The Perfect October Whistler Itinerary for Couples

Are you and your loved one seeking a cozy, autumn escape? Look no further than Whistler, where the crisp air, breathtaking scenery, and vibrant fall events will set the stage for a memorable getaway. With Whiski Jacks’ ideally located properties, your accommodation couldn’t be more convenient. Let’s dive into the perfect October itinerary for couples.


Day 1: Arrive and Unwind

As you arrive in Whistler, check directly into your Whiski Jack Resorts property. Our spacious accommodations feature full kitchens, ideal for preparing a picnic before your adventures. You can find all of your grocery needs at Fresh St Market or ‘The Whistler Grocery Store’ in the village.

After settling in, head to one of Whistler’s fantastic restaurants for dinner. Consider trying Araxi or Il Caminetto for delectable cuisine. Reach out to them directly to find out more about the fall specials they have running during your stay. We recommend making a reservation as they can be quite popular! If reservations aren’t your thing, enjoy a sip at the hot new spot – Bar Oso.


Il Caminetto restaurant and bar whistler
Il Caminetto, Whistler | Photo Credit: Larry Goldstein


Day 2: Exploring Whistler’s Culture

Start your day with a cozy morning coffee beside the inviting warmth of the gas fireplace, all while taking in the picturesque vistas of either the lush forest or majestic mountains, before embarking on your cultural journey. Visit the Squamish Lillooet Cultural Centre, showcasing indigenous art and heritage. Open Tue – Sunday, 10am – 5pm (closed Monday), you can catch their Unceded exhibit until Oct 8, or visit the Audain Art Museum to view the stunning “Flowers from the Wreckage” exhibit (until Oct 9), or Karin Bubaš: Garden of Shadows (from Sep 23 until Jan 2024).


Group of people doing cheers with their wine glasses
Whistler Wine Walk | Photo Credit: Justa Jeskova


If you’re around on a Friday night, don’t miss the Whistler Wine Walk, a delightful wine-tasting experience, where you’ll enjoy local wines from around BC. Be sure to pre-purchase event tickets as they’re limited & likely to sell out!


Day 3: Adventure and Adrenaline

Whistler offers more than art and culture; it’s an outdoor playground! After a morning of relaxation, head out for a fun outdoor adventure like ATV’s, Jeep Tours or an Off Road Buggy from Canadian Wilderness Adventures. Take advantage of their fall promo for 15% off when you book online using code ‘FALL15’. It’s the perfect way to get your adrenaline pumping!


Man and woman riding ATV's in the mountains of Whistler
ATV Tour | Canadian Wilderness Adventures


Day 4: Market and Shopping

Savour a coffee in bed before heading to the Farmer’s Market (Sundays until Oct 8) in the Upper Village Stroll, not far from our Woodrun Lodge and Aspens properties. They’ve also added a bonus market day on Saturday, Oct 7. It’s a fantastic place to explore local products and flavours!


Lady gathering vegetables at a farmers market wearing a nice hat
Whistler Farmers’ Market


Afterward, explore the shops in the village, and if you’re around on Canadian Thanksgiving long weekend (Oct 6 – 9), be sure to check out the Whistler Blackcomb Turkey Sale for amazing bargains on winter gear.


Day 5: Spa and Exploration

Wrap up your memorable trip with a visit to the luxurious Scandinave Spa Whistler. It’s the perfect way to unwind and pamper yourselves before heading back home. After your spa day, fuel up at Coast Mountain Brewing in Function Junction, before checking out the Whistler Athlete’s Village which was host to some of the world’s best athletes during the 2010 Winter Olympic Games.


Abandoned train wreck in Whistler forest
Train Wreck Hike, Whistler | Photo Credit: @widelenswyatt –


If you’ve got time on your side, don’t miss the Train Wreck hike featuring graffiti train cars and spectacular views of Cheakamus River. It’s the perfect end to your October couples itinerary in Whistler.


Hiking Option

For nature enthusiasts, Whistler offers a plethora of hiking trails suitable for all levels. Don’t forget to pack comfortable hiking gear, as the fall weather in Whistler can be chilly. Layering is key, as temperatures may vary throughout the day. Also, bring a waterproof jacket, sturdy hiking boots, and a backpack with essentials like water, snacks, and a map.


Weather in Whistler

Keep in mind that Whistler’s fall weather can differ significantly from that of Vancouver. October brings cooler temperatures, so pack accordingly with sweaters, scarves, and gloves. Rain is not uncommon, so having an umbrella or waterproof clothing is a wise choice. If you forget something, you’re sure to find everything you need in one of the many shops.


With Whiski Jack Resorts’ village-central properties, you’ll be in the heart of the action, making your stay both comfortable and convenient. So, what are you waiting for? Book your fall getaway today and create beautiful memories in Whistler! Be sure to sign up for our WJINSIDER newsletter to access another 10% off your holiday, plus be the first to know about our amazing offers and exclusive deals.