The Perfect 3-Day Big Sky Winter Itinerary


Big Sky Vacation Rentals offer a hand-picked selection of over 125 luxury vacation rentals in prime locations throughout Big Sky. We’ll find you the perfect home to suit your Big Sky vacation itinerary and assist with vacation planning to ensure your 3-day getaway to Big Sky is a special experience. 

To help you plan your stay, our local team has put together the best of Big Sky from dining, après-ski, to the best outdoor activities! Here are our suggestions for unique ways to experience the best of Big Sky in just three days.


Day 1 – A Warm Welcome to Big Sky

Breakfast

Begin your first day in Big Sky with a classic, hearty breakfast at the Carabiner Lounge overlooking the slopes of Big Sky Resort. Open daily from 6:30am this will not have to interfere with your on-mountain time! If you’re still settling in, start the day off slow with fresh coffee and homemade waffles prepared in your modern kitchen from the comfort of your Big Sky vacation home.

Ski Big Sky Resort

You’re fueled up and it’s time to hit the slopes at Big Sky Resort. Save time and reserve your lift tickets early! Big Sky boasts 5,850 acres of terrain and an average of 2 acres per skier, with fun and challenging slopes for every member in your travel pod. 

Slopeside Lunch

If you’re staying slope side you can always stop home for lunch, but we have a few on-mountain suggestions for a refuel. For a quick lunch, the best local meal deal on the mountain and legendary hot dogs, head to Yeti Dogs in Mountain Village or take your time and enjoy homestyle comfort food and a local brew at Westward Social in The Exchange.

Après Ski

After a long day of warming up your ski legs and cruising some of the greatest snow on earth, enjoy slopeside après ski with the best Montana craft brews on tap, signature cocktails and panoramic views of Lone Peak at the Vista Bar in Big Sky’s inviting food court overlooking the Mountain Village Plaza. 

Dine Out in Big Sky

Whatever tantalizes your taste buds, you’ll find it here in Big Sky. Experience the authentic flavors of Northern Italy at the award-winning Michelangelo’s contemporary bistro, sample Big Sky’s best sushi at the Blue Buddha Sushi Lounge or feast on drunken noodles and tasty Thai at the Lotus Pad in Big Sky Town Center.


Day 2 – Unique Big Sky Adventures

Breakfast

Pick up a coffee to go and breakfast sandwich or dine-in for local farm-to-table fare at Acre Kitchen, an intimate eatery in Big Sky Meadow Village. You’ll need plenty of carbo loading for your day of outdoor adventures in Montana’s Big Sky country. 

Snowmobiling

Snowmobiling is one of the top winter activities in Big Sky and the best way to explore the remote Montana wilderness is by snowmobile. Canyon Adventures offer half and full day guided backcountry trips near Big Sky or escape the crowds and discover the beauty and natural wonders of nearby Yellowstone National Park on a guided or self-guided snowmobiling tour.

Après Ski

A day of wilderness adventures is likely to leave you shattered so you may want to recoup and enjoy après ski curled in front of the fire or stargazing from your private hot tub. But, if the Big Sky après ski scene has you hooked, the Copper Whiskey Bar in Big Sky Town Center has a daily happy hour with delicious spiked hot drinks, après ski cocktails, elevated pub grub and a laid-back atmosphere. 

Ride a Snowcat to Dinner

For a unique backcountry dining experience, we highly recommend the 3-course candlelit dinner at the Montana Dinner Yurt. Ride a snowcat through the peaks of Big Sky to a secret location on Lone Peak for delicious fireside dining, live acoustic music, torch-lit sledding for the whole family, and the most spectacular stargazing in Big Sky.


Day 3 – Back on the Big Sky Slopes

Breakfast

Start your day slope side at the Vista Hall food court on the upper level of The Exchange in Big Sky Mountain Village. The Café & Bakery is a European style coffee shop and café serving freshly roasted illy coffee, smoothies and a selection of breakfast pastries for hungry skiers to start their day the right way. Of course, coffee and croissants as you watch the skiers on the slopes from your private hot tub (or pillow) sounds equally enticing.

