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Top Hillside hotels

'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

Westcliffe CO
This vacation home featured laundry facilities and barbecue grills.
"Nice hid3away"

Reviewed on Jun 25, 2026

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Opens in a new window'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
Modern Log Cabin in Colorado Wilderness

Modern Log Cabin in Colorado Wilderness

Cotopaxi CO
This vacation home features a garden, laundry facilities, and barbecue grills.
"This cabin was a delight. The views were amazing, I loved sitting on the front porch reading and listening to all of the birds. And the Milky Way did peak out for a bit at night! The cabin itself was the cleanest and best decorated cabin I've ever seen or stayed in! It was like something out of a ..."

Reviewed on Jun 8, 2026

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Opens in a new windowModern Log Cabin in Colorado Wilderness
Ravens Fun Bunkhouse for up to 6, Dbl Bathroom, W/D, Patio w/ Fire Pit & Grill

Ravens Fun Bunkhouse for up to 6, Dbl Bathroom, W/D, Patio w/ Fire Pit & Grill

Westcliffe CO
$235 nightly
The price is $258 total per night from Jul 12 to Jul 13
$258 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel featured laundry facilities and barbecue grills.
"The unit was awesome"

Reviewed on May 25, 2026

Opens in a new windowRavens Fun Bunkhouse for up to 6, Dbl Bathroom, W/D, Patio w/ Fire Pit & Grill
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream

Sit on Your Deck in an Alpine Forest & Next to Mountain Stream

Westcliffe CO
This vacation home featured laundry facilities and barbecue grills.
"This is an amazing cabin. It is very clean and well-maintained. The host is great and very easy to get in touch with. The creek beside the back porch is glorious. The cabin is very close to two trailheads if you’re a hiker. We have been to the Westcliffe area a dozen or so times over 15 years and ..."

Reviewed on Jun 13, 2026

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Opens in a new windowSit on Your Deck in an Alpine Forest & Next to Mountain Stream
Escape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River

Escape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River

Cotopaxi CO
This cabin features a garden, laundry facilities, and barbecue grills.
"Pet friendly. Large cabin."

Reviewed on Jun 11, 2026

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Opens in a new windowEscape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River
Hillside Colorado Cottages near Westcliffe

Hillside Colorado Cottages near Westcliffe

3 out of 5
59424 Highway 69 Hillside CO
$197 nightly
The price is $212 total per night from Jun 29 to Jun 30
$212 total
Jun 29 - Jun 30
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
"Absolute idyllic paradise! The house is decorated beautifully, we felt instantly at home. We spent a lot of time in the shared outdoor space, which has picnic tables, lawn chairs, a grill, and horse shoes. Sadly the skies were cloudy so we couldn’t see any stars, but on a clear night I can tell it ..."

Reviewed on Jun 26, 2026

Opens in a new windowHillside Colorado Cottages near Westcliffe
Dark Sky Suites

Dark Sky Suites

2.5 out of 5
110 S 2nd St Westcliffe CO
$166 nightly
The price is $182 total per night from Jun 28 to Jun 29
$182 total
Jun 28 - Jun 29
Total with taxes and fees
Express check-out is available at this motel. Take advantage of the free self parking.
"Great location"

Reviewed on May 25, 2026

Opens in a new windowDark Sky Suites
Serene • Firepit • Romantic

Serene • Firepit • Romantic

Howard CO
This cabin features barbecue grills.
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Opens in a new windowSerene • Firepit • Romantic
Lamp Post Lodge

Lamp Post Lodge

3 out of 5
59450 CO-69 Westcliffe CO
$181 nightly
The price is $199 total per night from Jun 30 to Jul 1
$199 total
Jun 30 - Jul 1
Total with taxes and fees
This lodge doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Opens in a new windowLamp Post Lodge
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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.

Hillside Hotel & Travel Guide

Informed travelers will find there's just 1 lodging option within a 6-mile (10-kilometer) radius of where the locals can be found in Hillside, so it's worth booking a place to put your feet up well before your departure date.

