Whistler Winter Wonderland

The Four Seasons, Whistler
January 25, 2017

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There are two ways to see the world; to vacation. And to travel. The difference between the two is as vast as the space between the Earth and the Moon. Not one better than the other, simply different. It’s a good idea to alternate the two, both for peace of mind and for becoming a far more cultured individual. But for the sake of today’s travel diary, our trip to Whistler my friends, was a once in a lifetime travel experience that I’ve been bursting at the seams to share with you. I think it might be best to start from the beginning…

After our cold and snowy Christmas in New York, we set our sights on yet another winter wonderland, Whistler. Freddie and I had never been before and although I’m not much for being on the slopes (a snowboarding accident when I was 17 still has me pretty hesitant), I still do really enjoy snow activities like snowshoeing, drinking hot toddies (that’s an activity, right?), dog sledding, adventuring through ice caves and then drinking more hot toddies. And this is EXACTLY what we went to Whistler to do with The Four Seasons.


Consider today’s post a teaser for what’s to come because these are just 30 of over 2,500 images and 5 hours of go-pro footage that we captured during our adventures. I can’t even get into how long it took us to choose this small selection. So consider this a preview of what’s to come in the next week, including tomorrow’s giveaway of this entire trip experience. Details to come in tomorrow’s Travel Vlog on my YouTube channel so make sure you subscribe, so you don’t miss out how to enter to win.  In the meantime, let me tell share with you what to do in Whistler in case you win this unbelievable travel experience!

Embarking on our journey…

As most trips do, ours started out by boarding a flight. Only this flight was a little different because it’s one of JFK’s “secret flights“. Offered exclusively by Cathay Pacific, the JFK-YVR flight is considered one of the biggest secrets in travel (you have to take it to find out what the secret is). Not to mention their new lounge at YVR is honestly one of the most luxurious lounges we’ve ever been to in the world, really taking their company value of a #lifewelltraveled to the next level.

We arrived late to Vancouver and spent the night at The Four Seasons Vancouver. Whistler is about two hours from Vancouver and from what we heard, the drive up there is not to be missed! There’s nothing quite as invigorating than exploring a new road alongside a beautiful landscape. Comparable to the Pacific Coast Highway in California, the North Coast in Scotland and the Oberalp Pass in Switzerland. Each famously unique in its own right. From crossing the bridge to West Van and seeing Vancouver disappear in the distance, to driving alongside the snowy Howe Sound seeing Bowen and Anvil islands in the distance. It’s truly breathtaking. Thankful for Mercedes Vancouver and our good friend Trevor of the famous florals, Landeau, who graciously offered to be our guide through the entire weekend or else we would have missed it all.

We arrived to a snow covered Four Seasons in Whistler, and I think the best part was that we couldn’t see the mountains around us because visibility was so low.  Waking up in bed the next morning was a sweet surprise – smiles for miles – a true winter wonderland. We hadn’t even realized how vast and beautiful the landscape around us truly was.

Day One…

Our first day was spent roasting marshmallows at The Four Seasons signature fireplace, followed by hot toddies and Rimrock restaurant for dinner. The oysters are the best I’ve ever tasted – accompanies by a Sangiovese in a rather larger than life glass, we were in heaven.

Day two came as quickly as day one went. We woke up to a “bluebird day”…

noun: bluebird day
  1. denoting or relating to a period of time characterized by sunny, cloudless weather, typically after a night of snowfall.

A true gem of a day to come by. Everyone we encountered was quick to drop this line about the weather which clearly stuck powerfully in my mind. We rode the gondola up to the top of Whistler, then across to Blackcomb which offered unparalleled views. This ride is known as “peak to peak” and is not your average gondola experience. It’s actually the longest and highest gondola in the world.

Day Two…

Then it was time for some warmer gear for our adventures in dog sledding with Canadian Wilderness Adventures through Callaghan Valley. We were really lucky it snowed the day before. The forest (as you see) was dense with snow. Being a dog lover, I witnessed first hand how incredible these beautiful creatures are treated – many coming from broken homes. They are given vast amounts of land to roam, are cooked home cooked chicken and rice meals, treats for desert and are the friendliest, pups I’ve ever met. Their mushers took the time to explain the sport which is surprisingly, much like horseback riding.

