Hillside Vacations

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Find the Best Hillside Vacation Packages

Hillside Hotel Deals

Hillside Colorado Cottages near Westcliffe
Hillside Colorado Cottages near Westcliffe
3 out of 5
59424 Highway 69, Hillside, CO
The price is ₩171,660 per night from Jan 6 to Jan 7
₩171,660
₩238,706 total
includes taxes & fees
Jan 6 - Jan 7, 2025
9.6/10 Exceptional! (75 reviews)
"Loved these cottages…only 6 or so but they are clean, tidy, well appointed and the scenery/solitude can’t be matched. Our first stay but it is a hidden gem."

Reviewed on Aug 17, 2024

Hillside Colorado Cottages near Westcliffe
Dark Sky Suites
Dark Sky Suites
2.5 out of 5
110 S 2nd St, Westcliffe, CO
The price is ₩162,658 per night from Jan 6 to Jan 7
₩162,658
₩202,582 total
includes taxes & fees
Jan 6 - Jan 7, 2025
8.8/10 Excellent! (122 reviews)
"Very cute little efficiency apartments. Basic amenities, but does have all that you need for a short trip"

Reviewed on Dec 1, 2024

Dark Sky Suites
Lamp Post Lodge
Lamp Post Lodge
3 out of 5
59450 CO-69, Westcliffe, CO
The price is ₩171,660 per night from Jan 6 to Jan 7
₩171,660
₩212,494 total
includes taxes & fees
Jan 6 - Jan 7, 2025
9.2/10 Wonderful! (69 reviews)
"Wonderful place to stay, treats were left to enjoy in the room, full kitchen available to use with a fantastic dining room downstairs. Classy and comfortable."

Reviewed on Oct 13, 2024

Lamp Post Lodge
See all 123 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.

Frequently asked questions

How much does a Hillside vacation package cost?
You can grab a vacation package to this top destination 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?
To score cheap Hillside vacation packages, organize your trip outside of busy periods like public holidays and major festivals. You’ll typically find better availability and lower prices when it’s less busy.
How many days is enough for Hillside?
Usually, a handful of days is enough to go to the major attractions during your Hillside vacation. However, if you’d like to have more time to chill out or go on day trips, consider extending your trip.
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.
How to plan a trip to Hillside?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Hillside.
  2. Plan your budget wisely: On top of the price of your accommodations, you should consider other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that could crop up during your trip to Hillside.
  3. Determine how many days away: Start by making a list of all the sights and activities you want to get to in Hillside. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Hillside vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.