Planning an Aspen Christmas or Holiday Ski Vacation

Lady at Christmas

Planning a family vacation in Aspen during the Holidays is a great idea! From Thanksgiving to Christmas, the streets are filled with festive decorations and Aspen comes to life with the Holiday spirit. There are so many fun events and things to do with families in Aspen this time of year. If you will be in town for the 2019 Holiday season or are planning an Aspen Christmas, be sure to check out one of these great family activities!

Things to Do in Aspen at Christmas & During the Holiday Season

Attend a Warren Miller’s Timeless Screening

  • When: December 4th & 5th, 2019
  • Where: Wheeler Opera House
  • Warren Miller’s 70th film, Timeless, follows ski legends and rising-stars from Arlberg to the Matterhorn. Watch Glen Plake and friends explore the Jackson Hole backcountry.

Dance the Night Away at a Belly Up Show

  • When: Every Night!
  • Where: The Belly Up
  • The Belly Up is THE destination for live music in Aspen. The venue hosts concerts almost every day of the week during the Holiday season. If you are looking to get out and dance, head to the Belly Up! Upcoming headliners include SoDown, Thievery Corporation and Chris Isaak.

Enjoy “12 Days of Aspen”

  • When: December 20th-31st, 2019
  • Where: All over Aspen!
  • From December 20th through December 31st, Aspen comes alive with holiday cheer. The town hosts a large number of fun events, movie screenings and family-friendly activities during this time. Take a cookie decorating class or attend the Menorah Lighting at the Hotel Jerome. Or, head to the Pitkin County Library for special family-friendly events!

Watch a Free Holiday Movie at the Wheeler Opera House

  • When: Multiple Dates in December
  • Where: Wheeler Opera House
  • Aspen Film is screening ’Twas the Night Before Christmas and The Polar Express at the Wheeler Opera House for FREE! These movies are great free Aspen family activities for those visiting during the Holidays and a great way to get into the holiday spirit.

Attend the Aspen Santa Fe Ballet’s: The Nutcracker Performance

  • When: December 21st & 22nd, 2019
  • Where: Aspen District Theatre
  • Aspen Santa Fe Ballet’s bold vision, top global choreographers, distinctive groundbreaking repertoire, and virtuoso dancers have fostered a jewel of a dance company in our own town. Their performance of The Nutcracker is a local holiday favorite!


Book the Perfect Vacation Rental for Your Aspen Christmas Holiday


We live and work in Aspen because we love it, and our mission is to open the door for all of our guests to enjoy everything there is to offer here. Our Aspen vacation rentals feature a range of homes and condos located throughout Aspen, many of them in the downtown core and just a couple of blocks to the Aspen Mountain Gondola. Whether you crave views overlooking Aspen Ski Area or want to be steps from the ski slopes, you’re sure to find your perfect Aspen rental property with us during the Holidays!