Back on the Big Sky Slopes

Big Sky boasts the biggest skiing in America, so there’s still plenty of terrain still to cover. The world’s most advanced chairlift makes it easy and quick to explore the vast terrain of Big Sky from the easy groomers to the expert terrain at the summit of Big Sky’s iconic Lone Peak. 

Slopeside Lunch

Ski over to the Madison Base Area on the Moonlight side for a slope side lunch at the Headwaters Grille. On Big Sky’s bluebird days, you can dine on the outdoor patio or stay cozy and watch the skiers and boarders from a window table while you savor salads, soups, grilled farm-to table specials and burgers or chicken fingers for the kids! 

Cross Country Skiing

Explore the beautiful scenery on over 85 kilometers and 2,200 vertical feet of groomed cross country ski trails right out of Big Sky. Lone Mountain Ranch was voted #1 Nordic ski destination in North America in Cross Country Skier magazine and certified instructors available, they invite skiers of all abilities to venture out on the trails.

Big Sky Brewery Experience

Beehive Basin Brewery is one of the top après ski spots in Big Sky and a fun place to wind down after a day on the slopes. Grab a pint, fill up a growler or sample a flight of hand crafted Montana beer while soaking up spectacular views of the Big Sky landscapes. 

Dine in a Historic Mountain Lodge

Take a scenic drive to Lone Mountain Ranch for a fine dining experience in the historic mountain lodge. Sip on one last après ski cocktail in the saloon bar and continue your evening at the Horn & Cantle for an authentic Big Sky culinary experience.


You Might Also Like

Easy Winter Packing List For Kids

“There’s no such thing as bad weather, only unsuitable clothing.”― Alfred Wainwright, A Coast to Coast Walk “The cold never bothered us anyway.” – Elsa, Frozen At the intersection of these two quotes is the place where the emotional temperatures rise at the same time as the physical temperatures are falling–where parents find themselves boiling …

Read More

Babysitting & Childcare Options in Big Sky, MT 

Planning a summer vacation or ski trip to Big Sky with the kiddos? Big Sky Montana ticks all the boxes for a family vacation – kid-friendly ski slopes (kids 6 and under ski for $1!), year-round resort activities worthy of a slot on your itinerary, local restaurants and nightlife with a focus on family, and …

Read More

8 Tips for Skiing with Kids

We’ve all seen the viral videos of vibrant toddlers sharing hilarious commentaries as they cruise effortlessly down the ski slopes! They seriously make you want to shop for funky dinosaur or unicorn ski outfits and book a vacation to the nearest winter resort – but the harsh reality is that a day of skiing and …

Read More

The Best Ski Runs At Big Sky Resort

Big Sky Resort is one of the world’s best resorts for easrly season skiing. The conditions are amazing, the stoke is real, and we’re looking forward to an epic season on the slopes here at Big Sky Resort! Big Sky Resort is massive, but far from intimidating, don’t let the size fool you! The ski …

Read More

Top 10 Winter Activities in Big Sky, MT

Big Sky Resort is gearing up for the ’23/24 winter ski season! With so much snow, skiers and snowboarders from all over are keen to ride the slopes of Big Sky Resort, ranked one the “Best Ski Resorts in the West”, but the fun doesn’t end on the ski slopes. If you’re looking to fill your …

Read More

Top 10 Restaurants in Big Sky Montana 

Whether you’re shredding the slopes of the best and biggest skiing in America or exploring our world-famous wildflower trails on foot, bike, or horseback – you’re sure to work up an appetite adventuring in Big Sky’s breathtaking and impressive terrain.  Between Big Sky Resort’s Mountain Village, Meadow Village, and the ever-evolving Town Center, Big Sky …

Read More

Big Sky Autumn Events Calendar 2023

Amidst the breathtaking scenery and crisp mountain air, a realm of fall wonders awaits in Big Sky, Montana. Whether you’re a music enthusiast, trailblazer, thrill seeker, or someone who simply delights in the beauty of autumn’s changing leaves, Big Sky boasts a delightful lineup of autumn activities and events backdropped by the majestic Montana mountains …

Read More

What’s Up With The New Tram At Big Sky Resort?

