Things to Do in Aspen

Things to Do in Aspen This Winter: A Luxury Itinerary Curated by Erica Jackowitz

Aspen embodies all things alpine glamour; powdery slopes, five-star hotels, and an après-ski culture that’s as legendary as its mountain landscape. But for travelers who want more than just a ski trip, the key is knowing where to go, when to go, and how to do it all in style. That’s where Rêve Travel Club steps in. With our deep knowledge of Aspen’s best-kept secrets, from hidden runs to exclusive clubs, we design winter itineraries that blend adventure, indulgence, and a little après magic. Here’s our take on the ultimate Aspen winter escape.

Designing the Perfect Aspen Winter Day

If we were planning the ultimate Aspen winter itinerary for a client, the day would start with waking up to fresh powder and an indulgent breakfast at one of Aspen’s most iconic five-star hotels, think lemon ricotta pancakes that you’ll dream about. From there, it’s straight to the slopes with a private guide to catch the first tracks on Ajax. Few moments compare to carving down freshly coated trails like Ruthie’s Run with the mountain practically to yourself, it’s the kind of memory that makes you long for Winter all year long

By midday, après begins early at a lively mountainside spot where music, table dancing, and people-watching are as much on the menu as the food. After a few more post-lunch laps, retreat to your suite for a disco nap or, if time allows, a deep-tissue massage. As the evening approaches, Aspen’s nightlife comes alive; whether it’s a VIP table at Snow Lodge listening to world-famous DJs, or slipping into the city’s exclusive new private club AM7 where mountain views, fine dining, and entertainment converge. To cap the night, dinner at Sant Ambroeus Aspen’s chic Italian import is a must: flawless service, beautifully plated cuisine, and an atmosphere that embodies Aspen glamour.

Beyond Aspen’s Famous Runs

While Ajax draws the spotlight, seasoned locals know to head to Tiehack on a powder day. This hidden gem on Buttermilk Mountain offers longer, steeper pitches with minimal crowds, a best-kept secret that delivers pure alpine bliss.

For those chasing bragging rights, Long Shot at Snowmass is essential. Said to be one of the longest ski runs in North America, the adventure begins with a short hike and unfolds into a scenic, continuous descent that winds all the way to Two Creeks. The panorama from the top is reason enough to make the trek, and an Instagram post is inevitable

On-mountain dining also shines here. Sam’s at Snowmass delivers elegant Italian cuisine with sweeping Elk Mountain views, while Bonnie’s is beloved for its hearty oatmeal pancakes, worth braving the line of locals and loyal travelers.

 

Best Après-Ski in Aspen

Après-ski is an art form in Aspen, and our clients love two contrasting options. For an intimate yet luxurious experience, I often recommend a fireside champagne session in a hotel lounge where bougie comfort reigns supreme, or a wine bar where vintage vinyl and award-winning vintages set the tone.

For those craving energy and music, Snow Lodge offers an entirely different après-ski vibe. Guests can choose between its open-air concert courtyard, featuring big-name DJs like John Summit, or the sultry Jade Room with bottle service and moody lighting. Both encapsulate Aspen’s dual personality: refined elegance and high-energy nightlife.

Aspen Experiences Worth the Splurge

For clients asking what’s truly unforgettable in Aspen, two experiences stand out. The first is a private buyout of Cloud Nine Alpine Bistro. Guests ascend Highlands Mountain by private snowcat, dine under the stars, and descend with only their group on the mountain. It’s intimate, exclusive, and one of Aspen’s most magical dining moments.

Another extraordinary option is the cross-country journey to Pine Creek Cookhouse. Whether skiing or snowshoeing under the glow of headlamps, the adventure leads to a fine-dining restaurant tucked deep in the valley. It’s the perfect balance of outdoor adventure and gourmet indulgence, and a memory clients talk about long after they’ve left Aspen.

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