The Perfect 5 Day Whistler Winter Itinerary

Your Itinerary to an Unforgettable Five Days in Whistler this Winter

From the 5,000 strands of lights lining the Village Stroll trees to the 8,171 acres of powdery slopes, there’s no question about it: Whistler is a winter wonderland in every sense. An ice-skating rink under the stars, hand-warming mugs of hot chocolate served fireside, and orange-pink “alpenglow” skies add to the seasonal magic of the town, whether you’re here to hit the slopes or simply soak in a picture-perfect winter getaway.

No matter what brings you to Whistler, there’s something for everyone in this charming Canadian hamlet. Here’s how to make the most of a winter getaway in five days to one of North America’s most beloved mountain towns, with the iconic Fairmont Chateau Whistler offering an idyllic home base for any adventure.

An Introduction To Whistler

Nestled amidst the breathtaking mountains of British Columbia, Whistler is a winter wonderland that attracts visitors from all over the world. From skiing and snowboarding to indulging in fine dining and luxurious accommodations, Whistler offers an experience unlike any other.

Location: Whistler, British Columbia, Canada.
Nearest City & Airport: Vancouver is the nearest major city, and Vancouver International Airport (YVR) is the closest airport to Whistler.
Transportation to/ from Whistler: car rentals, shuttle buses, or private car services. Learn more.

David McColm;; [email protected] Emerald Express

Five Days in Whistler – Winter

Day One

Morning:  Sea to Sky Drive
Afternoon:  Hotel R&R
Evening: Village Strolling


As you arrive at the Vancouver International Airport, make your way to the Fairmont Chateau Whistler by taking the scenic Sea to Sky Highway. This picturesque drive takes you along the coast, past towering mountains and through charming coastal towns. Keep your camera available as you won’t want to miss the stunning views along the way, including the breathtaking Shannon Falls and the majestic Stawamus Chief. Upon arrival at the Fairmont Chateau Whistler, check-in and take a moment to appreciate the grandeur of the hotel and the picturesque views of Whistler and Blackcomb mountains.


After a long journey, it’s time to indulge in some well-deserved rest and relaxation. Take advantage of the hotel’s world-class Health Club amenities, including the pool, cedar sauna, hot tub, and fire pit with a cocktail in hand while enjoying the stunning mountain views.


If you still have some energy left, take a leisurely stroll through Whistler Village. The village comes to life with its festive magical lights. Walk through Fitzsimmons Bridge, and head to the Olympic Plaza, the site of the 2010 Winter Olympics medal ceremonies.

If you arrive on a Sunday, you’re in for a treat – head to the Whistler Square at the base of Whistler Mountain for the Fire and Ice Show, a weekly performance of skiers and snowboarders jumping through flaming hoops and big entertainment. If you are not there on a Sunday, keep the Fire and Ice Show on your must-do list.

Sea to Sky Highway
highway on the edge of a body of water
Fairmont Chateau Whistler Health Club
Health Club Winter Couple
P: Tourism Whistler | Mike Crane
Skiers skiing through rings of fire.

Day Two

Morning: Breakfast Buffet at The Wildflower
Afternoon: Skiing and/or Peak 2 Peak Sightseeing
Evening: Massage & Mallard Lounge Après


Fuel up for a day on the slopes with the Wildflower’s breakfast buffet, a feast of delicious breakfast options including made-to-order omelets, waffles, and pancakes.


With 200-plus trails to choose from, the slopes of Whistler Blackcomb are a skier’s or snowboarder’s paradise. And as the largest ski area in North America, its vastness also guarantees a certain peace — it’s not uncommon to find yourself blissfully alone for a moment, looking out across the valley and the seemingly endless mountain ranges of the West Coast.

One way to quickly get the “lay of the slopes” is to utilize the Fairmont’s Whistler Experience Guides, who offer insider outings of their favourite on-mountain spots. Can’t-miss stops include the inukshuk (a man-made stone landmark that’s used by the Inuit as a marker) at the top of the Peak Chair, the panoramic vistas at the top of Symphony Bowl, and the 360-degree views on the 2.7-mile PEAK 2 PEAK gondola (connecting the peaks of Whistler and Blackcomb, it’s the world’s longest and highest lift). Get the glass bottom gondola for the ultimate gondola experience!

For non-skiers or those looking for a break from skiing, book a sightseeing tour on the famous Peak 2 Peak gondola, which connects Whistler and Blackcomb mountains and offers stunning views of the mountains and valleys. Alternatively, join the Whistler Experience Guides for a snowshoeing tour, exploring the stunning wilderness with a local guide.


After a day of working hard on the hill, the Fairmont Chateau Whistler is just steps away from the base of Blackcomb Mountain, and their valet service means there’s no need to lug your gear back and forth — all you need to do is decide where you want to après.