A Transformed Tram Experience at Big Sky Resort! Big Sky Resort has a goal to be “the best ski experience, the best hospitality experience, and the best community experience in the North American ski industry” and they are on track!  Imagine being perched on the edge of the Montana mountains, surrounded by breathtaking vistas that …

Read More

8 Tips for First Timers on the Big Sky Slopes 

Are you planning your first ski vacation in Big Sky, Montana? Nestled in the heart of the breathtaking Rocky Mountains, Big Sky offers some of the best resort amenities and terrain in the West for both beginner and expert skiers and snowboarders – and those simply looking for a scenic setting to relax in the …

Read More

10 Tips for Holiday Season Travel to Big Sky

Welcome to the breathtaking winter wonderland of Big Sky, Montana! As you plan your holiday season escape to this picturesque destination, we want to ensure that your vacation is nothing short of memorable. Whether you’re an avid skiing family, learning the art of snowboarding, or simply just seeking a cozy mountain retreat for the holiday …

Read More

How To Plan A Big Sky Vacation This Winter

It’s no secret that Big Sky, Montana is booming! Big Sky Resort unveiled Big Sky 2025, a 10-year plan to invest $150-million and transform the resort and town of Big Sky into one of the top luxury alpine destinations in the US – “from the moment you touch ground in Montana to the top of …

Read More

Tips To Plan A Fall Trip To Yellowstone National Park

Yellowstone National Park is the world’s first and most famous National Park! Yellowstone is huge, and spans over 2 million acres and across three states (Wyoming, Idaho, and Montana), it has five entrances and just as many visitor centers, and welcomes nearly 5 million visitors annually. With those types of stats, it’s easy to see …

Read More

How To Easily Get To Big Sky, Montana?

Big Sky, MT is a booming destination growing in popularity each and every season. Tucked in the scenic Montana mountains halfway between the bustling town of Bozeman and West Yellowstone, the charming mountain town of Big Sky is an off the beaten path destination yet ranks as one of the most connected mountain destinations in …

Read More

2023 Yellowstone National Park Wildlife Guide

Yellowstone National Park is one of the most famous national parks in the world, dubbed the “Serengeti of North America” for its captivating landscapes, natural wonders, and abundance of wildlife roaming free in their natural habitat. Yellowstone is home to more wildlife than any of the lower 48 states with hundreds of animal species ranging …

Read More

10 Easy Ways to Support Local In Big Sky, MT

Big Sky is on the list of Time Magazines “World’s Greatest Places” and is becoming an increasingly popular destination for year-round travel. Travelers are seeking sustainable travel, eco-adventures, unique local experiences, and connection with their destination and the local community. There has been a huge influx of new locals in the past few years, and …

Read More

7 Best Hot Springs Near Big Sky, MT

Montana’s Big Sky Country is known for its vast stretches of untamed wilderness, rugged landscapes, majestic mountain views and natural, geothermal wonders bursting out from the surface of the earth.  There are over 61 known natural hot springs in Montana ranging from primitive hot springs bubbling into mountain rivers to commercial, developed hot spring resorts …

Read More

8 Spots For Working Remote In Big Sky, MT

According to a recent survey, eight in ten remote workers consider doing their jobs from vacation, with nearly half choosing a longer trip with work over a shorter trip without work involved!  Whether you’re one of the eight ready to explore beyond the boundaries of your everyday home office, or in the smaller group of …

Read More

8 Best Places To Swim & Boat In Big Sky

Getting in and on the water is all part of the Big Sky summer experience. From paddling in pristine mountain streams, floating and rafting the rivers, and swimming in alpine lakes to fly-fishing excursions, kayak and SUP adventures, wild water skiing and even luxury outdoor pools – we’ve got the best places to enjoy the …

Read More

The Perfect 3-Day Big Sky Winter Itinerary

Big Sky Vacation Rentals offer a hand-picked selection of over 125 luxury vacation rentals in prime locations throughout Big Sky. We’ll find you the perfect home to suit your Big Sky vacation itinerary and assist with vacation planning to ensure your 3-day getaway to Big Sky is a special experience.  To help you plan your stay, our local team …

