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Aspen Highlands Vacation Packages

Aspen Highlands Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Clio, a Luxury Collection Hotel, Denver Cherry Creek

Hotel Clio, a Luxury Collection Hotel, Denver Cherry Creek

4.5 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 15
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 4.5-star luxury hotel in Denver. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Denver Zoo and Coors Field are located nearby.
The Crawford Hotel

The Crawford Hotel

5 out of 5
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 5-star luxury hotel in Denver. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Union Station and Coors Field are located nearby.
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
per person
Dec 27 - Jan 2
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this 4-star ski aparthotel in Breckenridge. Enjoy free WiFi, breakfast (surcharge), and a free ski shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
Evergreen Condominiums by Keystone Resort

Evergreen Condominiums by Keystone Resort

3 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 3-star hotel in Keystone. Enjoy free parking, laundry facilities, and cable/satellite TV service. Popular attractions Keystone Ski Resort and Arapahoe Basin Ski Area are located nearby.
The Maven Hotel at Dairy Block

The Maven Hotel at Dairy Block

4 out of 5
Save 100% on your flight
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 4-star hotel in Denver. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Union Station and Coors Field are located nearby.
Sunburst Condominiums

Sunburst Condominiums

3 out of 5
Save 100% on your flight
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 3-star condo in Steamboat Springs. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Steamboat Ski Resort and Steamboat Gondola are located nearby.
East Keystone Condominiums by Keystone Resort

East Keystone Condominiums by Keystone Resort

3.5 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 3.5-star golf 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.
Bluegreen's StreamSide at Vail

Bluegreen's StreamSide at Vail

4.5 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 4.5-star luxury condo in Vail. Enjoy free WiFi, free parking, and 4 spa tubs. Popular attractions Vail Ski Resort and Gerald R. Ford Amphitheater are located nearby.
Tivoli Lodge

Tivoli Lodge

4 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 4-star hotel in Vail. Enjoy breakfast (surcharge), a free area shuttle, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vail Ski Resort and Gopher Hill Lift are located nearby.
Eagle Point Resort

Eagle Point Resort

4 out of 5
Save 100% on your flight
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 4-star aparthotel in Vail. Enjoy free parking, 2 spa tubs, and a sauna. Our guests praise the helpful staff and the overall value in our reviews. Popular attractions Vail Ski Resort and Cascade Village Lift are located nearby.
Ski Tip Lodge by Keystone Resort

Ski Tip Lodge by Keystone Resort

3.5 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 3.5-star ski B&B in Keystone. Enjoy free breakfast, free parking, and a free ski shuttle. Popular attractions Keystone Ski Resort and Arapahoe Basin Ski Area are located nearby.
Forest Condominiums by Keystone Resort

Forest Condominiums by Keystone Resort

3 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this 3-star business-friendly condo in Keystone. Enjoy free parking, a sauna, and a business center. Popular attractions Keystone Ski Resort and Arapahoe Basin Ski Area are located nearby.

3-4 Night Vacations in Aspen Highlands

Price found within the past 48 hours. Click for updated prices.
Sunburst Condominiums

Sunburst Condominiums

3 out of 5
Save 100% on your flight
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Tivoli Lodge

Tivoli Lodge

4 out of 5
Vail Village
Save 100% on your flight
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Save 100% on your flight
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Denver (DEN)
Eagle Point Resort

Eagle Point Resort

4 out of 5
Matterhorn Village
Save 100% on your flight
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)

5-7 Night Vacations in Aspen Highlands

Price found within the past 48 hours. Click for updated prices.
Hotel Clio, a Luxury Collection Hotel, Denver Cherry Creek

Hotel Clio, a Luxury Collection Hotel, Denver Cherry Creek

4.5 out of 5
Cherry Creek
Save 100% on your flight
per person
Jan 10 - Jan 15
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
The Crawford Hotel

The Crawford Hotel

5 out of 5
LoDo
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
per person
Dec 27 - Jan 2
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Eagle Point Resort

Eagle Point Resort

4 out of 5
Matterhorn Village
per person
Jan 11 - Jan 18
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)

Aspen Highlands Last Minute Hotel Deals

The Inn at Aspen
The Inn at Aspen
3.5 out of 5
38750 CO-82, Aspen, CO
Stay at this 3.5-star ski hotel in Aspen. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in ...
The Inn at Aspen
The Gant
The Gant
4 out of 5
610 SOUTH WEST END STREET, Aspen, CO
Book a stay at this boutique condo in Aspen. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
The Gant
St. Moritz Lodge & Condominiums
St. Moritz Lodge & Condominiums
2.5 out of 5
334 W Hyman Ave, Aspen, CO
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 ...
St. Moritz Lodge & Condominiums
Limelight Hotel Aspen
Limelight Hotel Aspen
4 out of 5
355 S. Monarch St, Aspen, CO
Stay at this 4-star boutique hotel in Aspen. Enjoy free breakfast, 2 spa tubs, and a free airport shuttle. Our guests praise the breakfast and the helpful staff ...
Limelight Hotel Aspen
Hotel Jerome, Auberge Resorts Collection
Hotel Jerome, Auberge Resorts Collection
5 out of 5
330 E Main Street, Aspen, CO
Stay at this 5-star luxury hotel in Aspen. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Hotel Jerome, Auberge Resorts Collection
Aspen Square Condominium Hotel
Aspen Square Condominium Hotel
4 out of 5
617 East Cooper Avenue, Aspen, CO
Stay at this 4-star boutique aparthotel in Aspen. Enjoy free WiFi, free parking, and 2 spa tubs. Our guests praise the helpful staff in our reviews. Popular ...
Aspen Square Condominium Hotel
The St. Regis Aspen Resort
The St. Regis Aspen Resort
5 out of 5
315 East Dean St., Aspen, CO
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 ...
The St. Regis Aspen Resort
W Aspen
W Aspen
4 out of 5
550 South Spring Street, Aspen, CO
Stay at this 4-star ski hotel in Aspen. Enjoy a free ski shuttle, 24-hour room service, and a 24-hour health club. Popular attractions Aspen Mountain and Buttermilk ...
W Aspen
See all 3,119 properties in Aspen Highlands
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.

Book the perfect getaway to Aspen Highlands

With Hotwire, booking your next trip to Aspen is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Aspen Highlands while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Aspen Highlands flight and hotel package for as low as $518.

Living it up in Aspen means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Aspen Highlands, Aspen vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Aspen Highlands for some of the best accommodations and flight deals.

FAQs about cheap Aspen Highlands packages:

How to get cheap vacation deals to Aspen Highlands?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $145.

How much are Aspen Highlands packages?

Vacation packages to Aspen Highlands vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $518.

How to find cheap car rentals near Aspen Highlands?

Hotwire partners with some of the most reliable car rental companies in Aspen to bring you the best car rental deals in Aspen Highlands for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Aspen Highlands now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Aspen Highlands right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.