Hillside Vacations from $497

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The Latest Hillside vacation packages

Price found within the past 48 hours. Click for updated prices.
Rainbow Lodge

Rainbow Lodge

2.5 out of 5
Price was $515, price is now $497 per person
$497
per person
Dec 18 - Dec 22
found 4 hours ago
Roundtrip flight included
Denver (DEN) to Alamosa (ALS)
8/10 Very Good! (443 reviews)
exelent shape. easy to find and enter. heating was adjustable. bed was comfortable and clean

Reviewed on Nov 5, 2026

Cottonwood Cove

Cottonwood Cove

2.5 out of 5
Price was $682, price is now $634 per person
$634
per person
Dec 18 - Dec 22
found 4 hours ago
Roundtrip flight included
Denver (DEN) to Alamosa (ALS)
8/10 Very Good! (15 reviews)
Great location. Helpful staff

Reviewed on Oct 3, 2026

Quality Inn & Suites South Fork - Wolf Creek

Quality Inn & Suites South Fork - Wolf Creek

2.5 out of 5
Price was $1,165, price is now $1,134 per person
$1,134
per person
Dec 26 - Dec 30
found 4 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Alamosa (ALS)
8.4/10 Very Good! (730 reviews)

Grandview Cabins & RV Resort

Grandview Cabins & RV Resort

3 out of 5
Price was $547, price is now $541 per person
$541
per person
Dec 18 - Dec 22
found 4 hours ago
Roundtrip flight included
Denver (DEN) to Alamosa (ALS)
9.6/10 Exceptional! (235 reviews)

Wolf Creek Lodge, BW Signature Collection

Wolf Creek Lodge, BW Signature Collection

3 out of 5
Price was $589, price is now $583 per person
$583
per person
Dec 18 - Dec 22
found 4 hours ago
Roundtrip flight included
Denver (DEN) to Alamosa (ALS)
8.8/10 Excellent! (830 reviews)

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Hillside Hotel Deals

Spacious Home-Mountain & Valley Views - Dark Sky

Spacious Home-Mountain & Valley Views - Dark Sky

Cotopaxi CO
10/10 Exceptional! (34 reviews)
"Great views, comfortable beds, and a well stocked kitchen!"

Reviewed on Jul 16, 2026

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Spacious Home-Mountain & Valley Views - Dark Sky
The Wildflower Hotel

The Wildflower Hotel

2 out of 5
201 S 2nd St Westcliffe CO
Fully refundableReserve now, pay when you stay
$227 nightly
The price is $249 total per night from Nov 15 to Nov 16
$249 total
Nov 15 - Nov 16
Total with taxes and fees
The Wildflower Hotel
Quiet, Cozy and Quaint Log Cabin Living!

Quiet, Cozy and Quaint Log Cabin Living!

Cotopaxi CO
10/10 Exceptional! (117 reviews)
"A very quiet, peaceful cabin with wonderful sunrises. Cool trails near and being in the Fall, the trees were direct from our Creator. Fall tree color was beautiful!! Family pool competition was memorable. Thanks for sharing your cabin with us, really enjoyed it. The Sowers"

Reviewed on Nov 9, 2026

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Quiet, Cozy and Quaint Log Cabin Living!
See all 156 properties in Hillside
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.

Find the Best Hillside Vacation Packages

Hillside Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
35ºF
Max Temp Summer
75ºF

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Frequently asked questions

How much does a Hillside vacation package cost?
You can grab a vacation package to this top destination from $497 on Expedia. But how much your vacation to Hillside costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Hillside?
December, January and February are great times to look for cheap Hillside vacation packages. Opting to travel in less busy months means you'll typically find lower prices on hotels and flights.
How many days is enough for Hillside?
Typically, a handful of days is enough to tick off the top sights during your Hillside vacation. But if you want to have time to kick back or go on day trips, consider extending your itinerary.
How to find the best Hillside package deals?
Begin your search for a Hillside package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Hillside package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hillside escape off to a flying start.
Is it cheaper to book a Hillside vacation as a package?
You can enjoy significant savings on your Hillside break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Hillside?
If you're planning an impromptu Hillside adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Hillside vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Hillside trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.