Itineraries

Looking to get the most out of your Montana vacation?

It can be overwhelming to plan your trip and feel like you are making the most of a short time. We have put together itineraries with the best activities, restaurants, and scenic drives that Bozeman has to offer. Download our full itinerary PDFs now!

All of our itineraries are also available in our guest books in each cabin.

Winter Itineraries

Snowmobiling in Big Sky

  • Grab a delicious hearty breakfast to go on your way through Gallatin Canyon to Big Sky.

  • Spend several hours snowmobiling and enjoying stunning mountain views.

  • Warm up with a drink and lunch at a classic Montana saloon.

  • Take in the main square of Big Sky and all the shopping it has to offer.

  • Stop at a steaming hot springs and enjoy the sunset golden hour.

  • Grab some takeout to enjoy at your cabin or enjoy a beef or bison steak at a longtime local hotspot in Gallatin Gateway.

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Halved wraps filled with chicken, lettuce, tomato, and other vegetables on a red plate, a glass of red juice, a white cup with saucer, and a breakfast menu on a wooden table.
A snowy mountain landscape with a steep cliff on the left, dense evergreen forests, a river flowing through the valley, and a winding road passing by the river under a partly cloudy sky.
A snowmobile is parked on a snowy landscape with mountains and a cloudy sky in the background.
A bowl of hot soup topped with sour cream and green onions, served with a slice of bread and a scoop of ice cream, along with a glass of beer on a wooden table inside a rustic restaurant decorated with mounted animal heads.
A winter street scene at dusk with snow on the ground, decorated with hanging string lights. Snow-capped mountain in the background, with buildings on either side of the street.
Clothing display in a store with shelves and hanging garments including shirts, jackets, and pants, with decorative bottles and a wooden fish on top, and a nautical-themed decor piece on the wall.
A hot spring at sunset with steam rising from the water, surrounded by rocks and seating, and purple accent lighting underneath. Mountains and a sunset sky are in the background.
A cozy bar with a pool table in the foreground, several patrons sitting and standing around the bar, warm lighting, wooden decor, and multiple flat-screen TVs on the walls.

Explore Bozeman

  • Enjoy a hearty farm to table breakfast at a local favorite.

  • Take in the dinosaur and pioneer exhibits at the renowned Museum of the Rockies.

  • Slow down with a half-hour sleigh ride through tranquil pastures and forest.

  • Stop for lunch and a drink in downtown Bozeman at a western bar modeled after a historic cowboy bar in Miles City.

  • Walk the charming streets of downtown Bozeman and enjoy its wide variety of western shops.

  • Warm up with a cozy evening hot tub session back at your cabin.

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Plate of Mexican food with enchilada topped with mozzarella cheese, shredded cheddar cheese, diced onions, cilantro, diced tomatoes, and red strips of peppers
Dinosaur skeleton display of a Tyrannosaurus rex in a museum exhibit with informational panels and surrounding decorations.
A vintage green and black antique car displayed indoors on a wooden platform with a rope barrier, next to a red vintage fire pump, in what appears to be a museum setting.
People riding horses and a sleigh through a snowy winter landscape surrounded by trees.
Indoor bar with a polished wooden counter and bar stools with upholstered seats, bottles of alcohol displayed on a wooden back bar, ornate wooden arch, and vintage decor including paintings and a chandelier.
Snow-covered street in Baxter with cars parked and driving, decorated with holiday lights and banners, and a large sign on top of a building reading 'Hotel Baxter'.
An outdoor hot tub with steaming water, nearby rocks and plants, with snow-covered mountains and blue sky in the background on a clear winter day.

Explore Yellowstone

  • Grab a delicious sweet or savory breakfast from our favorite coffee shop + bakery as well as a tasty picnic lunch to eat in the park.

  • On your way to Yellowstone, stop in Paradise Valley for a one hour horse experience where you will get one-on-one time to groom, pet, learn, and photograph.

  • Drive into Yellowstone and tour Mammoth hot springs with its world famous hydrothermal features as well as an exceptional natural history museum.

  • Explore the Lamar Valley and its scenic views and wildlife.

  • On your way home stop a local Montana tavern for a casual dinner or indulge in an upscale dining experience with stunning views.

