Rachel Naidus

Aspen Colorado Vacation – 15 Extraordinary Things to Do

A group of women joyfully toasting with drinks at a bar during their Aspen Colorado vacation.

Nestled amidst the breathtaking Rocky Mountains is Aspen, Colorado, which has long been a premier destination for adventurous travelers. However, beyond the stunning landscapes surrounding the Rocky Mountains and the endless outdoor activities, you’ll find exclusive activities and tailored luxury services.

Whether you’re a newcomer or a connoisseur of Aspen’s finest, our team at Aspen Luxury Concierge is your gateway to a completely personalized, high-end vacation like no other. Let us guide you through a world of bespoke experiences where all your desires are met with unparalleled sophistication, no matter the season. 

SETTING THE STAGE: ASPEN’S ALLURE

Mother Nature is at the center of allure for any vacation in Aspen. 

From the moment you get into town, you’ll be struck with awe by the Rocky Mountains and the miles of seemingly endless scenery around them. 

The beauty of Aspen is that no matter when you decide to go, every season offers its own special experiences. In the winter, powdery snow beckons skiers and snowboarders, while in the summer, when the snow melts, and the trees turn green, flocks of hikers and nature lovers head into the valley. 

A TOWN FOR ALL

The stunning Maroon Bells in Colorado, showcasing nature's beauty

The Maroon Bells are the most iconic landmark in all of Colorado, perfectly capturing the grandeur of the surrounding mountains and offering adventurers a place to experience nature at its finest. 

Of course, Aspen has more than just great views. The town of Aspen has a vibrant art scene, world-class dining establishments, and plenty of upscale boutiques. You can savor fine art at The Wheeler Opera House or experience one of Aspen’s most fantastic events — the Aspen Music Festival

What sets Aspen apart from other Colorado mountain towns, however, is its longstanding reputation for luxury travel. Get in touch with us to find out how we can help you craft the perfect itinerary for your Aspen, Colorado vacation. 

WINTER WONDERLAND: ASPEN’S SNOWY DELIGHTS

Let’s begin with one of the most enchanting times of year here in Aspen — winter.

It is during this season that this charming mountain town turns into a snow-covered paradise, catering to those who want to enjoy a cozy escape in a luxury hotel just as much as adrenaline junkies that want to experience world-class snowboarding and skiing.

1. SKIING AND SNOWBOARDING

The athlete is snowboarding in Aspen

The latter can choose from four extraordinary mountains, including Aspen Mountain, Aspen Highlands, Snowmass, and Buttermilk. Enjoy the crisp, invigorating mountain air as you step out onto the glistening white slopes. 

Whether you’re an expert-level park rider or stepping out onto the slopes for the first time, these ski resorts offer fun for all ages and skill levels. Find the best ski resort for you!

2. NEW YEAR’S EVE

Looking to ring in the New Year in style? An Aspen, Colorado, vacation is the best way to do so. Without tooting our horns, our New Year’s celebrations are pretty legendary.

There are endless parties to attend, from the Dom Perignon Party at the Little Nell, where you can enjoy top-shelf spirits, cocktails, and live music in a one-of-a-kind VIP experience, to the Escobar Aspen New Year’s party, where you can take part in a nightclub-style, open-bar party with a special guest DJ. 

3. GAY SKI WEEK

Some guests of the Aspen Gay Skii Week
Image Courtesy of gayskiweek.com

Aspen’s Gay Ski Week has become an iconic winter event, combining world-class skiing with the vibrant LGBTQ+ community. From fabulous parties to inclusive events, Gay Ski Week might be the wildest, queerest, and most colorful week in Aspen all year. 

4. CHRISTMAS CELEBRATIONS

Enjoy the twinkling lights throughout town on your Aspen, Colorado vacation. Take a ride through the snow-lined streets in a horse-drawn carriage, or savor your favorite winter meals in one of Aspen’s many cozy dining establishments. 

Christmas in Aspen is magical, to say the least. 

5. ENJOY THE HIGHLAND BOWL ASPEN

A skier gracefully descends a snowy mountain, enjoying the Highland Bowl Aspen Colorado vacation experience.

The Highland Bowl has become something of a rite of passage for skiers and snowboarders, featuring endless backcountry terrain and one of the most thrilling summits in the state. Think you can conquer it? Let us be your guide!

Our team at Aspen Luxury Concierge knows all of the best ways to explore Aspen in the winter, from October to February, so make sure to get in touch to learn how we can help you curate the perfect Aspen experience. 

