A snow-covered mountain valley with dense forests and rocky outcrops.

Downtown Aspen Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Downtown Aspen Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 16 - Jan 20

    Laurelwood Condominiums + Flight

    Snowmass Village
    4 nights
    3.0 star property
    9.2/10 - Wonderful (1,589 reviews)
    "Great place to stay. Very clean and well represented."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $2,604
    CA $2,035
    per traveller
    found 5 hours ago
    Laurelwood Condominiums
  • Jan 16 - Jan 20

    Residences at the Little Nell + Flight

    Downtown Aspen
    4 nights
    5.0 star property
    9.8/10 - Exceptional (186 reviews)
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $7,294
    CA $5,469
    per traveller
    found 5 hours ago
    Residences at the Little Nell
  • Jan 16 - Jan 20

    Aspen Hideaway by Avantstay Walk to Aspen, Near Slopes + Pool & Hot Tub Access + Flight

    West End
    4 nights
    3.0 star property
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $3,517
    CA $2,701
    per traveller
    found 5 hours ago
    Aspen Hideaway by Avantstay Walk to Aspen, Near Slopes + Pool & Hot Tub Access
  • Jan 16 - Jan 20

    Hotel Jerome, Auberge Collection + Flight

    Downtown Aspen
    4 nights
    5.0 star property
    9.6/10 - Exceptional (488 reviews)
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $9,469
    CA $7,488
    per traveller
    found 5 hours ago
    Hotel Jerome, Auberge Collection
  • Jan 16 - Jan 20

    Stonebridge Inn + Flight

    Snowmass Village
    4 nights
    4.0 star property
    8.2/10 - Very good (1,000 reviews)
    "THE place to be at Snowmass!! Do not hesitate and stay here instead of Aspen if goong for a skiing adventire. Grat locarion, superb dinning at the restaurant a nd within walking distance to the mall"
    Reviewed July 14, 2026
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $2,748
    CA $2,177
    per traveller
    found 5 hours ago
    Stonebridge Inn

Where to stay in Downtown Aspen

Find the best Downtown Aspen areas and neighborhoods for the activities you enjoy most.

East Aspen

If you're spending some time in East Aspen, Roaring Fork River and Aspen Mountain are top sights worth seeing.

West End

If you're spending some time in West End, Roaring Fork River and Castle Creek Road are top sights worth seeing.

Smuggler

If you're looking for some top things to see and do in Smuggler and surrounding area, you can visit Roaring Fork River and Rio Grande Park.

West Aspen

If you're spending some time in West Aspen, Roaring Fork River and Aspen Golf and Tennis Club are top sights worth seeing.

Aspen Highlands Village

Aspen Highlands Village might not have many top sights, but Aspen Recreation Center and Buttermilk Mountain are two attractions nearby that you can check out.

Discover the most popular places to visit in Downtown Aspen

What to do near Downtown Aspen

Downtown Aspen Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Downtown Aspen vacation package cost?

Explore the best of Downtown Aspen from just CA $2,035. Choose from a wonderful selection of flights, rental cars and hotels to suit your travel style. You can pick up even more discounts when you add a couple of activities or tours to your package.

How do I get a cheap travel package to Downtown Aspen?

You'll save a ton of money if you bundle your flights, car rentals and hotels into a Downtown Aspen vacation package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer over 550 air carriers and 1,000,000 properties all over the world, which means you'll always have plenty of variety to choose from. Want to save even more? Add some exciting activities to your package deal and unlock even bigger bargains! After all, travel is about more than simply getting to your destination.

Where should I stay in Downtown Aspen?

Take the leg work out of sightseeing by staying in a hotel just a stone's throw away from Downtown Aspen's biggest attractions. Buttermilk Mountain and Aspen Highlands are two of the best in this neighborhood.

What are the top hotels in Downtown Aspen?

If this will be your first visit to Downtown Aspen, book a room at Wonderful Core Condo With Aspen Mtn. Views or 2 Bedroom Aspen St. Regis Residence Club B 54. Both offer comfy beds and are favorites with many travelers.

How far in advance should I book my Downtown Aspen vacation?

Reserving your spot early with Expedia means one less thing to have to worry about. Most carriers display prices up to a year in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount flights to Downtown Aspen are still known to appear in the weeks leading up to departure.

What does an Expedia Downtown Aspen travel package include?

With Expedia, you can select a combination of hotels, car rentals and flights to create your ideal Downtown Aspen travel package. Once you've made your booking, you can add on the fun things like tours and activities. Remember — the more you bundle, the more deals you'll score!

What should I know before booking a Downtown Aspen travel package?

When you book your hotels, flights and car rentals together, you'll enjoy great discounts. Whether you're planning an outdoor getaway in a chalet or would rather stay in a comfortable hotel in the city, Expedia will make it happen for less.

Can I choose my airline with a Downtown Aspen Expedia vacation package?

You can. We have more than 550 partner airlines around the world, so pick the carrier that fits your travel preferences.

If I'm not able to travel, can I cancel my Downtown Aspen vacation package?

Whether it's your hotel or flight, yes, you can amend or cancel it. Locked in your Downtown Aspen vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For further information, look up our Customer Service Portal. We're here to help you every step of the way.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.