Calypso Trail

Total Miles 8.5
Technical Rating
3 Easy
Best Time Summer
Trail Type High-Clearance 4x4 Trail
Accessible By
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Trail Overview

This trail is very easy when dry. It takes you through amazing scenery of the Terry Badlands. There are a few steep spots where it would be sketchy if conditions are wet. The trail consists of silty clay, and will turn to a greasy slick surface when wet. It's a very narrow trail with shallow drop-offs on either side. There is an old rickety railroad bridge from the 1900s that is required to cross to get to the Calypso Trail.

Photos of Calypso Trail

Difficulty

Majority of the trail is easy unless there is water on it. Traction will drastically be reduced if there are muddy conditions.

History

Trail can become impassable with a lot of rain.

Technical Rating

3

Status Reports

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Jim Petersen
Sep 07, 2025
Open
Trail was dry and easy. There are a few spots where you have to slow down and there are ruts and a small rock ledge. It is a beautiful trail. We even got to see some prairie dogs!
Colten Harkrider
Sep 01, 2025
Open
Trail was in pretty good shape. Views are fantastic. The Milwaukee railroad bridge coming in is open, but there is construction work set to begin sometime in the future so it may be best to call the BLM office in Miles City before heading to the trail. Gets pretty narrow in spots and there are quite a few blind corners. Couple of steep climbs but nothing too difficult. Most of the trail is fairly smooth and my gladiator could handle it in 2wd. Be mindful after rain though as the trail could get quite difficult with some mud. I throughly enjoyed how in a lot of places on this trail there were small hills to climb that when cresting over the top you were met with the amazing view of the terry badlands and how far it reaches.
Tracy Barnes
Oct 20, 2024
Open
The old Milwaukee railroad bridge is open for easy access to the Calypso Trail. The trail itself was very good, looks like it may have been recently bladed. Only saw 2 other vehicles.
Sondra Jones
Jul 09, 2024
Open
the bridge from Terry to the Terry badlands trail is closed for maintenance.

Calypso Trail Trail can be accessed by the following ride types:

  • Single Track
  • 50 Inch
  • 60 Inch
  • High Clearance

Calypso Trail Map

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