Vacations in Aspen

Vacations in Aspen

2 travelers

KAYAK searches hundreds of travel sites at once for vacation package deals in Aspen

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals
Tips
Vacation information

Cheap Aspen package deals

Discover the best prices by selecting your travel dates on KAYAK.
Go to map

Search by stars

2+ stars3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

$648 - $2,419$2,419 - $4,191$4,191 - $5,962$5,962 - $7,734$7,734+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Aspen flight and hotel deals

Show all
Fasching Haus Condominiums by Frias - Aspen - Lounge
Fasching Haus Condominiums by Frias - Aspen - Lounge
Fasching Haus Condominiums by Frias
Free Wi-Fi
Orlando
Meals not included
3 nights + flight
$1,760
Chateau Chaumont by Snowmass Vacations - Aspen - Living room
Chateau Chaumont by Snowmass Vacations - Aspen - Living room
Chateau Chaumont by Snowmass Vacations
9 Wonderful
Parking
Free Wi-Fi
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,726
Inn at Aspen - Aspen - Bedroom
Inn at Aspen - Aspen - Bedroom
Inn at Aspen
7.5 Good
Parking
Airport shuttle
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$759
The Residence Hotel - Aspen - Living room
The Residence Hotel - Aspen - Living room
The Residence Hotel
8.6 Very good
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,049
Aspen Mountain Lodge - Aspen - Living room
Aspen Mountain Lodge - Aspen - Living room
Aspen Mountain Lodge
7.6 Good
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$945
St Moritz Lodge and Condominiums - Aspen - Bedroom
St Moritz Lodge and Condominiums - Aspen - Bedroom
St Moritz Lodge and Condominiums
8.6 Very good
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
$647
Aspen Meadows Resort - Aspen - Front desk
Aspen Meadows Resort - Aspen - Front desk
Aspen Meadows Resort
8.6 Very good
Parking
Airport shuttle
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,011
Durant Condominiums by Frias - Aspen - Lounge
Durant Condominiums by Frias - Aspen - Lounge
Durant Condominiums by Frias
Free Wi-Fi
Los Angeles
Meals not included
3 nights + flight
$1,841
The St. Regis Aspen Resort - Aspen - Lounge
The St. Regis Aspen Resort - Aspen - Lounge
The St. Regis Aspen Resort
8.8 Very good
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,934
W Aspen - Aspen - Lounge
W Aspen - Aspen - Lounge
W Aspen
8.3 Very good
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,439
Independence Square Lodge by Frias - Aspen - Pool
Independence Square Lodge by Frias - Aspen - Pool
Independence Square Lodge by Frias
8 Very good
Free Wi-Fi
Chicago O'Hare Intl
Breakfast
3 nights + flight
$1,158
Hotel Jerome, Auberge Collection - Aspen - Lounge
Hotel Jerome, Auberge Collection - Aspen - Lounge
Hotel Jerome, Auberge Collection
9.3 Wonderful
Downtown
Free Wi-Fi
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,581
Limelight Hotel Aspen - Aspen - Bedroom
Limelight Hotel Aspen - Aspen - Bedroom
Limelight Hotel Aspen
9.4 Wonderful
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$1,485
Chateau Eau Claire & Roaring Fork by Frias Properties - Aspen - Living room
Chateau Eau Claire & Roaring Fork by Frias Properties - Aspen - Living room
Chateau Eau Claire & Roaring Fork by Frias Properties
9 Wonderful
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,265
Independence Square 304, Stylish Hotel Room with Downtown Views & Great Location - Aspen - Bedroom
Independence Square 304, Stylish Hotel Room with Downtown Views & Great Location - Aspen - Bedroom
Independence Square 304, Stylish Hotel Room with Downtown Views & Great Location
6.2 Okay
Chicago O'Hare Intl
Breakfast
3 nights + flight
$884
The Gant - Aspen - Dining room
The Gant - Aspen - Dining room
The Gant
9 Wonderful
Free Wi-Fi
Los Angeles
Meals not included
3 nights + flight
$1,515

When to book a vacation in Aspen

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding Aspen package deals

  • There are loads of types of vacations in Aspen and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $726; Family vacation $798; Romantic vacation $669; Luxury vacation $735; Budget vacation $453.

Where to stay in Aspen

Our map will help you find the perfect place to stay for your vacation in Aspen by showing you the exact location of each hotel.

Everything you need to know for your vacation in Aspen

Aspen vacation information

Top vacation (Flight+Hotel)$726
Family vacation (Flight+Hotel)$798
Romantic vacation (Flight+Hotel)$669
Luxury vacation (Flight+Hotel)$735
Budget vacation (Flight+Hotel)$453