Aspen Highlands Village Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Aspen Highlands Village Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Denver Tech Center
Denver Tech Center
Save 100% on your flight
Price was $755, price is now $498 per person
$498
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Denver (DEN)
Book a stay at this ski hotel in Greenwood Village. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fiddler's Green Amphitheatre and Park Meadows Mall are located nearby.
Holiday Inn Express Denver Downtown by IHG
Downtown Denver
Save 100% on your flight
Price was $834, price is now $579 per person
$579
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Denver (DEN)
Book a stay at this business-friendly hotel in Denver. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions 16th Street and Coors Field are located nearby.
Le Meridien Denver Downtown
Downtown Denver
Save 100% on your flight
Price was $1,016, price is now $708 per person
$708
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Denver (DEN)
Book a stay at this business-friendly hotel in Denver. Enjoy free WiFi, 3 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions 16th Street and Union Station are located nearby.
Hotel Teatro
Downtown Denver
Price was $772, price is now $539 per person
$539
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions 16th Street and Union Station are located nearby.
The Gant
East Aspen
Save 100% on your flight
Price was $7,747, price is now $5,534 per person
$5,534
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Denver (DEN)
Book a stay at this boutique aparthotel in Aspen. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Aspen Mountain and Buttermilk Mountain are located nearby.
Laurelwood Condominiums
Save 100% on your flight
Price was $1,295, price is now $925 per person
$925
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Denver (DEN)
Book a stay at this ski condo in Snowmass Village. Enjoy free WiFi, 2 hot tubs, and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Snowmass Mountain and Buttermilk Mountain are located nearby.
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The Inn at Aspen
38750 CO-82 Aspen CO
2.59 km from Aspen Highlands Village
Book a stay at this ski hotel in Aspen. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our ...
St. Moritz Lodge & Condominiums
334 W Hyman Ave Aspen CO
2.64 km from Aspen Highlands Village
Book a stay at this ski hotel in Aspen. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the breakfast and the pool in our reviews. Popular ...
Viceroy Snowmass
130 Wood Rd Snowmass Village CO
8.3 km from Aspen Highlands Village
Book a stay at this luxury hotel in Snowmass Village. Enjoy a full-service spa, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Element by Marriott Basalt - Aspen
499 Market Street Basalt CO
29.82 km from Aspen Highlands Village
Book a stay at this business-friendly hotel in Basalt. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Limelight Hotel Aspen
355 S. Monarch St Aspen CO
3.02 km from Aspen Highlands Village
Book a stay at this boutique hotel in Aspen. Enjoy free breakfast, 2 hot tubs, and a free airport shuttle. Our guests praise the breakfast and the helpful staff ...
W Aspen
550 South Spring Street Aspen CO
3.34 km from Aspen Highlands Village
Book a stay at this ski hotel in Aspen. Enjoy a free ski shuttle, room service, and a 24-hour health club. Popular attractions Aspen Mountain and Buttermilk ...
Mountain Chalet Snowmass
115 Daly Ln Snowmass Village CO
8.85 km from Aspen Highlands Village
Book a stay at this ski hotel in Snowmass Village. Enjoy free breakfast, a sauna, and parking (surcharge). Our guests praise the breakfast and the helpful staff ...
The Gant
610 SOUTH WEST END STREET Aspen CO
3.52 km from Aspen Highlands Village
Book a stay at this boutique aparthotel in Aspen. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Hotel Jerome, Auberge Collection
330 E Main Street Aspen CO
3.24 km from Aspen Highlands Village
Book a stay at this luxury hotel in Aspen. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Basalt Mountain Inn
220 Midland Avenue Basalt CO
25.78 km from Aspen Highlands Village
Book a stay at this business-friendly hotel in Basalt. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Pokolodi Lodge
25 Daly Ln Snowmass Village CO
8.94 km from Aspen Highlands Village
Book a stay at this ski hotel in Snowmass Village. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the clean ...
Aspen Square Condominium Hotel
617 East Cooper Avenue Aspen CO
3.32 km from Aspen Highlands Village
Book a stay at this boutique aparthotel in Aspen. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular ...
The Timberline Condominiums
690 Carriage Way Snowmass Village CO
9.18 km from Aspen Highlands Village
Book a stay at this ski hotel in Snowmass Village. Enjoy free WiFi, a free airport shuttle, and a fitness center. Our guests praise the helpful staff and the ...
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See all available properties in Aspen Highlands Village
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Jul 14 - Tue, Jul 21
LAX
Los Angeles Intl.
DEN
Denver Intl.
$96 Roundtrip, found 6 days ago
$96
Roundtrip
found 6 days ago
Sun, Nov 15 - Fri, Nov 20
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$167 Roundtrip, found 1 hour ago
$167
Roundtrip
found 1 hour ago
Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
DEN
Denver Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
DEN
Denver Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
DEN
Denver Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found