our volunteer hike leader Leo

👉SAT 11/29: Twin Peaks | 10 AM
👉SUN 11/30: Little O’Malley | 10 AM

Come explore, connect, and meet your new favorite hiking buddies.

RSVP on the website + let’s hit the trails together!

Tag a friend you want to bring with you and enjoy a weekend outdoors!

We’ve built something really special together here in Alaska — and now we’re growing beyond the mountains we call home. ...
10/17/2025

We’ve built something really special together here in Alaska — and now we’re growing beyond the mountains we call home. 🏔

Our Colorado TrailMates chapter is led by Bryan Dillenbeck, and we’d love your help spreading the word!

If you have friends in Colorado who love to hike, connect, and be part of a kind outdoor community, send them our way 💚

➡️ Tag them below so they can check out the next community hike with Baffin + REI on Oct 26

Together, we can bring the TrailMates spirit to more trails and more hearts. 🌿

Colorado friends — we’re hitting the trail! 🥾Join TrailMates Colorado, Baffin, and REI for a special Community Hike + Bo...
10/15/2025

Colorado friends — we’re hitting the trail! 🥾

Join TrailMates Colorado, Baffin, and REI for a special Community Hike + Boot Demo at Mount Falcon Park.

Try out Baffin’s brand-new Terrain Collection right on the trail, enjoy a guided group hike led by our very own TrailMate Bryan, and wrap up with light refreshments and great conversation.

This is the perfect way to meet local adventurers, test new gear, and connect with community.

📍 Mount Falcon Park Upper Loop (Indian Hills, CO)
🗓 Sunday, Oct 26 | 11 AM – 2 PM
🥾 Free + beginner-friendly
👋 Led by TrailMate Bryan Dillenbeck
➡️ RSVP via Baffin’s event page or just show up ready to hike!

Let’s grow the Colorado TrailMates crew together 💚

09/17/2025
🌟 TrailMates Sponsored Hike – This Saturday! This weekend’s hike is proudly sponsored by Laura Dean at Ameriprise Financ...
09/09/2025

🌟 TrailMates Sponsored Hike – This Saturday!

This weekend’s hike is proudly sponsored by Laura Dean at Ameriprise Financial (). Laura is the only Certified Military Financial Advisor in Alaska, dedicated to helping military families and individuals build financial confidence. Her commitment to serving the community reflects the very heart of TrailMates—bringing people together to explore, connect, and grow stronger through the outdoors.

📅 Date: Saturday, September 13, 2025
⏰ Start Time: 10:30 AM
📍 Meeting Location: 13500 N. Skeetawk Circle, Mile 10.6 Palmer-Fishhook Rd, Palmer, AK 99645
🥾 Trail Stats: ~4 miles • 2,198 ft elevation gain
👥 Group Size: Max 30 hikers

✨ Gates open 10 AM–5 PM, restrooms are available, and dogs on leash are welcome!

🔗 RSVP at trailmates.online/events to save your spot—space is limited!

Sponsorships like Laura’s allow us to continue creating opportunities for people of all backgrounds to enjoy Alaska’s trails, discover new connections, and experience the beauty of the outdoors together.

A big thank you again to Laura Dean and Ameriprise Financial for supporting this hike and the TrailMates community. For more information, you can reach Laura at [email protected]

🌟 TrailMates Sponsored Hike – This Saturday! This weekend’s hike is proudly sponsored by Laura Dean at Ameriprise Financ...
09/09/2025

🌟 TrailMates Sponsored Hike – This Saturday!

This weekend’s hike is proudly sponsored by Laura Dean at Ameriprise Financial (). Laura is the only Certified Military Financial Advisor in Alaska, dedicated to helping military families and individuals build financial confidence. Her commitment to serving the community reflects the very heart of TrailMates—bringing people together to explore, connect, and grow stronger through the outdoors.