SEASONAL EXTRAVAGANCE: ASPEN IN SUMMER

Though many people visit Aspen for its winter activities, summer offers just as much magic. When the snow finally melts, the mountains open up to a range of unique adventures.

6. HIKING AND BIKING TRAILS

A cyclist is riding along a trail in Aspen, Colorado

Hiking and biking trails weave throughout the mountains of Aspen, offering passage to nature lovers of all skill levels. 

Whether you’re seeking a more leisurely 3.5-mile stroll up to the towering aspen groves on Crater Lake Trail or a 13-mile round-trip hike across meadows and creeks, built for more experienced hikers, we can help you find the best hiking and biking trails.

7. EXCLUSIVE GOLF COURSES

Take some time to practice your swing with stunning mountain views in the backdrop. The Maroon Creek Club and the Aspen Golf Club are two of the most popular golf courses in Aspen, offering a way for you to play just like the pros would. 

8. LUXURY CAMPING AND GLAMPING OPPORTUNITIES

ALC guests are having a luxury picnic

There’s no better way to experience the great outdoors than in comfort and style. 

Whether the idea of a great Aspen, Colorado vacation means spending the night underneath the stars in a luxury tented accommodation or celebrating a special occasion with a luxury outdoor picnic, you can do so among the warm summer sun.

9. ASPEN FLY FISHING

Aspen’s network of rivers and streams provides endless opportunities for fly fishing. Whether you’re a pro angler or a complete beginner, we can pair you with a local guide to show you the best places to cast your line in the region’s clear blue waters. 

10. LUXURY SHOPPING

A VIP is buying clothes in a luxury store in Aspen, Colorado

One of the reasons Aspen has become such a popular summer destination is its many boutique shopping options. Not only is it home to stores from renowned luxury brands, such as Prada, Gucci, and Dior, but it also offers an excellent selection of shops for buying thoughtful souvenirs and local goods. 

11. ASPEN MUSIC FESTIVAL

During the summer here in Aspen, locals and tourists get to experience an eight-week summer music program that features more than 400 classical musical performances. Find out more about the history of the Aspen Music Festival and see if there are any shows that tickle your fancy! 

If you’re interested in seeing what else Aspen has to offer during the summer season, explore our Things to Do In Aspen in the Summer article.

EVERGREEN ACTIVITIES DURING AN ASPEN VACATION

Though Aspen may seem to evolve as the seasons change, there are certain opportunities that you can enjoy during an Aspen, Colorado vacation all year round. Whether you’re looking to party the night away, sip delicious coffee at a local shop, or explore some of the many evergreen trails, we here at Aspen Luxury Concierge have you covered. 

12. ENJOY THE NIGHTLIFE

DJs are playing at a night party in Aspen

The nightlife here in Aspen is nothing short of legendary. In fact, many say it’s similar to what you might expect from large cities like Los Angeles, New York, and Miami. 

Many local restaurants turn into nightclubs when the sun goes down, and from the low-light, top-40 atmosphere of The Sterling to the saloon style of one of the oldest music venues in Aspen, Silver City, we can help you experience Aspen nightlife at its best.  

13. GET YOUR ENERGY FIX AT A LOCAL COFFEE SHOP

Aspen has so many great coffee shops that it’d be impossible to list them all. However, whether you’re on a morning stroll and need a warm cup of joe to get started on the day or you’re looking for a place to relax and enjoy a hearty breakfast, we have a list of some of our favorite places to eat in Aspen.

14. EXPLORE ASPEN’S EVERGREEN TRAILS

Snowshoeing during mountain holidays. A group of friends

Many trails here in Aspen aren’t limited to particular seasons. Though some of the top hiking trails are inaccessible during winter, except for those who have snowshoes or cross-country skis, you’ll find many fantastic opportunities for local walking and biking, no matter when you decide to book your Aspen, Colorado, vacation. 

15. YOGA

We’re all about health and wellness here at Aspen Luxury Concierge, so if you’re looking for a private yoga instructor or personal trainer during your stay, we can bring them to you. 

LUXURIOUS ACCOMMODATIONS: WHERE TO STAY IN STYLE

Beyond the many luxury Aspen, Colorado vacation rentals, the town has some of the best high-end accommodations in the game, offering a selection of five-star hotels and resorts to optimize your comfort and experience during your stay. 

