Looking for the best trails around Big Sky?

Explore the best rated trails in Big Sky, MT, whether you're looking for an easy walking trail or a bike trail like the Yellowstone Shortline Trail and Highway 89 South Pedestrian Trail . With more than 21 trails covering 3803 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Headwaters Trail System

Beautiful scenery but please get the cracks filled

September, 2025 by mlane14_99

The asphalt trail definitely has 5 star potential, but the cracks in the asphalt are jarring and take away from being able to look at the mountains and surroundings. More signage would be helpful, but the are a few map signs out there. We had to pay $8 to park our out of state car at Headwaters Park. There is a restroom there.

Yellowstone Shortline Trail

Perfect

August, 2025 by joglazewski

8.5 miles of 12 foot perfectly smooth asphalt through remote, awesome scenery. Great signage! Well done!

Yellowstone Shortline Trail

YST

August, 2025 by jkennedy13

We rode this with my 10 year old son and 9 year old niece. Very family friendly ride with a picnic at the turnaround and some creek dipping on the way back. Beautiful scenery and a great way to cover 20 miles.

Accordion

Yellowstone Shortline Trail

Loved the Shortline Trail

July, 2025 by william heck

My wife and I rode the Shortlineline trail on a recent visit to Yellowstone. We had a terrific time. The scenery was breathtaking. Especially the parts of the trail that ran next to the South Fork of the Madison river. The trail ascends at a very gentle 1% to 3% grade. But we were super impressed with how well maintained the trail is and the informational signs along the way were excellent and very interesting. Personally, we were kind of grateful that E bikes are not permitted on the trail. I’m sure that’s somewhat controversial, but it definitely meant that this experience for us was extremely peaceful and quieted our souls.

Yellowstone Shortline Trail

Beautiful ride

July, 2025 by shelleyjax

First, it states on here that no e-bikes are allowed. One of the staff at the campground we were staying, said she sees e-bikes on it all the time. So, we took our chances. Yes, there are several signs stating no e-bikes. We kept our speed around 10 mph, and always pedaled. Very peaceful and beautiful trail. We saw a coyote and a deer. Riding along the shoreline of the river was serene.

Bozeman Trail Connector

Awesome!

June, 2025 by addisonherald99

Short trail in the valley, all dirt and gravel, we were able to get a total of 2 mi distance out of it. Beautiful and easy to get to! Great place for a morning walk. We will definitely come back.

Great American Rail-Trail

Warden to Lind

April, 2025 by howmarplus3

Ok section, kind of dull. Agriculture & cows. Found a bit of shade by a grain elevator for lunch. Several washouts filled with tumbleweeds as you get closer to Lind.

Great American Rail-Trail

such a beautiful trail!

October, 2024 by sherryschie

We started in Akron and rode about 18 miles north. Loved it!!!

Jackrabbit Lane Shared-Use Path

decent route

September, 2024 by rowanthompsontschimperle

It’s good if you’re looking for a straight shot up to Belgrade however it definitely is not very scenic as there is heavy traffic right next to it. Also there are a decent few cracks in the road so if you don’t have any suspension on your bike be careful.

Great American Rail-Trail

West bound from Ellensburg. August 2024

August, 2024 by tastesbadtobears

We ( recumbent trike & e-bike) headed West from the Kiwanis park. Turned around after 9km as the surface was really tough on the trike. There’s 2 good wheel tracks for bikes, but the trike had to ride partially in the coarse trail ballast. Scenic area with farm views and a huge windmill farm in the distance.

Highway 89 South Pedestrian Trail

Safe trail to run

July, 2024 by ryancaincarlson

I was traveling through the area and looking for somewhere safe to run where I would not be on the roads. I parked at the Town and Country Grocery Store, crossed the street to pick up the path and headed south. The path follows Highway 89 (as the name suggests) so expect to be traveling alongside the road. I went 4 miles out and 4 miles back.

Valley Center Trail

Trail was clear of snow. Lots of sand

February, 2024 by skycrest1702

Trail was clear of snow. Lots of sand

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