Aspen Highlands Village Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Aspen Highlands Village Flight + Hotel packages

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 $618, price is now $461 per person
$461
per person
Sep 10 - Sep 14
found 14 hours ago
Roundtrip flight included
Portland (PDX) to Denver (DEN)
Stay at this aparthotel in Breckenridge. Enjoy free WiFi, 7 hot tubs, and a fitness center. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
The staff was absolutely fantastic!

Reviewed on Aug 4, 2026

Timbers & Lone Eagle by Vail Resorts

Timbers & Lone Eagle by Vail Resorts

4 out of 5
River Run
Price was $911, price is now $689 per person
$689
per person
Sep 10 - Sep 14
found 14 hours ago
Roundtrip flight included
Portland (PDX) to Denver (DEN)
Book a stay at this ski condo in Keystone. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions Keystone Ski Resort and Arapahoe Basin Ski Area are located nearby.
Wish we had stayed longer than one night. Great location, clean property, and great amenities.

Reviewed on Aug 2, 2026

Jackpine & Black Bear Condos by Vail Resorts

Jackpine & Black Bear Condos by Vail Resorts

4.5 out of 5
River Run
Price was $876, price is now $666 per person
$666
per person
Sep 10 - Sep 14
found 14 hours ago
Roundtrip flight included
Portland (PDX) to Denver (DEN)
Book a stay at this luxury aparthotel in Keystone. Enjoy free WiFi, free parking, and 6 restaurants. Popular attractions Keystone Ski Resort and Arapahoe Basin Ski Area are located nearby.

The Source Hotel

The Source Hotel

4.5 out of 5
Five Points
Save 100% on your flight
Price was $1,220, price is now $928 per person
$928
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
New York (LGA) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy free WiFi, 4 restaurants, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Coors Field and Union Station are located nearby.

Hotel Teatro

Hotel Teatro

4.5 out of 5
Downtown Denver
Price was $741, price is now $566 per person
$566
per person
Sep 10 - Sep 14
found 14 hours ago
Roundtrip flight included
Portland (PDX) 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.

Patterson Inn

Patterson Inn

3.5 out of 5
Capitol Hill
Price was $1,040, price is now $808 per person
$808
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
New York (LGA) to Denver (DEN)
Book a stay at this boutique B&B in Denver. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Union Station and Coors Field are located nearby.

Don't see what you're looking for?
See all available trips from Columbus to Aspen Highlands Village
View all trips

Top Hotel Deals

St. Moritz Lodge & Condominiums

St. Moritz Lodge & Condominiums

2.5 out of 5
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

Viceroy Snowmass

5 out of 5
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 ...
The Inn at Aspen

The Inn at Aspen

3.5 out of 5
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 ...
Hotel Durant

Hotel Durant

3 out of 5
122 East Durant Aspen CO
2.87 km from Aspen Highlands Village
Book a stay at this ski hotel in Aspen. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Aspen Mountain and Buttermilk Mountain are located ...
Pokolodi Lodge

Pokolodi Lodge

2.5 out of 5
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 ...
Mountain Chalet Snowmass

Mountain Chalet Snowmass

3 out of 5
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 ...
Laurelwood Condominiums

Laurelwood Condominiums

3 out of 5
640 Carriage Way Snowmass Village CO
8.99 km from Aspen Highlands Village
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. ...
The Gant

The Gant

4 out of 5
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 ...
Limelight Hotel Aspen

Limelight Hotel Aspen

4 out of 5
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 ...
Basalt Mountain Inn

Basalt Mountain Inn

2.5 out of 5
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. ...
The St. Regis Aspen Resort

The St. Regis Aspen Resort

5 out of 5
315 East Dean St. Aspen CO
2.98 km from Aspen Highlands Village
Book a stay at this luxury resort in Aspen. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Aspen Mountain and Buttermilk Mountain ...
Limelight Hotel Snowmass

Limelight Hotel Snowmass

4 out of 5
65 Wood Road Snowmass Village CO
8.47 km from Aspen Highlands Village
Book a stay at this ski hotel in Snowmass Village. Enjoy free breakfast, free WiFi, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular ...
The Timberline Condominiums

The Timberline Condominiums

3 out of 5
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 ...
Hotel Jerome, Auberge Collection

Hotel Jerome, Auberge Collection

5 out of 5
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. ...
W Aspen

W Aspen

4 out of 5
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 ...
Don't see what you're looking for?
See all available properties in Aspen Highlands Village
View all properties
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.

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.

Frontier Airlines
Tue, Sep 1 - Tue, Sep 8
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$86 Roundtrip, found 5 days ago
$86
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Sep 1 from Sky Harbor Intl. to Denver Intl., returning Tue, Sep 8, priced at $86 found 5 days ago
Sun Country Airlines
Fri, Nov 20 - Mon, Nov 23
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$147 Roundtrip, found 5 hours ago
$147
Roundtrip
found 5 hours ago
Select Sun Country Airlines flight, departing Fri, Nov 20 from Minneapolis - St. Paul Intl. to Denver Intl., returning Mon, Nov 23, priced at $147 found 5 hours ago
Delta
Wed, Nov 4 - Mon, Dec 7
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 4 from Minneapolis - St. Paul Intl. to Denver Intl., returning Mon, Dec 7, priced at $185 found 1 day ago
United
Wed, Nov 4 - Mon, Dec 7
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select United flight, departing Wed, Nov 4 from Minneapolis - St. Paul Intl. to Denver Intl., returning Mon, Dec 7, priced at $185 found 1 day ago
Southwest Airlines
Wed, Nov 4 - Mon, Dec 7
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Minneapolis - St. Paul Intl. to Denver Intl., returning Mon, Dec 7, priced at $185 found 1 day ago