Hillside Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

Hillside Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
2ºC
Max Temp Summer
24ºC
Top Sights
Hermit Park and Journey Quest

Top hotels in Hillside

Hillside Colorado Cottages near Westcliffe

Hillside Colorado Cottages near Westcliffe

3 out of 5
59424 Highway 69 Hillside CO
The price is £165 per night from 29 Jul to 30 Jul
£165
29 Jul - 30 Jul
includes taxes & fees
9.8/10 Exceptional! (97 reviews)
"I had trouble getting the access code not because of Hillside Properties, but because I didn't have phone service. I was grateful that Shana was there cleaning when I was on my way to Westcliffe and got an access code. Then once I had internet I had service. Beautiful place and very enjoyable ..."

Reviewed on 4 Jul 2026

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 £125 per night from 29 Jul to 30 Jul
£125
29 Jul - 30 Jul
includes taxes & fees
9/10 Wonderful! (164 reviews)
"It's within walking distance of main Street and the observatory. Beautiful town and folks were very helpful"

Reviewed on 5 Jul 2026

Dark Sky Suites
Lamp Post Lodge

Lamp Post Lodge

3 out of 5
59450 CO-69 Westcliffe CO
Get rates
Lamp Post Lodge
See all 151 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Hillside travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Hillside from just . And the more you bundle, the more cash you save. The holiday of your dreams has never been more affordable.
If I'm not able to travel, can I cancel my Hillside travel package?
It is possible to cancel your Hillside booking if your travel plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Hillside?
You'll save a ton of money if you combine your car rentals, flights and hotels into a Hillside travel package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer more than 550 air carriers and 1,000,000 hotels across the world, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some popular activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Hillside holidays?
Expedia has partnered with online lender Klarna to make your next break easier on your budget. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more money to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you want to pay for your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.

What are the top hotels in Hillside?
Hampton Inn Canon City and Parkview Inn Motel are two of the most popular properties in Hillside. Why not have a look at the rates and amenities at each and then make a decision?
How far in advance should I book my Hillside holiday?
It's difficult to pick the best time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available to compare up to a year in advance. If you're booking late, don't worry. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Hillside travel package include?
Select from any combination of rental cars, flights and hotels. Once you've made your booking, you can add some activities and tours. Want to pick your airfare class? That's easy to do too. The choice is all yours when it comes to creating your dream Hillside escape.
What should I know before booking a Hillside travel package?
A travel package can be easier on the bank balance than individually booking everything you need for your trip. For example, combine your hotels, flights and rental cars and score big savings. No matter your holiday goals, you're sure to find a package that matches your budget.
Can I choose my airline with a Hillside Expedia travel package?
Definitely. Expedia has over 550 airline partners to pick from all over the world. With all that choice, finding the perfect carrier to take you to Hillside will be a snap.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.