THE LITTLE NELL

At the base of Aspen Mountain, you’ll find one of the most iconic resorts in town — The Little Nell. This award-winning, five-start luxury hotel offers ski-in and ski-out access, perfect for winter trips, and has a sparkling reputation for its impeccable service. 

HOTEL JEROME

The beautiful lounge of the Jerome Hotel in Aspen

As a social hub of Aspen since the late 19th century, Hotel Jerome has become somewhat of a must-visit  for any Aspen, Colorado vacaton. While you’ll find all of the necessary luxury amenities here, it’s a great place for those seeking a taste of historic charm. 

ST. REGIS ASPEN RESORT

The St. Regis Aspen Resort welcomes those seeking unparalleled luxury. As part of the Marriott Group, you’ll experience top-tier spa services, world-class dining, and plush accommodations with gorgeous mountain views. 

THE W

The W oozes mountain chic, offering comfort and luxury in the very heart of Aspen. It’s a great place for those who want to experience the best of Aspen’s nightlife.

For a more in-depth look at some of our favorite hotels and resorts, explore our piece on Aspen Luxury Hotels.

GASTRONOMIC DELIGHTS: ASPEN’S CULINARY SCENE

Aspen’s culinary scene rivals that of large cities just like its nightlife, perfect for those who want to experience exquisite flavors and dining experiences. 

INDULGE IN FINE DINING

The starred chef has just prepared some sushi in Aspen

If gastronomic excellence is what you’re after, you might consider allowing us to help you secure reservations at the town’s most iconic Michelin-starred restaurants and celebrity chef-owned restaurants. 

MICHELIN-STARRED RESTAURANTS 

If you’re a foodie planning an Aspen, Colorado, vacation, you can’t leave without experiencing the best flavors in town. With favorites such as Matsuhisa, J-Bar, and French Alpine Bistro, there are endless ways to enjoy luxury dining. 

CELEBRITY CHEF-OWNED RESTAURANTS

Many celebrity chefs have chosen to lay roots here in Aspen, offering unique establishments that showcase their distinctive flavors and styles. From BOSQ to Ajax Tavern, the opportunities for high-end dining on your Aspen, Colorado vacation are endless. 

CULINARY EVENTS AND FESTIVALS

Beyond savoring exceptional dining options, no Aspen, Colorado vacation is complete without attending one of the city’s many culinary events and festivals. 

ASPEN FOOD AND WINE CLASSIC

Excellent quality wine brought to the party in Aspen

As one of the most popular events here in town, the Aspen Food and Wine Classic brings together renowned chefs, winemakers, and food lovers from all over the world. It’s one of the best places to experience food at its finest, whether you want to simply taste or attend world-class cooking demonstrations. 

EXCLUSIVE TASTINGS AND GOURMET TOURS

If you’re looking for insider access to some of the town’s top dining establishments to get an in-depth look at the artistry that goes into each dish, we recommend booking an exclusive tasting or gourmet tour through Aspen Luxury Concierge. 

PLANNING YOUR ASPEN GETAWAY: TIPS FOR A SEAMLESS EXPERIENCE

As you begin preparing for your Aspen, Colorado, vacation, we want to give you a few tips to make sure your experience is as seamless as possible. 

BEST TIME TO VISIT FOR A LUXURY EXPERIENCE

If you want to enjoy the slopes on your Aspen, Colorado vacation, there’s no better time to go than winter. However, if you’d like to chase endless adventures into Aspen’s great outdoors with hiking, biking, and fly fishing excursions, we recommend a summer trip.

Of course, as we said before, no matter what time of year you visit, Aspen Luxury Concierge can help you find activities and accommodations that reflect your preferences. 

HOW TO MAKE THE MOST OF YOUR TRIP

An extremely luxury room in a hotel with which ALC collaborates

To help you make the most of your time here in Aspen, we’ll connect you with local guides who can give you insights into unique activities and hidden gems that you may not find on your average top-10 travel site. 

When you connect with a luxury local service like Aspen Luxury Concierge, you enjoy full itinerary assistance, from securing reservations at the finest restaurants in town to locking down accommodations at breathtaking resorts and hotels. 

Get in touch with us to start planning your journey! 

Author Avatar

by:Rachel Naidus

Rachel is the Principal & Founder of Aspen Luxury Concierge. For over a decade, she has cut her teeth in the luxury hospitality services business. Since 2019, she has led ALC’s premier staff in creating luxury, effortless experiences for its clients. With her ever growing network of partners, vendors, and clientele, Rachel leads the pack in providing expert services to Aspen luxury travelers and locals.