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Bakery display case with assorted pastries and desserts inside a coffee shop, with a neon sign that says 'Drink Coffee Daily' on the wall behind.
Four horses grazing in a dry, shrub-covered plain with snow-capped mountains in the background.
Thermal pools with layered mineral deposits in a snowy landscape, mountains in the background, and cloudy sky.
Museum exhibit featuring a mounted bear and a mounted elk with informational signs and display panels.
Snow-covered landscape with a river flowing through a frozen field, surrounded by pine trees, mountains in the background, and clear blue sky.
Three bison walking on snow-covered ground in a cold, smoky landscape with mountain and forest background.
Front view of The Old Saloon, established in 1902, with a rustic exterior, decorative deer antlers above the entrance, and neon signs for Coors and Pabst beer, with handicap parking signs in front.
Interior view of a restaurant with large windows showing a scenic mountain and countryside landscape outside, tables set for dining.

Explore Livingston

  • Start your morning with a warm pastry and coffee from a fantastic local bakery.

  • Take the scenic route through Bridger Canyon to see Grizzly bears up close and learn more about these fascinating creatures.

  • Head further into Paradise Valley to explore Livingston, an old west town that seems to be frozen in time, unchanged from the days of the cowboys and the railroad. Enjoy lunch and take in its great selection of well curated shops.

  • Follow the less traveled road through Wilsall and Bridger Canyon to enjoy stunning scenery on your drive home.

  • Stretch your legs on a casual hike at a local dog walking hotspot in the foothills of the Bridgers.

  • Watch the sun set on the Bridger mountains while you enjoy a local brew at one of Bozeman’s favorite breweries.

  • Grab a selection of local cheeses, beef, bison, or elk meats and sausages at our favorite local butcher shop to enjoy a relaxed dinner at home.

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Display of various baked goods including croissants, pastries, and bread on a bakery counter with shelves of bread in the background.
Snow-covered mountains in the background, with a partially frozen river and leafless trees in the foreground
A brown bear in a river, partially submerged, resting its head on a log with rocks in the background.
Main street in a small town with colorful storefronts, parked cars, and snow-capped mountains in the background under a clear blue sky.
Snow-covered field with a solitary green bench on the right, distant mountains in the background, and a few people walking dogs in the distance under a partly cloudy sky.
A glass of beer labeled 'MAP' and a plate of chicken wings on a table outside with snow-covered landscape and mountains in the background.
Display of fresh meats and vegetables in a grocery store meat and produce section.
Fresh stuffed portobello mushrooms topped with chopped herbs in a display case with various sausages and breaded cutlets in the background.

Explore Big Sky

  • Luxuriate with a relaxing sunrise soak in the hot tub and a steaming cup of coffee or one of our local loose leaf teas.

  • Grab a hot breakfast sandwich or fresh pastry and a cold sandwich for later on your way through Gallatin Canyon to Big Sky.

  • Take in unique view at the newly accessible Lone Peak thanks to Big Sky resort’s new gondola ride to the Kircliff observation deck.

  • Enjoy a calm and easy winter hike to a frozen waterfall.

  • Explore charming downtown Big Sky and its various shops and treats.

  • End your evening with a breathtaking winter sleigh ride to a cozy cabin for a delicious prime rib dinner as you enjoy songs and stories from a cowboy entertainer.

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Hot tub with steaming water outdoors, snow-covered landscape, mountains in the background, clear blue sky, and autumn plants and trees nearby.
Four large cinnamon rolls with icing on baking sheet.
Snow-covered mountain with evergreen trees at the base under a clear blue sky.
A blue ski lift gondola with passengers riding through a snowy mountain landscape, with ski lift rails and supports visible above and a mountain range in the distance.
Snow-covered dirt trail winding through a dense forest of pine trees, with some rocks on the side and patches of dry grass, under a partly cloudy sky.
Snow-covered wooden bridge over a small stream, surrounded by tall snow-dusted pine trees on a clear, bright winter day.
Ice formations and snow on a rocky cliffside, with snow-covered trees in the background.
A snowy aerial view of a small town with mountains in the background under a partly cloudy blue sky.
Two gray horses pulling a sleigh through a snowy forest with pine trees, with a woman wearing a hat riding in the sleigh.
A cozy indoor gathering in a log cabin-style room, with people sitting at long wooden tables, listening to a speaker at the front. The room is warmly lit with hanging lanterns and candles, with rustic wooden walls and ceiling.
A man with a cowboy hat pouring coffee into a mug in a rustic cabin, with candles on the table and people sitting in the background.