5-Day Adventure in Big Sky, Montana Itinerary

Grab a quick breakfast at Montana Jack before embarking on a morning of adrenaline-pumping activities at Big Sky Resort. Whether it's ziplining, mountain biking, or a scenic lift ride, the resort offers something for everyone.

For lunch, head to Scissorbills Saloon, a local favorite known for its laid-back atmosphere and delicious comfort food. Afterward, take a leisurely horseback ride through the picturesque Madison Valley, immersing yourself in the region's natural beauty.

Dine at Horn and Cantle, a true Montana steakhouse, where you can enjoy a mouthwatering steak paired with a selection from their impressive wine list. Cap off the evening with live music and drinks at Chet's Bar & Grill, a classic Western watering hole.

Start with breakfast at Tips Up Big Sky, fueling up for a day trip to Yellowstone National Park. Explore the park's wonders, including iconic geysers, majestic waterfalls, and the vibrant Grand Prismatic Spring.

Pack a picnic lunch from Riverhouse BBQ & Events and enjoy it at a scenic spot within the park. Afterward, continue your Yellowstone adventure, keeping an eye out for wildlife such as bison, elk, and maybe even a bear.

Return to Big Sky for dinner at Alpenglow, where you can unwind with a cocktail and savor their innovative, locally-inspired dishes. Reflect on the day's experiences and share stories of Yellowstone's beauty.

Begin with breakfast at Block 3 Kitchen & Bar, known for its fresh, farm-to-table offerings. Then, immerse yourself in the local arts scene at the Warren Miller Performing Arts Center, where you can catch a morning show or take a guided tour of the facility.

For lunch, head to Milkies Pizza & Pub for a casual, family-friendly meal. Post-lunch, visit the Lone Mountain Ranch for an afternoon of guided cross-country skiing or snowshoeing, depending on the season.

Enjoy a laid-back dinner at The Cabin Bar & Grill, a cozy spot with a menu featuring classic American fare. Afterward, explore the vibrant craft beer scene at Big Sky Brewing Company, where you can take a brewery tour and sample a variety of local brews.

Indulge in a leisurely breakfast at Olive B's Big Sky Bistro, known for its warm hospitality and delectable morning offerings. Afterward, take a scenic drive along the Moonlight Basin road, soaking in the panoramic views of the surrounding mountains and valleys.

For your final lunch in Big Sky, visit Dining @ The Waypoint, where you can enjoy a meal with a view. Afterward, spend the afternoon exploring the charming shops and galleries of Big Sky Town Center, picking up any last-minute souvenirs.

Conclude your Big Sky journey with a memorable dinner at The Corral Bar, Steakhouse & Motel, a local institution with a rich history. Raise a glass to the adventures you've had and the memories you've made in this beautiful corner of Montana.