I stayed out in big sky for 4 days and just scheduled one trail ride which then turned into 2 more. So I did three trail rides in total. I am a profressional rider back home so I never expect much quality from touristy riding attractions but they had super quiet horses and then accommodated me with something a little more fresh the following days. So they have a good mix of horses for total novices or someone like myself who is a competitive hunter/jumper rider. The guides are all so nice and I had a great time. I'll say this much- when you see it from the side of the road you kind of get that "ehhhhh, really?!" sensation- as it is muddle paddocks with muddy ponies but they are all happy and healthy. All the horses were in good weight, did not seem over used, and still had a spark in their eye (unlike many guest ranch type places where the horses all seem so over used and lifeless). I would highly recommend it! I did have to pay double to go on private trail rides but even that was still very affordable! I rode for 4 hours and then two 2 hour trail rides and it was never a dull moment but due to the hilly terrain- if you are a new rider I would recommend their 1 hour ride. They are very accommodating!
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