For all the times you like to check-in within walking distance of the key features of downtown Hillside, check out the facilities at the centrally-located Hillside Colorado Cottages.

Located 11 miles (18 kilometers) away from downtown Hillside is the Cutty's Hayden Creek Resort - A Cruise Inn Park. The Hillside Colorado Cottages is 0.6 miles (1 kilometer) away.

For those who are longing to check out more of the mountains, foothills and alpine meadows that are found in this part of United States of America, you might also book some extra nights in Central Colorado. You will love the chance to admire the area's diverse attractions or have a go at snowboarding before you find a convenient Travelocity-listed place to stay the night.

You could spend the day visiting Edith Kinney Gaylord Cornerstone Arts Center and Midland Trail, in Downtown Colorado Springs, 60 miles (93 kilometers) to the northeast of Hillside. The The Broadmoor and Old Town GuestHouse are some of the comfortable lodging options in Downtown Colorado Springs. 60 miles (93 kilometers) northeast of Hillside, you can also stay at Colorado Springs, home to the Residence Inn by Marriott Colorado Springs South and Lennox House Bed & Breakfast. The Garden of the Gods and Cave of the Winds are other frequented sites to visit when visiting Colorado Springs.

Get your fix of sport with a voyage to United States Olympic Complex, situated 60 miles (96 kilometers) to the northeast of Hillside. Sports fans that are hoping to find a Travelocity-listed hotel in the area around the game can compare the The Mining Exchange, A Wyndham Grand Hotel & Spa or the The Antlers, A Wyndham Hotel.

For travelers flying via San Luis Valley Regional Airport, you might plan to book a room at Holiday Inn Express & Suites Alamosa, or Days Inn Alamosa Co, which are both located a short ride away.

Frequently asked questions

What are the top kid-friendly hotels in Hillside?
From well-designed amenities to rooms with bunk beds, kid-friendly hotels are equipped with features that can help transform a routine family vacation into an amazing one. These Hillside properties make vacationing with the youngsters a cinch: Settle in at Hillside Colorado Cottages near Westcliffe. It comes with pet-friendly facilities, a picnic area and a talent for making families feel at home. Spacious Home-Mountain & Valley Views - Dark Sky is another top place to stay. After a long day of sightseeing, come back home to your cozy room and amenities like animal viewing activities and shopping facilities.
Where can I find cheap hotels in Hillside?
At Travelocity you'll find really nice hotels in Hillside at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Hillside rather than in Hillside. We may find you even better rates, too.
How do I find the best Hillside hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Hillside then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Hillside?
The cheapest hotel in Hillside is $182. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Hillside?
There are 136 hotels in Hillside on Travelocity.
What are the best hotels in Hillside?
Hillside has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Hillside for you!
When is the best time to visit Hillside?
If you want the joy of a fun-filled trip in peak season, visit Hillside during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Hillside?
Based on historic data is usually the cheapest month to visit Hillside. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Hillside?
There are multiple hotels in Hillside that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Hillside. We have plenty of kid-friendly hotels in Hillside to choose from on Travelocity!
Why book a hotel in Hillside through Travelocity?
Because we have the top hotels in Hillside! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Hillside on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Hillside hotel reviews by fellow wanderers

Magical Cabin below the Sangre de Cristos with Starlink

Magical Cabin below the Sangre de Cristos with Starlink

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"We stayed at this cabin multiple times and enjoyed every aspect of our stays. The hiking in the adjacent National Forest is outstanding! There is a lot of wildlife, especially, birds. The cabin itself has everything one could wish for. The deck is perfectly placed to give you the view of the mountains. I would spend every morning on the deck with my binoculars. There is a nice library of books about CO and Sangre de Cristo Range. The pantry is stocked with all kinds of food. The host is very helpful and answered the questions that we had within minutes. I do hope to come back to this cabin again in the future!"
A verified traveler stayed at Magical Cabin below the Sangre de Cristos with Starlink
Magical Cabin below the Sangre de Cristos with Starlink

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