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A Joint Called Aspen, Colorado

Forget movie stars and fur coats, Craig Tansley reveals that the earth’s most celebrated ski town, Aspen, is the Byron Bay of the ski world…man.

It’s Friday night in Aspen, Colorado yet its pretty, snow-covered sidewalks are cluttered with unwashed (and mildly washed) sexagenarians in every conceivable shade of tie-dye.

 

Thick, unruly beards threaten to burst into flames as fat, pungent-smelling doobies are passed from mouth to mouth; I’m as high as a kite just catching the backdraft.

 

Shakedown Street – Aspen’s most popular Grateful Dead covers band (and there’s an awful lot of them about in Colorado) – are playing at Aspen’s BellyUp Bar. It’s sold out… has been for weeks, by the time I make it through the doors the band have launched into the Dead’s classic The Music Never Stopped and three generations of die-hard fans are forcing ski-damaged limbs to bend and contort on the beer-soaked dance floor.

 

While Jennifer Aniston might come to Aspen every Christmas and Kevin Costner owns the fanciest house in town, the truth is it’s the dead-heads… the hippies… the counter-culturists… who rule this town. “If Jerry Garcia (Grateful Dead’s iconic guitarist) was still around and he ran for mayor no-one else would get a vote," a dread-locked ski instructor tells me. “Aspen’s been about peace, love and rock’n’roll since the ‘60s," Nina Gabianelli from the Aspen Historical Society says. “Long skis, short relationships, that’s what founded this town."

 

Aspen long ago earned its stripes as the star-spotting capital of the skiing world, but at its heart, it’s just a rainbow village in the Rocky Mountains that John Denver loved to sing about (just think: Byron Bay covered in snow).

 

For every designer store selling $30,000 fur coats, there’s a dark and dusty cowboy bar serving ice-cold $2.50 American beer and 45c buffalo wings; or a thrift store selling the kind of ski gear Aniston probably wore as a kid. “In Aspen, you either have three homes or three jobs," town historian Tom Egan says. “Most of us fall into the latter category and the rest fly in and out in their private jets and keep out of our way."

 

In many ways, Aspen’s past mirrors that of our own rainbow icons, Nimbin and Byron Bay. Formerly the domain of God-fearing ranchers, Aspen lay siege to hippies and counter-culturists in the late ‘60s and early ‘70s, led by Hunter S. Thompson. In 1970 he even ran (unsuccessfully) for mayor. As the greed of the ‘80s and ‘90s threatened to turn Aspen into just another ski resort conglomerate, the hippies fought hard against developers to ensure Aspen kept its small-town vibe.

 

“It’s always been about the locals all in it together," Egan says. “The same thing with Hunter, all he ever wanted was to keep Aspen for the people who wanted to come and love her. Anyone else could get the hell out of town, he’d help ‘em too."

 

I’m perched on a barstool in Thompson’s old hang-out, the Woody Creek Tavern, 10 minutes drive from town. If anywhere’s the antithesis of Aspen’s sophisticated global image, it’s this place with its tattered walls and simple bar grub.

Aspen Colorado
Woody Creek Tavern, Aspen.

“Hunter used to sit over there," Egan says pointing at a ghost on a bar stool. “No one really ever noticed him, it’s just like that around Aspen."

 

Aspen’s full of these type of establishments. While the Caribou Club on Aspen’s East Hopkins Street charges $20,000 for life membership, across the street you can order a $2.75 chicken taco and a $2.50 beer at local hang-out, Zane’s Tavern.

 

Locals like to take their own form of ‘swanky to skanky’ bar tours after skiing, starting with the private jet set at hot spots like The The Terrace Room at the Little Nell, and ending up somewhere you can order a round of beers and shooters for all your buddies for less than $20.

 

Even on the mountains themselves, Aspen has its own unique touches. Over 50 shrines have been built all over Aspen’s four ski mountains to hippie icons like Jimi Hendrix and Jerry Garcia – devotees visit every week and restock Jerry’s marijuana needs in the afterlife.

 

I first fell for Aspen a decade back; having spent my childhood in Byron Bay, the parallels between the two destinations made me feel instantly at home. Like Byron Bay, it’s the kind of town you can spend a week in and know everyone’s name, provided you avoid the tourist traps.

 

But quite aside from the alternative ambience, it’s worth remembering Aspen is the world’s best ski destination.

