Midland Vacations from $388
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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
The Latest Midland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Village at Breckenridge, A Vail Resorts Property
Historic District
$884
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.4/10 Very Good! (2,130 reviews)
Check-in was long and confusing. Parking was confusing. But the condo was perfect clean and amazing.
Reviewed on Oct 22, 2026
Gravity Haus Breckenridge
Historic District
$529
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.2/10 Wonderful! (1,000 reviews)
Loved the property, location, decor, and amenities. I'd stay here again. I'd also like to try out another Gravity Haus location sometime in an other state. Staff were great. Spotless rooms.
Reviewed on Oct 21, 2026
One Ski Hill Place, a RockResort, by Vail Resorts
Peak 8
$1,688
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.2/10 Wonderful! (909 reviews)
The mattress in the unit (8311) is in need of replacement. It was quite soft, and uncomfortable. We left a day early because I didn’t enjoy seeing my partner sleep on the couch while I was in bed. Thank you.
Reviewed on Oct 19, 2026
Where to stay in Midland
Find the best Midland areas and neighborhoods for the activities you enjoy most. Learn more about Midland
Central Colorado Springs
1 out of top 10 points of interest in this area
While visiting Central Colorado Springs, you might make a stop by sights like U.S. Olympic & Paralympic Training Center and Pikes Peak Center.
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
1 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.
Black Forest
If you're spending some time in Black Forest, Black Forest Section 16 and Forest Plaza are top sights worth seeing.
Broadmoor
While visiting Broadmoor, you might make a stop by sights like Broadmoor Golf Club and Cheyenne Mountain Zoo.
Midland Hotel Deals
The Academy Hotel Colorado Springs
8110 N Academy Blvd Colorado Springs CO
Fully refundableReserve now, pay when you stay
$77 nightly
$85 total
Nov 23 - Nov 24
Total with taxes and fees
Radisson Hotel Colorado Springs Airport
1645 N Newport Rd Colorado Springs CO
Fully refundable
$107 nightly
$118 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (1,252 reviews)
"Always friendly staff. Shuttle service excellent. Never disappointed and will return the next time we fly out of the Springs airport."
Reviewed on Oct 21, 2026
SCP WildFree Colorado Springs, Trademark by Wyndham
2850 South Circle Drive Colorado Springs CO
Fully refundableReserve now, pay when you stay
$65 nightly
$68 total
Nov 11 - Nov 12
Total with taxes and fees
7.8/10 Good! (146 reviews)
"Rooms were decent. Breakfast left a lot to be desired and the pool as absolutely freezing"
Reviewed on Oct 22, 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.
Stay near popular Midland attractions
Photo by Monika Reyes
Red Rock Canyon Open Space
9.2/10 (1,382 reviews)
Explore the lovely green spaces of Red Rock Canyon Open Space and also enjoy the hiking trails in Colorado Springs. Discover the mountain views and top-notch restaurants in this family-friendly area.
Photo by TM
Ghost Town Museum
8.4/10 (61 reviews)
See the antique boomtowns set up by gold prospectors and eventually abandoned at this immersive historical museum.
Things to do
Pikes Peak Phantom: Specters of Colorado Springs Ghost Tour
$32
per adult
100% of travellers recommend
Happy Hour Tour Manitou Springs on E-golf cart
$75
per adult
Pikes Peak E-Golf Cart Historic Tour of Manitou Springs
$64
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.