After a quick ride back to the hotel, we then embarked on one of my favorite adventures, as if all that wasn’t enough for day one. Sidecut for dinner. I joke. What a way to unwind! Seriously though, the warm rosemary bread with maple butter is dangerously delicious and can quickly spoil any appetite because you literally. Cant. Stop. Eating. it!  Yes, this dinner too, will be included in the giveaway 🙂 Thank me later. 

Day Three…

Tomorrow’s vlog is going to be so insane, we’ve been working away on editing it. Almost more excited to share that than this post! Day three started with an insane time-lapse video of the sunrise on my go-pro, which by the way I love using for vlogs if you’re wondering what to use for yours. 

Words can’t even express what was about to happen next. But a picture tells a thousand words and you’ve just seen the photos so there’s little that’s left to say about the ice cave adventures with Headline Mountain HolidaysSo many fears conquered on this exploration 💪🏻 Sometimes we let our fears become our limits and it’s only when we push ourselves to face them that we realize what we are truly capable of doing. The most rewarding part of conquering them is feeling fully alive in that moment.  I learned a lot about myself on this adventure. Pushing myself to hike into the dark blue unknown was utterly empowering. Sliding on our butts down a frozen river inside of an ice cave felt like laughing in the face of death. The ice feels like cold marble, it’s not wet at all. You are looking into time.

I’ve learned that fear limits you and your vision. It serves as blinders to the extremely vibrant world around us. Be brave. Be wild. And most importantly, stay hungry for adventure and exploration because it’s what’s going to keep you alive inside. This hunger is what a #lifewelltraveled means to me. 

Photos by my sweet and incredibly talented husband Fred Cipoletti 

Shop the post

| Mackage Coat | Fusalp Jacket | Bogner Fire + Ice Ski Pants | Sorel Boots | ON HIM | Columbia Jacket | Sorel Boots |


My fiancé and I are planning our honeymoon in January 2018 to Seattle and Vancouver, but now I’m SO tempted for us to go further North to Whistler! I mean, seriously?! How often does one get to explore ice caves and dog sled?!! Lovely and inspiring post as usual, Jenny. Thanks for your glamorous and hard work!

Aw you’re sweet, thank you!

haha you can never go wrong with adventures together 😉

Wow Jenny it’s so nice to see Canada on your blog! Beautiful photos and content.

Good information. Lucky me I discovered your blog by accident (stumbleupon).
I’ve bookmarked it for later!

This is absolutely stunning! My husband and I went to Whistler at the end of January 2015 for our honeymoon, and it is one of my favorite places.

Love your blog, thanks for sharing!

What beautiful photos of this winter wonderland. Whistler is a great destination year round but in winter it is really special. Love your hat. Thanks for sharing!

City Style and Living The Editors Notebook | Instagram

Isabel Andrade Alcazar

What a wonderful trip, can’t wait to go to Wistler with my hubby and experience this winter paradise… life is short so, travel is the best way to understand the world and cultures ❤
Thanks to share all those wonderful experiences that become part of my bucket list

All the best gorgeous!

Agreed! Travel is one of the most important things you can do for yourself!


Wow! This would be a bucket list of a lifetime experience!

This trip looks like a dream <3



It can be yours!!


Seriously, these photos are INSANE!!! Can you share every outfit detail? Even if you have to share similar items rather than the actual ones you are wearing. Love it all! I’m a big fur/faux fur fan- especially after returning home from Paris, where so many posh women wore it in every way/shape/form. LOVING your photos! Can’t wait for the video! And fingers crossed! Would love to win!



Yes!! Thank you for all your support! It means the world!!


