How to Celebrate the Holidays in Style

The most beautiful time of the year is even more magical in Aspen. With a snow globe backdrop and daily festivities, there’s no better way to experience the holidays than in the mountains. Our dedicated concierge can create a winter wonderland right in your vacation rental. We’ll arrange Christmas floral-themed dinners and help create a custom itinerary.

Contact us today to start planning your perfect Aspen holiday escape! Our team is here to help you celebrate the holidays in Aspen Snowmass!

Stylish Aspen Hotel Lobby During the Holidays

Courtesy of Aspen Chamber/David O. Marlow

Why Spend the Holidays in Aspen Snowmass?

There’s a Reason Aspen is the Busiest During the Holidays!

Aspen Snowmass was recently ranked #4 among Western ski resorts, earning praise as the “Gold standard in American skiing” thanks to its diverse terrain. According to surveys, Aspen Snowmass is one of the most well-rounded resorts, offering something for every kind of skier. Aspen is especially lively during the holiday season, with December setting a record in the latest occupancy report

Why, you ask?

Because Aspen is known for being a luxurious resort, and during the holidays, the town comes alive with festive events, exceptional dining, decorations, and, of course, a generous amount of snow. This mountain haven feels like a real-life snow globe, making it the perfect place to experience the magic of the holidays!

 

Things to Do in Aspen this Winter Holiday

Aspen Holiday Schedule and Activities for the Whole Family

1. Walk Through Downtown Aspen’s Christmas Lights

There is no better feeling than walking through the snow under strings of colorful lights and hearing Christmas music play as you wander through Downtown Aspen or Snowmass. Afterward, stop by a local cafe or hotel for hot chocolate by the fireplace.

Downtown Aspen Mall During the Holidays

Courtesy of Aspen Snowmass

 

2. Attend Ullr Nights in Snowmass

Entertainment includes tubing, an alpine rollercoaster, snow biking, live music, and s’mores by the bonfire—book tickets to a Ullr Night in Snowmass. The event is from 5:00 PM—7:30 PM at Elk Camp on select dates between December 27th and March 21st. Reservations are required and likely to sell out!

Ullr Nights Crowd in Snowmass

Courtesy of Aspen Snowmass

 

3. Watch the Annual Tree Lightings

Aspen celebrates several festive tree lighting ceremonies each year, including “The Little Nell’s Tree Lighting Ceremony, the St. Regis Aspen Resort’s Tree Lighting Ritual, and the Sardy House Tree Lighting:

The Little Nell’s Tree Lighting Ceremony
This vibrant celebration includes a dazzling Christmas tree light show and complimentary treats for attendees.

The St. Regis Aspen Resort’s Tree Lighting Tradition
Featuring a grand 30-foot Christmas tree, live music, champagne, and a festive atmosphere, this ceremony offers a cheerful, seasonal experience with additional holiday entertainment.

Sardy House Tree Lighting
The tree lighting will occur again this year on Saturday, December 7th, from 6:00 PM to 7:00 PM. As always, the event will be held in the exact location: right in front of the Sardy House, offering a charming setting to embrace the festive spirit of the season.

Christmas Tree lighting at the St. Regis Aspen

Courtesy of St. Regis Aspen

 

4. Take a Sleigh Ride to Pine Creek Cookhouse

For an unbeatable holiday experience, reserve a sleigh ride for lunch or dinner at the Pine Creek Cookhouse. This once-in-a-lifetime treat features stunning views and alpine cuisine in a chalet-style restaurant. If you would prefer an active experience, there are also snowshoe and cross-country ski options at the restaurant.

Our concierge can help you arrange this unforgettable experience.

Horses pulling a sleigh to the Pine Creek Cookhouse near Aspen during the holidays

Courtesy of Pine Creek Cookhouse

 

5. Watch the Holiday Cabaret Series

Experience an evening of entertainment with Theatre Aspen at the Hotel Jerome. This event features a chef-prepared dinner and a lively 60-minute cabaret performance. Running nightly from December 18th to 22nd, it brings a touch of Broadway to the mountains and is a cherished holiday tradition!

Hotel Jerome Aspen Lobby during Christmas holidays

Courtesy of Aspen Chamber/David O. Marlow

 

6. Enjoy a Menorah Lighting at the Aspen Meadows

From December 25th to January 2nd, at 4:45 PM, enjoy a Menorah lighting in the lounge of the Aspen Meadows with complimentary snacks. This event is open to all.

