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As one of the USA’s eight Mountain States, it should come as no surprise that Montana is beautiful. Stunningly beautiful, in fact. Despite being the country’s fourth biggest state, it just so happens to be one of the least populated, with just over a million inhabitants spread out across its vastness. And while its largest cities, including Billings (pop. 109,000) and Missoula (pop. 74,000), account for the lion’s share of its residents, enough of its citizens reside in small-town Montana to ensure these communities have developed their quirky sides.

Often tucked away from the main tourist trails, these towns offer an unconventional mix of history, artistic flair, and cultural oddities that set them apart from other urban areas. And for those willing to explore Big Sky Country’s more unusual communities, these wonderful small towns deliver on multiple fronts. Find out more with our take on the six most eccentric towns in Montana.

Red Lodge

Located in southern Montana near the border with Wyoming, the former coal mining town of Red Lodge is now best known as the home of Red Lodge Mountain, a popular ski resort with an impressive 70 runs. Come summer, the town comes alive with travelers exploring the Beartooth Highway, a 68-mile long byway that’s considered one of America’s most beautiful scenic drives.

Quirky Historic District attractions include buildings from the late 19th century like the Roman Theater, which has been screening films since 1917, while the old Miner’s Saloon still has traces of Red Lodge’s rough past with the memorabilia lining the walls. Red Lodge is also home to the unusual Beartooth Run, a July event where participants race up Beartooth Pass. Another unique event is the Red Lodge Festival of Nations, a tradition since 1950 that celebrates the region’s ethnic diversity with parades, folk dances, and international foods.

Virginia City

Just a short drive from the state border with Idaho, Virginia City perfectly captures the essence of a 19th-century mining town… but with an eccentric twist. Declared a National Historic Landmark, the entire town seems locked in the Gold Rush era, with wooden boardwalks and a collection of buildings dating back to the 1860s still standing. Highlights of a visit include the chance to tour sites like the Thompson-Hickman Museum, with its fascinating displays of artifacts from the town’s mining past. An even more intriguing stop is the infamous Boot Hill Cemetery, where notorious outlaws like Clubfoot George Lane, Jack Gallagher, and Frank Parish were laid to rest.

An eccentric highlight in Virginia City is the Brewery Follies, a bawdy comedic performance held in a historic brewery dating from 1863. Virginia City also hosts events like the Victorian Ball in August, where attendees dress in period costumes and dance the night away (a Halloween edition of this fun activity has also been added).

Philipsburg

Philipsburg is located in western Montana and stands out for its quirky mix of historic sites and eccentricity. A former mining town, it's notable for its 1892 Granite County Courthouse with its attractive Romanesque architecture. The Sweet Palace, however, steals the show. Opened in 1998, this nostalgic candy shop offers over 1,000 different types of sweet treats, including chocolates and fudge, as well as old-time classics like salt water taffy and licorice.

One of Philipsburg’s most eccentric events, Flint Creek Valley Days features everything from parades to classic car shows to fun bed races down Broadway Street, the town’s main drag. Philipsburg also hosts Shakespeare in the Park performances in summer. Add to that the presence of top-notch breweries like the Philipsburg Brewing Company, set in the historic Sayrs Building, and you get a destination that uniquely blends eccentricity with Montana’s rich heritage.

Livingston

Is exploring Yellowstone on your to-do list? Then Livingston is the perfect spot for you to visit if you’re also hankering for a little quirky fun on the side. Only a short drive from Yellowstone National Park, this interesting town has attracted writers since the 1960s, something that’s reflected in its many eclectic bookshops like Wheatgrass Books and Elk River Books. The Livingston Depot Center, a beautifully restored railway station from 1902, houses a museum on the Northern Pacific Railway’s history and even hosts a summer arts event, the Festival of the Arts, in July.

Another must-visit event is the Livingston Roundup Rodeo, which has been held here every Fourth of July since 1924. Known as one of the best rodeos in the West, it highlights parades, fireworks, and plenty of cowboy skills on display. The town’s International Fly Fishing Fair is another landmark event, and attendees compete in casting competitions and other fishing-related activities.

Bigfork

Situated in northern Montana on the shores of Flathead Lake and not far from the border with Canada, Bigfork boasts a surprising mix of artistic flair and eccentric community spirit that makes it a fun getaway destination for adventurous travelers. Fun things to do in Bigfork include visiting the Bigfork Summer Playhouse, founded in 1960, and a unique theater with Broadway-caliber performances. Yet what makes the town truly eccentric are whimsical events like its Fourth of July parade, which sees residents create elaborate floats and dress up in outlandish costumes as they try to outdo each other.

The Bigfork Whitewater Festival in May is another highlight and draws thrill-seekers to race through rapids on the Swan River, while local vendors and live music add to the festivities creating a carnival-like atmosphere. While you’re here, be sure to check out the Jewel Basin Hiking Area with its high-elevation trails and exceptional mountain views.

Choteau

Choteau’s unique combination of prehistoric relics and small-town charm certainly makes it one of Montana’s most eccentric destinations. The Old Trail Museum is a must-see, especially if you’re traveling with kids. Highlights include a fascinating collection of life-size (though not real!) dinosaurs including a large Maiasaura replica, a nod to Choteau’s ties to paleontology. The museum’s exhibits also include Native American artifacts and antique farming tools, while you can also hike the Two Medicine Dinosaur Trail which provides a hands-on experience for fossil enthusiasts.

Choteau’s Teton Trail Village adds another layer of uniqueness with shops set in historic buildings that reflect the town’s Old West heritage. Another highlight of a visit is the Rocky Mountain Front Farmer’s Market, where you can shop for crafts and local produce while enjoying live music.

The Final Word

Together, this handful of Montana towns each bring a unique flavor to the state, blending their histories with quirky attractions and events that will certainly appeal to curious travelers. From eccentric celebrations and festivals to unusual attractions, these awesome towns reveal an offbeat side of Montana that goes well beyond its rugged outdoor allure. Whether you’re a history buff interested in Montana’s early settlements or a traveler looking for unusual places to visit, these six most eccentric towns in Montana are worth including in your travels.