Aspen Colorado Skiing
There are alpine views from every mountain on Aspen’s four ski mountains.

Built along the ridiculously pretty Roaring Fork Valley in central Colorado, Aspen is actually made up of four ski resorts, all available on the one ski ticket. Skiers can access Aspen Mountain, Aspen Highlands, Snowmass and family-friendly Buttermilk Mountain, all located within a short (free) bus ride of each other.

 

What this means is every type of skier is catered for, Buttermilk Mountain is the United States’ best beginner mountain, Snowmass has the most vertical metres descent in the entire US, while Aspen’s backcountry terrain offers some of the most challenging skiing on earth (the Highland Bowl at Highlands is one of the world’s most famous inbound ski challenges).

 

Aspen might have the best après ski scene both on its ski mountains and in its rustic little mining town, but it’s the all-natural pleasures in Aspen that really make the place. One night I shun every one of the town’s 50 plus cafes, bars and restaurants and hike all the way up to the top of Aspen Mountain.

 

Nothing but a full moon lights my way as I ride freshly-groomed corduroy snow all the way back down.

 

“There’s a Ute Indian saying (the first inhabitants of Aspen) that warns if you stay overnight here you’ll never be able to leave," a long-time local tells me one night at Little Annie’s.

 

“There’s a whole town of us that are cursed. They’ll only get us out of here in wooden boxes."

The details

How to get there

Qantas flies to LA daily from Sydney, Melbourne and Brisbane then connect directly to Aspen with American Airlines.

When to go

The best snow can fall between late December and mid-March, although spring conditions in late March and throughout April mean you’ll beat the crowds and get more sunshine. Avoid school holidays and President’s Day Weekend.

Where to stay

St Regis
St Regis Aspen looks apart of a fairytale.

Located right at the bottom of Aspen Mountain, St Regis is one of Aspen’s most exclusive resorts and is located within easy walking distance of all of Aspen’s shops, restaurants and entertainment. There are 179 rooms and suites looking out across the slopes or town.

 

Address: 315 East Dean Street

Where to eat

Affordable

 

Aspen’s residential Vietnamese restaurant is Bamboo Bear. Opened from Thursdays to Tuesdays and only closing up early if the food runs out. Their pho is cheap, warm and flavourful, which is perfect for when you just get off the slopes. Side it with a serving of fried spring rolls and you won’t even reach $20.

 

Address: 730 East Cooper Avenue

 

High end

 

Sample the fusion dishes of one of the world’s top Japanese chefs – Nobu Matsuhisa – set within a quaint Victorian house with one of Aspen’s coolest bar settings. Visiting celebs can be found here, but there’s no pretence.

 

Address: 303 East Main Street

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You can’t leave without

Have the most riotous lunch available in any ski resort in America within the Bavarian craziness of Cloud Nine on top of Aspen Highlands.

 

Check out Aspen’s hippie history – especially the legendary ‘Aspen University’ (which specialised in joint rolling and beer drinking) at the Aspen Historical Society.

 

Experience the best snow anywhere in Aspen on a snowcat powder tour on Aspen Mountain.

The best thing about

Nowhere offers such diverse skiing experiences with endless après ski opportunities quite like Aspen, and the best thing is Aspen is as much for you as it is for Paris Hilton.

Aspen skyline
The city skyline of Aspen is magical.

The worst thing about

Like anywhere in the States, you’ll be sweating on tipping procedures from the moment you arrive. Keep a fist-full of dollars handy.

You should know

1. Check out the Aspen Daily News – it’s free and lets you know about upcoming events as well as providing an insight into everyday Aspen life.

 

2. Go green and take the free buses that circle town to each ski mountain every 15 minutes.

 

3. Don’t get too paranoid about security – locals leave skis out overnight and only lock their doors in summer to keep bears out.

 

4. Be careful in the backcountry – only go there if you are an expert skier or have a guide.

 

Heading out to Colorado? Check out our ultimate travel guide on this great Middle American state.

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12 grand journeys throughout North America

    Discover North America’s epic adventures — from Route 66 and Alaska cruises to Hawai‘i road trips, NYC culture, Mexico trails and more.

