
Make the Most of Late Summer in Big Sky
Summer in Big Sky doesn’t slow down after the Fourth of July! As July turns into August, the mountain air stays cool, the days remain long, and the community calendar fills with unforgettable events that capture the spirit of Montana.
Wander the Big Sky Farmers Market
When: Every Wednesday 5:00 p.m.- 8:00 p.m. from June through September
Where: Big Sky Town Center
Check out one of the largest farmers markets in the Rocky Mountain West! With more than 100 local vendors, the Big Sky Farmers Market is a favorite weekly tradition for both visitors and locals.
Browse fresh Montana produce, handcrafted jewelry, artisan goods, locally roasted coffee, baked treats, and unique souvenirs while enjoying live music and an energetic mountain-town atmosphere. It’s also one of the best places to sample local food vendors and experience the welcoming community that makes Big Sky so special.
Enjoy Free Music in the Mountains

When: Every Thursday 6:00 p.m. from June 25th through September 3rd
Where: Big Sky Town Center
Nothing says summer in Montana quite like live music beneath Lone Peak.
The beloved Music in the Mountains concert series takes place every Thursday evening through early September at Len Hill Park in Big Sky Town Center. These free, family-friendly concerts feature an impressive lineup of regional favorites and nationally touring artists in a relaxed outdoor setting. Guests are encouraged to bring a blanket or lawn chair, grab dinner from local food vendors, and enjoy an unforgettable evening under the stars.
It’s an experience that perfectly blends Big Sky’s laid-back atmosphere with incredible mountain views, making it one of the highlights of every summer visit.
- July 23rd – Pinky and the Floyd
- July 30th – Colourblind, Billy Allen + The Pollies
- August 13th – Lee Rafugee, The Mother Hips
- August 20th – Jazz Cabbage, Starchildjr + Object Heavy Band
- August 27th – Logan Liebert and the Light Blue, Armchair Boogie
- September 3rd – Scavenger, The Iron Maidens
Don’t Miss the Wildlands Festival
When: July 31st – August 1st
Where: Big Sky Town Center
As summer reaches its peak, the Wildlands Festival brings nationally recognized artists to one of the most scenic concert venues in the country.

Hosted at the Big Sky Events Arena with iconic Lone Peak serving as the backdrop, this multi-day music festival combines world-class entertainment with Montana’s spectacular outdoor setting. Beyond the incredible performances, the festival celebrates conservation, outdoor recreation, and the landscapes that make Big Sky such a remarkable destination.
If you’re planning a late July or early August getaway, the Wildlands Festival offers an unforgettable way to experience Big Sky’s vibrant summer energy.
Experience The Biggie
When: Saturday, August 22nd
One of Big Sky’s newest signature events, The Biggie, celebrates mountain culture with an exciting weekend of competition, community, and outdoor fun.
This multi-day event brings together trail races, mountain biking, family activities, live entertainment, and community celebrations that showcase everything visitors love about Big Sky. Whether you’re participating in an event or cheering from the sidelines, The Biggie offers something for every age and activity level.
It’s a fantastic opportunity to immerse yourself in the adventurous spirit that defines summer in Big Sky.
Celebrate National Park Service Free Entrance Day
When: Tuesday, August 25th
Planning to visit Yellowstone National Park during your stay?
Mark your calendar for August 25, when the National Park Service celebrates its 110th birthday with a Free Entrance Day at national parks across the country. Since Big Sky serves as one of the closest gateway communities to Yellowstone National Park’s West Entrance, this is the perfect opportunity to experience one of America’s most iconic landscapes without paying an entrance fee.
Spend the day exploring geothermal features, spotting wildlife, hiking scenic trails, or simply enjoying one of the world’s most remarkable national parks before returning to your luxury vacation rental in Big Sky for a relaxing evening.
Stay Close to the Action with Wilson Peak Properties



The best part about visiting Big Sky during late summer is that adventure doesn’t end when the events do.
After an evening of live music, a stroll through the farmers market, or an exciting day at the rodeo, return to the comfort of your Wilson Peak Properties vacation home. Relax in a private hot tub, gather around an outdoor fire pit, stay near the Big Sky golf course or simply enjoy sweeping mountain views from your deck. Don’t forget to bring Fido as well with our pet-friendly lodging!
Our luxury vacation rentals offer the perfect home base for exploring everything Big Sky has to offer while providing the comfort, privacy, and upscale amenities that make every Montana vacation unforgettable.
Plan Your Late Summer Escape

Late summer is one of the best times to experience Big Sky. The weather is ideal, the crowds begin to ease, and the calendar is packed with memorable events that showcase the very best of Montana.
Whether you’re discovering local artisans at the farmers market, dancing under the stars at Music in the Mountains, cheering on cowboys at the rodeo, or attending the Wildlands Festival, you’ll find there’s no shortage of reasons to extend your summer in Big Sky.
Book your stay with Wilson Peak Properties today and experience why late summer is one of Big Sky’s best-kept secrets.