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Aspen vacations

NOTE: Flight service for Aspen vacations is into Denver.

This authentic and glamorous mountain town is one of the world’s top ski areas. From the family-friendly Snowmass to the expert slopes of Aspen Mountain, there is terrain for all skill levels. In the spring and summer, Aspen becomes a world-class destination for hiking, biking, kayaking, and scenic views. Plan an Aspen adventure and enjoy all of the luxury and natural beauty that comes with it.

  • Deals, hotels, and activities
  • Destination information

Featured Aspen hotels

These are just a few of our available hotels in Aspen, we have many more available! Perform a search to see all the options Southwest Vacations® has to offer.

Featured things to do

Here are just a handful of activities available. We have tons more! You can add these and many others to your vacation package during the booking process.

Aspen, CO


Located in the mountains of Colorado, Aspen is a beautiful and vibrant destination offering an array of cultural activities, indoor entertainment, and exciting outdoor adventures. Aspen boasts beautiful natural views of snow-topped mountains in the winter and vivid green hiking trails in the summer. As a perfect year-round destination, everyone will find something fun to do on an Aspen vacation.

Aspen resorts and hotels

Book your Aspen vacation package with Southwest Vacations, and receive great deals at local accommodations. Many of the Aspen properties offer easy access to the gondolas and lifts, wonderful amenities, relaxing spas, fine dining, exciting entertainment, fabulous shopping, and more.

Aspen activities, attractions, and tours

Arts and cultural attractions in Aspen: Known for its dedication to the arts, Aspen features a variety of events in art, music, and theater. Every summer The Aspen Music Festival, Jazz Aspen Snowmass, and the Food & Wine Classic in Aspen bring thousands of people together to enjoy the sounds of classic music and the aromas of unique foods. The Aspen Santa Fe Ballet and Theater Aspen schedule multiple shows from kid-friendly ballets to Broadway-style productions. A number of local art centers and museums also are nearby with rotating galleries and intriguing lecture series.

Dining and nightlife in Aspen: Experience versatile and exciting dining and nightlife when you book an Aspen vacation. The fabulous assortment of local eateries in Aspen guarantees that there is something to please everyone. From the Sundeck Restaurant on Aspen Mountain which serves sandwiches, salads, and more for the mid-run ski break, to Peach’s Corner Café in town where you'll find organic local greens and fresh baked bread; you won’t have to worry about eating in the same place twice! After a day on the mountain or walking the town, any of the many local bars and pubs, such as the Aspen Brewing Company, will be happy to host your happy hour and late night entertainment needs.

Outdoor activities in Aspen: With an abundance of outdoor activities, an Aspen Vacation is perfect for outdoor enthusiasts. There are plenty of opportunities for downhill skiing, snowboarding, cross country skiing, ice skating, snowshoeing, and more in the winter. Once the snow melts, the summer mountains turn into wonderful hosts for hiking, mountain biking, rafting, climbing, fishing, and even horseback riding.

Discover the benefits of booking with Southwest Vacations.


First and second checked bags. Weight and size limits apply. Snow ski equipment, including skis or snowboards, ski boots, and ski poles: including one pair of skis or one snowboard, one set of poles, and one pair of ski/snowboard boots encased in a container(s) acceptable to Carrier. When substituting ski equipment for a free bag, Southwest Airlines allows up to two bags (containing one set of snow skis, ski poles, and ski boots) to count as one item, even if they are packed and tagged separately.

Note: Snow ski equipment will not be subject to excess size charges. However, excess weight charges may apply.

Learn about Southwest Vacations' travel protection. Be protected from the unexpected. Learn about bags fly free.  Applies to your first and second checked bags. Weight and size limits apply. Sign up for exclusive offers, get deals and special offers delivered directly to your inbox.