We know the first day in the mountains can be hard, a few laps in the Fairmont’s 60-foot outdoor heated pool will help release any tension built up on the slopes, or go for a soak in the hotel’s four whirlpools (one indoors and three outdoors). May we suggest to combine it with an après massage at Vida Spa. Located in the hotel, this luxurious spa offers a range of treatments to rejuvenate and refresh your body and mind and why not top it off with a sip of your favourite cocktail at the Mallard Lounge.

Treats and coffee enjoyed in portobello Whistler
Peak 2 Peak | Ellie Williams

Day Three

Morning: Portobello Power Breakfast
Afternoon: Zipline Adventure
Evening: Vallea Lumina Nighttime Magic


Start your day with a breakfast from Portobello, a local’s favourite cozy cafe that serves delicious breakfast sandwiches, pastries, and coffee. As a local tip, bring your own mug and get a discounted price on your coffee.


Explore Whistler from new heights with an epic zipline adventure through BC’s stunning coastal mountains. Located just north of Whistler on Cougar Mountain, Superfly Ziplines is your one-stop-shop for the ultimate Whistler adventure day. Explore old-growth forests and soar high above the treetops for an unrivaled view of Whistler’s surrounding mountains. With the longest of the four zip lines spanning well over one kilometer in length and sitting 200 meters high, ‘thrilling’ may be a bit of an understatement.


For an enchanting artistic experience, don’t miss Vallea Lumina, a multimedia show set in the forest where a story is told using images, light, and sound projected onto the trees. It takes about an hour to stroll the one-kilometer path also at the base of Cougar Mountain, and the tale unravels as you go.

Portobello I Kevin Clark
man serving a cookie
The Adventure Group | TAG
Vallea Lumina I Tourism Whistler
Vallea Lumina light show at night

Day Four

Morning:  Sleep in
Afternoon:  Sunset Ice Skating
Evening: Dinner at The Grill Room


After a busy few days exploring the mountains and surrounding areas, it’s time for some pampering and relaxation. Take the morning to sleep in and enjoy some in-room dining while taking in the stunning mountain views. Order your Fairmont Fit kit included in your Resort Experience Fee to do some stretching and yoga or head to our Yoga Room for a guided session. It’s the perfect way to start the day feeling refreshed and rejuvenated.


Ice skating and tobogganing under the stars also set a snow globe-worthy scene. Located by the rink in Whistler’s Olympic Plaza, where the medals were awarded during the 2010 Winter Olympic and Paralympic Games, you can rent a pair of skates or borrow a sled and find that winter magic.


As the evening rolls around, indulge in a fine dining experience at The Grill Room. With warm, inviting service, the Grill Room is the ideal Whistler restaurant for a night out with friends or a romantic dinner for two. Feast on exceptional locally grown regional cuisine paired with the finest BC wines at our AAA/CAA Four Diamond-rated destination for delectable chops, steak, and seafood.

In-Room Dining
Family with kids in white robes eating breakfast in hotel room
P: Olympic Plaza Ice Skating | Tourism Whistler
public ice skating rink lit up at night for holidays
The Grill Room
A table with food and several drink glasses, a fireplace burns in the background

Day Five

Morning: Squamish Lil’wat Cultural Centre
Afternoon: Shopping
Evening: Fondue dinner at The Chalet


On your last day in Whistler, take a guided cultural outing with the Whistler Experience Guides at the Squamish Lil’wat Cultural Centre. Learn about the history and culture of the First Nations people who have lived in this area for thousands of years. The center offers interactive exhibits and traditional storytelling sessions, providing a unique opportunity to connect with the local community.


Whistler is a shopper’s paradise. Spend your afternoon browsing the shops in the Village, Function Junction and the hotel itself for fine artwork and fashion, jewelry, the latest outdoor sportswear, equipment, gifts, and luxury items. Discover the variety of Whistler shopping outlets conveniently located on the concourse level at Fairmont Chateau Whistler resort. You can also have some lunch in one of Whistler’s Village Restaurants. Our Concierge team has gathered a selection of the best Restaurants here.


In the evening, end your trip on a cozy note with a fondue night at The Chalet. This charming restaurant serves up classic Swiss dishes, including cheese fondue, in a warm and inviting atmosphere. It’s the perfect way to end your trip to Whistler on a high note, surrounded by friends, family, and delicious food.

P: Squamish Lil'Wat Cultural Centre, SLCC
Squamish Lil'wat Cultural Centre
Whistler Village Shopping | Tourism Whistler
two women holding shopping bags in whistler village
The Chalet | Julie Zoney
A spread of food on a table, including a pot of fondue

A five-day winter itinerary in Whistler offers a diverse range of activities for every type of traveler. From adrenaline-pumping adventures on the slopes to cultural experiences and indulgent fine dining, there’s something for everyone to enjoy in this magical village. And with the Fairmont Chateau Whistler as your home base, you can expect top-notch amenities and personalized service throughout your stay.

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