Trailhead Shuttle & Transport LLC

10/09/2026

Ruby is our newest addition to the Trailhead Shuttle & Transport LLC fleet! Ready to shuttle another guest to Red Lodge after their loooong day of travel 😀

10/07/2026

When in Bozeman picking up guests who have never been to Montana, first stop is always The Pickle Barrel 😀

09/06/2026

The Beartooth Highway is quite spectacular this time of year. Did you know that you can experience the pass with a seasoned driver/guide while you enjoy the views? No stress! No worries! We offer half and full day tours until the end of the season 😀
TrailheadTransportation.com

08/10/2026

Trailhead Shuttle & Transport LLC offers transfers to/from Billings & Bozeman Airports. We focus heavily on rural areas, including Red Lodge, which are often times severly undeserved by the traditional rideshare options. Our flat rate is similar to that of the XL rates the big guys offer. We operate 24/7 365 by appointment only. Book in advance online and give us a try!
TrailheadTransportation.com
✅️ Airport Transfers
✅️ Corporate Travel
✅️ Beartooth Hwy Tours
✅️ Wedding Coverage

08/01/2026

Trailhead XL at your service!
TrailheadTransportation.com

07/27/2026

EPIC ride today!!
Got a call to guide some folks along the Beartooth Highway as they rode their bikes 😀
Lots of stops, lots of laughs, and some really great memories made today.
✅️ Start your adventures with Trailhead Shuttle & Transport LLC

07/25/2026

Red Lodge MT is the place to be today!
🌄 Book your next adventure with Trailhead Shuttle & Transport LLC

07/23/2026

⚠️ Beast Mode Activated ⚠️
✅️ Room for 7️⃣
✅️ Comfort ➕️➕️
✅️ Book now @
TrailheadTransportation.com

07/16/2026

Top honors in the Taxi/Limo category!!

Official 2026 Community Voting Awards Platform for Billings, MT. Where the community votes for their favorites every year.

07/14/2026

⚠️ Stagecoach Crossing ⚠️