Downtown Aspen Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Top Holiday Package Deals in Downtown Aspen

Price found within the past 48 hours. Click for updated prices.
The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

4 out of 5
Historic District
Price was CA $1,062, price is now CA $761 per person
CA $761
per person
May 23 - May 28
found 24 hours ago
Roundtrip flight included
Calgary (YYC) to Denver (DEN)
8.8/10 Excellent! (165 reviews)
We enjoyed our stay at the property and would stay again. It is in a great location with a short walk to shops, restaurants, and the Peak 9 lift. Parking is really easy in an underground structure. The gym was nice as were the hot tubs. Charter sports is located on the property but Christy’s is a 3 mins walk away as well. Ski and snowboard gear must be checked into the Charter Ski Valet regardless of where you rent from or even if you own your own skis. The front desk staff was excellent. The only hiccup was some repair work in the elevators that made a ton of noise. The GM was responsive however and the project was only due to last a couple more days.

Reviewed on Mar 15, 2026

Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Price was CA $1,398, price is now CA $958 per person
CA $958
per person
May 23 - May 28
found 24 hours ago
Roundtrip flight included
Calgary (YYC) to Denver (DEN)
9/10 Wonderful! (1,549 reviews)
Everything was perfect

Reviewed on Apr 9, 2026

Flying Horse Resort & Club

Flying Horse Resort & Club

4.5 out of 5
Flying Horse
Price was CA $2,595, price is now CA $1,826 per person
CA $1,826
per person
May 23 - May 30
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.4/10 Exceptional! (853 reviews)
Our stay was fantastic and I would love to come back. The staff is exceptional. I accidentally left my rings in a locker after visiting the spa and both the spa staff and front desk attendant, Cole, made sure I got them back. The spa services were amazing (shout out Joshua,) and the amenities are fantastic. It’s a little far from town but the club steakhouse was excellent.

Reviewed on Mar 19, 2026

The Rally Hotel at McGregor Square

The Rally Hotel at McGregor Square

4.5 out of 5
LoDo
Price was CA $2,541, price is now CA $1,794 per person
CA $1,794
per person
May 23 - May 30
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.6/10 Exceptional! (1,564 reviews)
Great staff and hotel is really nice

Reviewed on Apr 4, 2026

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Price was CA $1,092, price is now CA $783 per person
CA $783
per person
May 23 - May 28
found 24 hours ago
Roundtrip flight included
Calgary (YYC) to Denver (DEN)
9.6/10 Exceptional! (1,103 reviews)
Awesome for families. Great location with convenient shuttle to resort.

Reviewed on Apr 7, 2026

Where to stay in Downtown Aspen

Find the best Downtown Aspen areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Aspen
Fall Foliage San Juan Mountains

East Aspen

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

Find hotels in East Aspen

Downtown Aspen Hotel Deals

The St. Regis Aspen Resort

The St. Regis Aspen Resort

5 out of 5
315 East Dean St. Aspen CO
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The St. Regis Aspen Resort
W Aspen

W Aspen

4 out of 5
550 South Spring Street Aspen CO
Fully refundableReserve now, pay when you stay
The price is CA $594 per night from Apr 16 to Apr 17
CA $594
CA $784 total
Apr 16 - Apr 17
includes taxes & fees
8.8/10 Excellent! (193 reviews)
Don’t get a room on the first floor behind the club

Reviewed on Mar 22, 2026

W Aspen
Limelight Hotel Aspen

Limelight Hotel Aspen

4 out of 5
355 S. Monarch St Aspen CO
Fully refundableReserve now, pay when you stay
The price is CA $393 per night from Apr 26 to Apr 27
CA $393
CA $486 total
Apr 26 - Apr 27
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
Great place to stay.

Reviewed on Apr 9, 2026

Limelight Hotel Aspen
See all 943 properties in Downtown Aspen
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.
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Frequently asked questions

How much does a Downtown Aspen vacation package cost?
Explore the best of Downtown Aspen from just CA $761. 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.

Discover the most popular places to visit in Downtown Aspen

Silver Queen Gondola

4.5/5(3 reviews)

Enjoy a trip to Silver Queen Gondola and popular activities like skiing in Aspen. Discover the area's mountain views and lively bars.

Silver Queen Gondola

Things to do

Aspen's DarkSide Ghost Tour

Aspen's DarkSide Ghost Tour

CA $62
per adult
80% of travellers recommend
Aspen's DarkSide Ghost Tour
Glimpse of Aspen

Highlights of Aspen Tour

CA $62
per adult
Highlights of Aspen Tour
Aspen: Dark History Ghost-Themed Guided Walking Tour

Aspen: Dark History Ghost-Themed Guided Walking Tour

CA $62
per adult
Aspen: Dark History Ghost-Themed Guided Walking Tour
See all activities in Aspen
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.