A mountain range with a clear sky.
Photo by Mark Nunes
Open Photo by Mark Nunes

Skyway Vacations from $373

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Skyway Vacation

Take all the stress out of planning your next break with a Skyway vacation package. Take in the sights and sounds of this captivating neighborhood and enjoy what it has to offer. Some nearby attractions to check out during your trip to Skyway include Cheyenne Mountain Zoo, Seven Falls and Red Rock Canyon. No matter your travel plans or budget, booking the ultimate Skyway vacation is a cinch with Expedia.

The Latest Skyway Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A deck with outdoor seating and a view of green hills and a mountain.
    Jan 1 - Jan 4

    Glenwood Springs Inn + Flight

    Downtown
    3 nights
    2.0 star property
    8.8/10 - Excellent (1,629 reviews)
    "I would definitely will come back,very friendly staff!! Latinos are always happy !"
    Reviewed November 8, 2026
    Roundtrip • Dallas (DFW) - Denver (DEN)
    DFW - DEN • Nonstop DEN - DFW • Nonstop
    $610
    $373
    per traveler
    found 1 day ago
    Glenwood Springs Inn
  • A hot tub area with wooden railings and two clocks on the wall.
    Jan 20 - Jan 24

    Eagle Point Resort + Flight

    Matterhorn Village
    4 nights
    3.5 star property
    8.6/10 - Excellent (621 reviews)
    Roundtrip • Dallas (DFW) - Denver (DEN)
    DFW - DEN • Nonstop DEN - DFW • Nonstop
    $1,308
    $765
    per traveler
    found 1 day ago
    Eagle Point Resort
  • A couple relaxing by a poolside lounge chair with a city view, a hanging chair, and a pool with a 'No Swimming' sign.
    Jan 10 - Jan 16

    The Rally Hotel at McGregor Square + Flight

    LoDo
    6 nights
    4.5 star property
    9.6/10 - Exceptional (1,623 reviews)
    "great locution good food great people working clean room good layout"
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Denver (DEN)
    ATL - DEN • Nonstop DEN - ATL • Nonstop
    Save 100% on your flight
    $1,019
    $643
    per traveler
    found 19 hours ago
    The Rally Hotel at McGregor Square
  • A pool area with a water feature, seating, and a covered structure with string lights.
    Jan 10 - Jan 16

    The Jacquard, Autograph Collection + Flight

    Cherry Creek
    6 nights
    4.5 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Atlanta (ATL) - Denver (DEN)
    ATL - DEN • Nonstop DEN - ATL • Nonstop
    $1,038
    $659
    per traveler
    found 7 hours ago
    The Jacquard, Autograph Collection
  • A kitchen with wooden cabinets, granite countertops, and a stone backsplash.
    Jan 9 - Jan 12

    Laurelwood Condominiums + Flight

    Snowmass Village
    3 nights
    3.0 star property
    9.2/10 - Wonderful (1,589 reviews)
    "Great place to stay. Very clean and well represented."
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - Denver (DEN)
    ATL - DEN • Nonstop DEN - ATL • Nonstop
    $1,310
    $851
    per traveler
    found 7 hours ago
    Laurelwood Condominiums

Where to stay in Skyway

Find the best Skyway areas and neighborhoods for the activities you enjoy most.
A landscape with tall red rock formations, dense green forests, and distant mountains under a clear blue sky.

Central Colorado Springs

While visiting Central Colorado Springs, you might make a stop by sights like U.S. Olympic & Paralympic Training Center and Pikes Peak Center.

A downtown sign with directions to Pioneers Museum, Old Depot, and Acacia Park.

Downtown Colorado Springs

Restaurants, parks, street art and some of the oldest buildings in Colorado Springs make this a must-see destination.

A mountainous landscape with prominent red rock formations and dense green forests.

West Colorado Springs

While visiting West Colorado Springs, you might make a stop by sights like Garden of the Gods and Glen Eyrie Castle.

A mountainous landscape with prominent red rock formations and green vegetation.

Black Forest

If you're spending some time in Black Forest, Black Forest Section 16 and Forest Plaza are top sights worth seeing.

A landscape with red rock formations, green trees, and distant mountains under a cloudy sky.

Broadmoor

While visiting Broadmoor, you might make a stop by sights like Broadmoor Golf Club and Cheyenne Mountain Zoo.

Discover the most popular places to visit in Skyway

Bear Creek Nature Center

After visiting Bear Creek Nature Center, make a plan to see the other sights and activities in Colorado Springs. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.
See properties

What to do near Skyway

Pikes Peak Phantom: Specters of Colorado Springs Ghost Tour

Pikes Peak Phantom: Specters of Colorado Springs Ghost Tour

$32
per adult
100% of travelers recommend
Pikes Peak Phantom: Specters of Colorado Springs Ghost Tour
See all activities near Skyway

Skyway Hotel Deals

A spacious outdoor patio with multiple seating areas, a fireplace, and string lights.

The Broadmoor

The Broadmoor
5.0 star property
Broadmoor, 1.8 mi from Skyway
9.6 out of 10, Exceptional, (1,002 reviews)
"Beautiful"
$557 nightly
The price is $613
Dec 9 - Dec 10
Total with taxes and fees
The Broadmoor
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.
See all properties in Skyway
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.