 

7. View the New Year’s Eve Fireworks in Downtown Aspen

Watch the annual New Year’s Eve fireworks off Aspen Mountain at 8:00 PM. Reserve your perfect holiday home so you can step outside and join the celebration with the locals!

New Year's Eve Fireworks over AspenCourtesy of City of Aspen


8. Join the Holiday Carol Sing at Aspen Community Church

Celebrate the season with carols at the Aspen Community Church on December 19th from 5:30 PM to 6:30 PM. This annual gathering brings locals and visitors together to enjoy traditional holiday songs in a warm, festive setting. It’s a beautiful way to get into the holiday spirit alongside the Aspen community.

Courtesy of Aspen Community Church


Where to Stay for Christmas in Aspen Snowmass

The Best Vacation Homes for Your Aspen Holiday

Luxurious Core Townhome

This downtown vacation home has three bedrooms and a media room that can sleep eight people. Its location makes it perfect for all your holiday activities! It is just a short distance from the Aspen Mountain Gondola and the downtown restaurants and shops.

Luxurious Core Townhome Living Room | Aspen Luxury Vacation Rentals

Luxurious Core Townhome

 

Contemporary Core Townhome

This modern townhome is also in a superb downtown location for the holidays. With three bedrooms and an additional sleeper sofa in the office, this townhome sleeps eight guests. With a gorgeous fireplace and living area, this home is cozy and warm for your Aspen Christmas.

Contemporary Core Townhome | Aspen Luxury Vacation Rentals

Contemporary Core Townhome

 

Two Creeks Home

This home’s location in Snowmass Village is unbeatable! Ski in/out to the Two Creeks lift and access Snowmass Mountain from your doorstep. This 6-bedroom luxury home has ample living and dining space for large groups. Imagine this home covered in Holiday decor! It’s one of our favorites for the holiday season.

Two Creeks Home - Snowmass | Aspen Luxury Vacation Rentals

Two Creeks Home

 

Luxury Durant Condo

Our luxurious Durant condo has a ski-in/ski-out location on Aspen Mountain, so you can step out your back door onto some of the world’s best skiing! Newly renovated with brand-new furnishings, this modern condo is ideal for entertaining up to 6 people for your family holiday vacation.

Luxury Durant Condo | Aspen Luxury Vacation Rentals

Luxury Durant Condo

 

Matchless

This gorgeous single-family home optimizes privacy and space for your Aspen holiday vacation. With a backyard, hot tub, and spacious primary bedroom, it is excellent for family holiday meals and entertaining!

Matchless Living Room with Fireplace | Aspen Luxury Vacation Rentals

Matchless

 

Luxury Holiday Experiences (More Reasons to Spend the Holidays in Aspen Snowmass)

Holiday Concierge Services for your Vacation Home

Holiday Florals and Décor

Our dedicated concierge collaborates with premier local vendors across Aspen and Snowmass to transform your vacation home into a holiday masterpiece. One of our most popular add-ons is our holiday décor package, where we can set up a beautifully lit, 10-foot tree, Christmas-themed table florals, and seasonal touches throughout the home. Imagine waking up on Christmas Day in a house that feels like yours, surrounded by festive elegance. Let us bring the magic of the holidays to your Aspen or Snowmass getaway.

Holiday Decor - Living Room with Fireplace

Courtesy of Anastasia Romanova

 

Holiday Themed Private Chef Meals

Whether you’re celebrating Hanukkah, Christmas, Kwanzaa, or simply the joy of being together, our skilled chefs create custom meals that elevate any gathering. From hearty, family-style holiday dinners to exquisite four-course fine dining, we’ll make sure your holiday meal is unforgettable. Forget the hassle of having to cook or clean! Christmas Eve dinner in the mountains, anyone?

Holiday Gift-Wrapped Meal from Mawa's Kitchen, Aspen, Colorado

Courtesy of Mawa’s Kitchen

 

Aspen Holiday Art Sessions

For memorable family fun, our concierge offers holiday-themed art sessions right in your vacation home. Imagine crafting your tree decorations, creating wreaths, pouring homemade candles, or even enjoying a baking session. Our talented artist partners know how to entertain and bring joy to your family, creating cherished holiday experiences in Aspen Snowmass.

 

Complete Aspen Holiday Schedule

Your ultimate holiday adventure awaits in Aspen Snowmass! From sparkling festivities to cozy winter moments, Aspen has everything to make this season unforgettable. Dive into the magic—check out Aspen Chamber’s up-to-date event calendar for all the exciting activities this season.

Ready to turn your holiday dreams into reality? Contact us today to begin planning your perfect getaway to Aspen and Snowmass, and make this holiday one to remember!