    1. Route 66, the Main Street of America

    Travelling with: Ricky French

    Sunset on Route 66 in the California Mojave Desert.
    Hit the open road and trace America’s legendary highway. (Image: Getty/Der_Thomasa)

    Dubbed the Main Street of America, Route 66 radiates serious main character energy, cemented into popular culture through everything from John Steinbeck’s novel The Grapes of Wrath to the Disney Pixar film Cars. Spanning nearly 4000 kilometres from Chicago to Los Angeles, the historic highway celebrates its centenary next year, a timely invitation to take the mother of all road trips along the Mother Road. Allow two to three weeks to tackle the full length, or bite off a smaller chunk at either end, cruising the dramatic deserts of California or the more pastoral landscapes of Illinois, lined with neon-lit diners, retro gas stations and quirky roadside attractions.

    2. Mexico’s Día de los Muertos

    Travelling with: Carla Grossetti

    emblematic catrina of mexico with flowers and necklace with sempasuchil flowers
    Celebrate life and honour loved ones in vibrant style. (Image: Getty/Fabian Pacheco)

    You might know Oaxaca as the birthplace of mole and mezcal. But the state in southern Mexico is also where the Día de los Muertos (Day of the Dead) began. Time your visit to coincide with the colourful holiday, on 1–2 November, which honours and celebrates loved ones who have passed away. Oaxaca is also Mexico’s Michelin-starred culinary capital, with 18 restaurants and a humble taco stand listed in the 2025 guide.

    3. Museum-hop in New York City

    Travelling with: Carla Grossetti

    The Guggenheim Museum’s iconic spiralling exterior, a highlight of North America Epic Adventures.
    Step inside and marvel at bold, world-class art. (Image: Damiano Fiore)

    Your map app will look like it’s been scattered with confetti after you’ve dropped pins on all the museums you want to visit in New York City. Must-sees are the Solomon R. Guggenheim Museum, the Metropolitan Museum of Art aka the Met, and the Museum of Modern Art. The American Museum of Natural History is also a draw. It’s also worth venturing into the boroughs to browse institutions such as the Brooklyn Museum, which has a huge permanent collection categorised by culture.

    4. The USA’s music scene

    Travelling with: Elizabeth Whitehead

    The Seattle skyline at night, aglow with city lights on North America Epic Adventures.
    Soak up skyline views and dive into the city’s coffee culture. (Image: Abigail Boone)

    If you’re a muso, chances are you’ve wanted to make a pilgrimage to the United States, the epicentre of so many beloved genres. Whether you’re head-banging your way around the Grunge Circuit in Seattle, chasing the twang of the pedal steel through Tennessee or bouncing between blues bars in the Mississippi Delta, the USA’s rich music culture has something that’ll strike a chord.

    5. Road-tripping Hawai‘i

    Travelling with: Carla Grossetti

    A woman surfing in Hawaii, gliding across turquoise waves on North America Epic Adventures.
    Catch the waves and ride Hawaii’s iconic swells. (Image: Ben Ono)

    Hawai‘i is one of the most diverse US states to road trip around. Of the six major islands to visit, the Island of Hawai‘i packs in everything from the snowy summits of Mauna Kea and Mauna Loa to black-sand beaches and lava fields frozen in the act of flowing forward. Change down a few gears on the island of O‘ahu, too, where you can find your own patch of sand on Waimanalo Beach. Visit poi and pineapple plantations. And hang ten on beginner-friendly waves on the North Shore.

    6. Cruising Alaska

    Travelling with: Carla Grossetti

    Explora Journeys ship cruising in Alaska.
    Sail past glaciers and spot whales in pristine waters.

    Seeing Alaska from the sea allows you to cover a lot of distance quickly. This immersive frontier now beckons more than ever before with Explora Journeys adding the American state to its global destination portfolio. Best of all are the pre-and post-journey immersions that connect the luxury of a cruise onboard Explora III with the rugged grandeur of the Alaskan interior. UnCruise Adventures also weaves in access to remote national parks, legendary wildlife corridors and authentic cultural experiences on its Alaskan itineraries.

    7. The Wixárika Route in Mexico

    Travelling with: Elizabeth Whitehead

    People journeying through the Wixarika Route.
    Journey deep into sacred Huichol traditions and art.

    For generations, the Indigenous Wixárika People of Mexico have walked a sacred path known as Tatehuarí Huajuyé, or ‘The Path of Our Grandfather Fire’. The annual pilgrimage route spans 500 kilometres, taking in significant sites in Wixárika spirituality and cosmology. The route passes through the deserts, mountains and forests of northern Mexico before reaching Wirikuta, believed to be the place the sun first emerged. The route is a living cultural landscape of Indigenous culture pre-Columbian influence and, in July this year, was formally inscribed into UNESCO’s World Heritage List.