📅 Date: Saturday, September 13, 2025
⏰ Start Time: 10:30 AM
📍 Meeting Location: 13500 N. Skeetawk Circle, Mile 10.6 Palmer-Fishhook Rd, Palmer, AK 99645
🥾 Trail Stats: ~4 miles • 2,198 ft elevation gain
👥 Group Size: Max 30 hikers

✨ Gates open 10 AM–5 PM, restrooms are available, and dogs on leash are welcome!

🔗 RSVP at trailmates.online/events to save your spot—space is limited!

Sponsorships like Laura’s allow us to continue creating opportunities for people of all backgrounds to enjoy Alaska’s trails, discover new connections, and experience the beauty of the outdoors together.

A big thank you again to Laura Dean and Ameriprise Financial for supporting this hike and the TrailMates community. For more information, you can reach Laura at [email protected]

08/29/2025

On Sept 7, we’re teaming up with Big Ray’s + Baffin to celebrate the launch of Baffin’s new Terrain Collection (exclusive to Big Ray’s in Alaska) with a community hike to Blueberry Knoll + Powerline Pass—and a little something extra.✅ Try on Baffin’s cold-climate boots before we hit the trail✅ RSVP + check in at the Baffin tent = entry to win a $1,000 gift card✅ Laid-back, beginner-friendly vibes + big fall viewsSpots are limited—RSVP now to save your place + secure your entry. Link in bio or visit trailmates.online to enter.

Nature shows us that growth takes time—berries ripen, caterpillars transform, bees build, mushrooms flourish. 🫐🐛🐝🍄✨ What...
08/26/2025

Nature shows us that growth takes time—berries ripen, caterpillars transform, bees build, mushrooms flourish. 🫐🐛🐝🍄

✨ What’s your pace whispering this week?

🥾 Find your rhythm with us on and off the trail at trailmates.online

In this Episode of Active in Alaska, Kendall Stewart talks with Megan Militello about her community hikes. From Mild to ...
08/25/2025

In this Episode of Active in Alaska, Kendall Stewart talks with Megan Militello about her community hikes. From Mild to Wild your Alaska Adventure awaits!

https://www.iheart.com/podcast/269-active-in-alaska-276603657/episode/your-alaska-adventure-awaits-284115305

Active in Alaska is a podcast that explores the diverse outdoor activities and adventures Available in Alaska, featuring expert insights, local stories and practical tips to inspire and equip listeners for their own Alaskan Experience.

In this Episode of Active in Alaska, Kendal talks with Keirre about her Guided Hikes. From Mild to Wild your Alaska Adventure awaits!

Some hikes test your legs. This one fed our souls. 💛 Led by Sara Burda, the Gold Mint crew turned an easy-going trail in...
08/25/2025

Some hikes test your legs. This one fed our souls. 💛

Led by Sara Burda, the Gold Mint crew turned an easy-going trail into a day full of laughter, blueberry breaks, and bubble-blowing by the river.

TrailMates isn’t just about the miles — it’s about showing up, connecting, and heading home with a lighter heart (and maybe a purple smile).

Catch the full recap here ⬇️

https://www.trailmates.online/post/gold-mint-trail-hike-trails-berries-new-friends

🍂 Fall hiking season starts here.We’re teaming up with  +  on Sept 7, for a community hike —and you could walk away with...
08/19/2025

🍂 Fall hiking season starts here.

We’re teaming up with + on Sept 7, for a community hike —and you could walk away with $1,000 gift card to baffin.com.

Here’s how it works:
1️⃣ RSVP for the hike
2️⃣ Check in at the Baffin tent before we start
3️⃣ You’re entered to win a $1,000 Baffin gift card

Plus—you can test-drive Baffin’s cold-climate boots before we hit the trail.

Beginner-friendly, gorgeous fall views, and all the good vibes.

🎟 RSVP now — spots are limited + you must be on the list to enter. 🔗 Register at: http://bit.ly/4fJOLHA

Address

Anchorage, AK

Alerts

Be the first to know and let us send you an email when TrailMates posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Organization

Send a message to TrailMates:

Share