Skyway Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Skyway
Price found within the past 48 hours. Click for updated prices.
Town & Country Cottages
CA $1,468
per person
Oct 5 - Oct 12
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Denver (DEN)
10/10 Exceptional! (69 reviews)
We loved how close it was to downtown manitou springs, manitou incline, etc. We loved how private it was at the same time. Great for kids, our boys loved the pool. We would stay here again if we came back👍
Reviewed on Aug 9, 2026
Where to stay in Skyway
Find the best Skyway areas and neighborhoods for the activities you enjoy most. Learn more about Skyway
Central Colorado Springs
While visiting Central Colorado Springs, you might make a stop by sights like U.S. Olympic & Paralympic Training Center and Colorado Springs Pioneers Museum.
Downtown Colorado Springs
Restaurants, parks, street art and some of the oldest buildings in Colorado Springs make this a must-see destination.
West Colorado Springs
2 out of top 10 points of interest in this area
While visiting West Colorado Springs, you might make a stop by sights like Garden of the Gods and Glen Eyrie Castle.
Broadmoor
While visiting Broadmoor, you might make a stop by sights like Broadmoor Golf Club and Cheyenne Mountain Zoo.
Southwest Colorado Springs
1 out of top 10 points of interest in this area
While visiting Southwest Colorado Springs, you might make a stop by sights like Broadmoor Golf Club and Cheyenne Mountain Zoo.
Skyway Hotel Deals
The Academy Hotel Colorado Springs
8110 N Academy Blvd Colorado Springs CO
Fully refundableReserve now, pay when you stay
CA $110
CA $122 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (4,435 reviews)
"Upon check in staff was friendly. The restaurant was not available and neither was the bar as their bartender never showed up. But the breakfast the next day was pretty decent with omelette station and make your own waffles was nice. We were glad we got there earlier because breakfast closes promptly ..."
Reviewed on Aug 12, 2026
Quality Inn and Suites Garden of the Gods
555 W Garden Of Gods Rd Colorado Springs CO
Fully refundable
CA $97
CA $107 total
Sep 9 - Sep 10
includes taxes & fees
Cheyenne Mountain Resort, a Destination by Hyatt Hotels
3225 Broadmoor Valley Road Colorado Springs CO
Fully refundableReserve now, pay when you stay
CA $224
CA $317 total
Aug 16 - Aug 17
includes taxes & fees
8.8/10 Excellent! (1,290 reviews)
"If you want a place with all the amenities you need plus more , this is where you should stay. This place had multiple pools , indoor and outdoor, multiple bars, and delicious breakfast with a stunning view is the mountains. The kids enjoyed the complementary golf cart rides around the resort. There ..."
Reviewed on Aug 10, 2026
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.
Frequently asked questions
How much does a Skyway vacation package cost?
Starting from as little as CA $1,398, you can create your own Skyway package the way you want. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Skyway?
Combine your bookings with Expedia to save big bucks on your next getaway. With more than 550 partner airlines and 1,000,000 properties across the globe, your Skyway vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in one or more exciting experiences and tours? It's an easy way to unlock even more discounts. The vacation you've always dreamed of in Skyway is much closer than you thought!
Where should I stay in Skyway?
Make sightseeing a breeze by staying someplace close to Skyway's main attractions. Pikes Peak and Garden of the Gods are two which top many visitors' bucket lists.
What are the top hotels in Skyway?
When it comes to welcoming places to stay in Skyway, you can't go past Modern Home With Koi Pond And Patio. Take a look at its deals and land a great price.
How far in advance should I book my Skyway vacation?
To score rock-bottom prices, book early. Air carriers usually release flight tickets, along with some of the lowest fares, nearly a year prior to departure. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in Skyway, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Skyway travel package include?
Flights, rental cars and hotels — you'll discover them all here. With Expedia, you can create your Skyway package however you want. All you have to do is determine exactly what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the greater your savings!
What should I know before booking a Skyway travel package?
You'll pick up terrific savings when you bundle your hotels, flights and rental cars into a package. Not just that, booking everything together simply makes planning easier. So why waste money or time? Whether you're organizing an upscale romantic escape or an affordable family break, browse our vacation packages today.
Can I choose my airline with a Skyway Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Just pick the carrier that suits you and put together the perfect Skyway escape.
If I'm not able to travel, can I cancel my Skyway vacation package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Skyway vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings made more than 24 hours ago, you may incur a charge from your airline, hotel or car rental company. For more information, take a look at our Customer Service Portal. We'll help you each step of the way.
Stay near popular Skyway attractions
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.
Chloey's and Bella's Dog Beach
Commune with nature and explore the great outdoors at Chloey's and Bella's Dog Beach during your travels in Colorado Springs.
Things to do
Pikes Peak E-Golf Cart Historic Tour of Manitou Springs
CA $90
per adult
1-Hour Walk In Axe Throwing Experience Colorado Springs
CA $52
per adult
98% of travellers recommend
Colorado Springs: Pikes Peak Luxury Jeep Tour
CA $237
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.