Gorgeous! The photos I’m sure do not do it justice. You look absolutely stunning as always & the trip looks like a dream. Can’t wait to see the video. ♡♡

Ahh, I’ve been waiting to see your full blog posts about your visit after falling in love with your snaps on Instagram! I’m with you – my idea of a perfect day in a winter wonderland involves sipping hot chocolate and having an all-you-can-eat s’mores bar, but this post has made me realize that there’s so much more to do at a ski resort than just ski (or maybe that’s just at Four Seasons Whistler). All of these activities look so incredible – dog sledding has been on my bucket list for so long! Absolutely agree with what you said about traveling vs. vacationing and can’t wait to see more of your #LifeWellTraveled and beautiful photos that share it. So excited to see the vlog today!

XO, Emily
Epicurean Emily

Whistler looks GORGEOUS <3 Reminds me a lot of Iceland hehe <3 I loveee your winter outfits as well! Love the furry coats and hats! xx

Jacqueline | Sail Away to Neverland ♡

Not only are these photos beautiful but I love the way you wrote this post! It felt like I was right there in Whistler with you and your introduction gave me goosebumps <3
"There are two ways to see the world; to vacation. And to travel. The difference between the two is as vast as the space between the Earth and the Moon" so beautiful!

Wow, there are no words to describe how much these photos have inspired my photography. Such beautiful shots!

Julia // http://www.thesundaymode.com

I think drinking hot toddies definitely counts as an activity! I’ve never been to Whistler, but it sure looks magical! All your winter outfits look fabulous against the white background.


Dear Jenny,
I have exams at my University now, so it means I am studying all the time. When I look at Your travel diary from Whistler I am so jealous! This place looks incredible, photos are amazing and so magical! It is a real winter wonderland. I wish I could pack my bags and go some place like this one right now! And – as always – You look stunning.
Can’t wait to visit some places with You next time on Your blog and follow You on Instagram Stories.
Hope You have a nice day!

These pictures and your descriptions are so gorgeous!
I am inspired to visit Whistler now, ASAP!!


Whistler is always fun and gorgeous, but you guys took it to a whole new level! Love the work you’ve produced!


Whistler looks like the ultimate winter wonderland! It’s definitely on my to-visit list!

Sharni // http://www.agirlandgrey.com

I’m Canadian! And I’m so glad you enjoyed Whistler! What a fabulous opportunity. My husband and I got to see Vancouver and Victoria last summer, but the winter in BC looks incredible!

Breathtaking photos throughout your post…so much talent, I am blown away! And the series of outfits is as always so stylish! What a dream team you and Fred make! This trip looks amazing, woah, such sceneries and experiences, a dream winter trip! Hugs from London, Julie


All of the pictures are amazing but I loved the ones with you next to the fireplace! So dreamy 🙂

IT looks awesome, there I love those ice caves!!

oh wow! amazing shots 🙂 i’m in love

This looks like an incredible trip. As much as a winter wimp I am, I would love to have this experience.
Great article.

What an increible adventure! The pictures are amazing. I would definitely want to explore it one day! You look lovely, as always!

The Girl From Connecticut

You forgot to mention dancing on the tables at the bottom of the slopes @ Longhorns during live DJ sets. Only kidding, that’s not as glamorous. But a fun way to decompress after skiing.

Awesome photos! Your trip looked incredible.

HAHA! Phill! OMG how did you know :p

These photos are breathtaking. I fell in love with that outdoor fireplace!!
areli // Areli’s April

These photos are something else, simply incredible to say the least! Love how you mention conquering your fears while feeling fully alive.. ah what an experience this must have been!

Ps. I love the contrast of the red against the white snow.

My daughter recommended that I check you out. So happy she shared this with me. Gorgeous clothes! Red jacket is amazing!

Coco B. @ Millennielle

Winter Wonderland!!! What a beautiful, dreamy trip 🙂
xo, coco | millennielle.com

The Vagabond Wayfarer

It is magical, love the photos.

These photos are great, I love just an hour away from whistler! So it always so fun to go for a weekend get away!

La Bijoux Bella | by mia

Such amazing photos … Beautiful, fantastic and breathtaking sceneries … Loving the Winter outfits … Simply fabulous as always! 🙂

❤LA BIJOUX BELLA❤ | BY MIA | A Creative Lifestyle Blog

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