Read More

7 Best Aprés Ski Spots In Big Sky, MT

The term “Aprés Ski” dates back to the French 50’s ski scene and has become a culture over the years that is ingrained in the mind of every skier and boarder when planning a ski trip. Who doesn’t love a little nip after a full day on the ski hill? Aprés Ski refers to the social …

Read More

The Perfect 5-Day Big Sky Winter Itinerary

Big Sky Vacation Rentals offer a hand-picked selection of over 125 luxury vacation rentals in prime locations throughout Big Sky. We’ll find you the perfect home to suit your Big Sky vacation itinerary and assist with vacation planning to ensure your 5-day getaway to Big Sky is a special experience.  To help you plan your stay, our local team …

Read More

18 Best Restaurants In Big Sky Town Center

Whether you’re planning a romantic getaway, embarking on an adventure with friends or escaping the city limits for a family vacation in the mountains, Big Sky is a destination of boundless beauty, immersive experiences, exhilarating outdoor adventures and classic Montana mountain cabins with a contemporary spin. Some of the best restaurants in Big Sky are …

Read More

Where Should You Stay In Big Sky, MT?

Looking to travel to Big Sky, Montana? With so many lodging options available in the area, it can be an overwhelming task to find the perfect vacation home for your stay. To make things easier, Big Sky’s lodging is divided into 3 main areas: – The Meadow Village– The Mountain Village – The Moonlight Basin …

Read More

When Is The Best Time To Visit Big Sky, MT?

One of the most common questions our guests ask is “When is the best time to ski in Big Sky?” Big Sky boasts the Biggest Skiing in America with 5,850 acres of diverse terrain for every level, a vertical drop of 4,350 feet (one of the longest vertical drops in the US), 300 runs, 7 …

Read More

Big Sky Events Calendar Winter 23/24 

Winter magic calls to you from beautiful Big Sky, Montana! From enchanting forest walks, to captivating holiday traditions, to world-class music and epic winter sports, Big Sky beckons travelers from far and wide to experience a winter wonderland amidst the towering peaks of the Rocky Mountains. The winter season starts early in Big Sky, MT. …

Read More

How To Enjoy The Gallatin River In Big Sky, MT

The mighty Gallatin River that flows through Big Sky is one of Montana’s most iconic rivers. The Gallatin River is wild and scenic with one of the best whitewater runs in the Yellowstone region, world-class flyfishing, free-roaming wildlife, and captivating Big Sky Country landscapes that will leave you in absolute awe!  The Gallatin Canyon was …

Read More

Top 5 Fall Activities in Big Sky, MT

Fall is the perfect time of year for epic leaf-peeping adventures in Big Sky with cooler temperatures, fewer crowds, festive fall events and the soft golden hues of the aspens and cottonwoods highlighting the spectacular outdoor beauty that surrounds Big Sky.  1. Resort Activities Big Sky Resort offers award-winning golf, ziplining, a bungee trampoline, disc …

Read More

Best Things To Do In Yellowstone In The Fall

Yellowstone National Park is one of the top most visited and one of the most beloved parks in the USA. Yellowstone even broke records and set new visitor highs this summer! While the summertime brings in the most visitors to the area, locals know that autumn is Yellowstone’s better and quieter season. With thinning crowds, …

Read More

Not Skiing? 8 Things To Do In Big Sky Off The Slopes

Big Sky is known for its world class skiing and snowboarding, with some of the best snow in the country. But what if you’re not here to ski but still want to enjoy the snow and have some winter fun? Not to worry! The fun in Big Sky doesn’t start at the top of the …

Read More

15 Reasons To Visit Yellowstone National Park

Yellowstone National Park is a natural wonderland filled with breathtaking landscapes, wild creatures, and endless possibilities for exploration. But before you embark on your journey, did you know that this incredible park is not just any ordinary destination?  From geysers that shoot boiling water sky-high and natural hot springs that shimmer in vibrant hues, to …

Read More