Published: December, 2017
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Aspen, Colorado

Put the kids in ski school and make a 2pm reservation at Cloud 9. You will not be disappointed!
— Matt Nemer
  • More about your oliver guide:
  • Trip type: Family, Mountains
  • Activity level: moderate
  • Ideal length of trip: GREAT FOR A 3 DAY WEEKEND OR A MONTH LONG STAY

to & from

Fly direct into Aspen Airport on United. From baggage claim to the slopes in 10 minutes! No need to rent a car, Apsen has a great bus system.

Where to Stay

Where to Eat and Drink

What to Do

inside scoop

  • Matsuhisa - eat at the bar with Jimmy, or in the upstairs lounge.
  • Aspen Highlands doesn't have lift lines.
  • Caribou Club is private club but your concierge can get you a dinner reservation or 1 week membership.

skip it

Hickory House BBQ

What to Pack

Aspen, Colorado - Suggestions from the Oliver Community

  • Cynthia Pillsbury Says

    On a recent mother-daughter Aspen weekend we sourced some insider-scoop from a summer local…
    Bloomingbirds- unique boots and shoes
    Pitkin Dry Goods- the best, mini-department store-type shop, from distressed cowboys hats, cashmere, perfect dresses and everything in between (golden gooses sneakers included)
    Kalis- Second floor, hard to find, but worth it. Great value for Aspen!

    Have a drink (or two) and dessert at the bar at Hotel Jerome, cozy, charming and very historic (ask front desk for the hotel’s infamous timeline along with some Chlorophyll water)
    Meat & Cheese- LOVE this place for lunch, in btw lunch and dinner or dinner. Food and drink is amazing. Get the yummy Mellow Yellow drink…. complete with the French Monk’s recipe.

  • Courtney Leary Says

    We loved Betula for dinner…apparently the seafood is the thing to order which we did. Loved our waiter.
    Second Meat & Cheese for lunch & Hotel Jerome in every way!!!
    Chair 9 at the Little Nell good Apres scene with DJ (be prepared to drink, dance and spend money!)
    Performance Ski for your new outfit… or Gorsuch at the bottom of Ajax.

  • Courtney Leary Says

    For high-end home rentals, highly recommend Omnifique. (

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