You're Old School Montana if... you've seen old chaps with a Main Street saddle shop's name stamped right into the leather
Before 1950 · Eastern Montana
Miles City, Before 1950
Old School Montana lists 2 places in Miles City that are still open: Montana Bar (est. 1908) and Historic Miles City Saddlery (est. 1909). Miles City is in Custer County, in Eastern Montana.
Eastern Montana, with a main street that has some miles on it.
Memories from Miles City
Back Then in Miles City
Back Then · Still Old School Stories
Still Old School: The Montana Bar in Miles City
At 612 Main in Miles City since 1908. Original tile underfoot, embossed tin overhead, and a neon Montana out front that people still give directions by.
Still Old School in Miles City
Shop · Montana Original
Historic Miles City Saddlery
Old chaps stamped with the shop's name still turn up, and people still call asking where to get more. After 115 years, the store is still there to answer the phone.
Drink · Montana Original
Montana Bar
Kenney's name in the tile, a stand-up bar that came upriver by steamboat in 1912, and a neon Montana that downtown Miles City still steers by.
More like this
You're Old School Montana if... your uncle's cooler was older than you and still got the good spot in the truck
Back Then · Still Old School Stories
Still Old School: The Washoe in Anaconda
Anaconda's Art Deco movie palace took five years and one Depression to finish. It opened in 1936, turned 90 in 2026, and still sells $7 tickets.
Back Then · Still Old School Stories
Still Old School: The Parrot in Helena
The Parrot has made candy by hand on Last Chance Gulch since 1922. In 2025 the candy apprentice who started in 2018 bought the place, and she'd like to keep it exactly like this.
All of Miles CityAll of Before 1950
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