    8. Drive the Iceberg Coast in Canada

    Travelling with: Carla Grossetti

    Iceberg off the east coast of Canada
    Chase icebergs along Expedition 51 on Canada’s east coast. (Image: Canadian Tourism Commission/ Chris Hendrickson)

    Download the icebergfinder.com map to better plan your road trip along Canada’s Iceberg Coast. The new highway, which has been nearly 25 years and CAD$1.1 billion in the making, threads through the country’s pleated coastlines around Quebec, Newfoundland, Labrador, Nova Scotia and New Brunswick before looping in the French islands of St Pierre and Miquelon. As well as chasing icebergs along Expedition 51, travellers will have the opportunity to engage with cultures that have thrived in the pristine provinces for thousands of years.

    9. A foodie tour of Nova Scotia

    Travelling with: Katie Carlin

    Lunenberg Nova Scotia
    Try lobster rolls in Lunenburg on the east coast of Canada in Nova Scotia. (Image: Natalia Kvitovska/ Unsplash)

    World-famous for its lobster, Nova Scotia is a Canadian province best savoured through its culinary clout shaped by sea and terroir. Bite into lobster rolls at historic Lunenburg’s Salt Shaker Deli & Inn and sip maple rum at Ironworks Distillery. Winery-hop around Wolfville’s rising vineyards (don’t miss Lightfoot & Wolfville). Take a maple syrup tour at Sugar Moon Farm near Earltown. And pull up a seat at waterfront Bar Sofia in Halifax, where Nova Scotia oysters aguachile arrive bright with cucumber, lime and pickled onion.

    10. Soak up the sun in the Caribbean

    Travelling with: Carla Grossetti

    Overwater bungalows off a beach in the Caribbean
    Experience the white-sand beaches and cerulean seas of the Caribbean on board a cruise.

    The Caribbean is on the radar for seasoned cruisers. And it’s easy to see why, with white-sand beaches, cerulean seas and swaying palms so picture-perfect they look AI-generated. Cruise with Windstar, Royal Caribbean, and Celebrity on its inaugural Xcel season to the Caribbean to enjoy action-packed excursions such as snorkelling coral reefs and shopping for local trinkets. And those sea days? Spectacular.

    11. Red Chair Hikes of Canada

    Travelling with: Kassia Byrnes

    Red Adirondack chairs overlooking Lake Minnewanka in Canada
    Take a seat at Lake Minnewanka, one of more than 400 red Adirondack chairs scattered across Canada’s hiking routes. (Image: Getty Images/ Autumn Sky Photography)

    No one appreciates the great outdoors more than Canadians, emerging from snow-covered winters to tread glacial rivers and snowshoe through forests, or to hike mighty mountains and wildflower-strewn valleys come spring. Along popular hikes around the country, more than 400 red Adirondack chairs have been placed in peaceful, breathtaking locations. What started as a social media contest now sees hikers soaking in classic Canadian lake and mountain vistas, overlooking historic sites or gazing down on the mountainous path they just travelled.

    12. Ride the Rocky Mountaineer from Denver to Moab, USA

    Travelling with: Carla Grossetti

    Sweeping views from the Rocky Mountaineer.
    The Rocky Mountaineer will continue as the Canyon Spirit in 2026, seen here carving through Ruby Canyon.

    Sighting wild animals is one of many incredible thrills along the two-day luxury Rockies to the Red Rocks route onboard the Rocky Mountaineer across America’s Southwest between mid-April and mid-October. In addition to the lone bear, we spot bighorn sheep, elk, beavers, pronghorn antelope, bald eagles and ospreys. Riding the rails onboard the luxury train, which was founded in Canada in 1990 and has been awarded the prestigious World’s Leading Travel Experience by Train several times, has never been about just getting from A to B. Ride the train from Denver to Moab and you will see the scenery change from snow-capped peaks to meadows, red-rock canyons and soaring cliffs that resemble ornate Gaudí-esque cathedrals. But it’s not until you get off the train that you can produce the ultimate Venn diagram, with nature and adventure in the intersecting spheres.

    A Joint Called Aspen, Colorado - International Traveller Magazine