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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.
"What a gorgeous property! Just coming up the driveway, you get a feeling this is a special place! The floor to ceiling windows give it a 5 star rating….WOW the Mountain View’s! Relaxing,clean and your doggos will love the area. No shortage of wildlife,hikes and trailheads within just a few miles. ..."

Reviewed on Aug 3, 2026

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Opens in a new window'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
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.
"I have been here 4 years in a row and will continue to go back. It is peaceful and quiet."

Reviewed on Aug 1, 2026

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Opens in a new windowEscape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River
Serene • Firepit • Romantic

Serene • Firepit • Romantic

Howard CO
$337 nightly
The price is $362 total per night from Aug 23 to Aug 24
$362 total
Aug 23 - Aug 24
Total with taxes and fees
This cabin features barbecue grills.
"Very nice cabin in a beautiful location, very quiet and peaceful. Deck was awesome for reading, coffee drinking and watching the wildlife. (Deer, squirrels, rabbits, chipmunks) The temps during our stay were in the mid 90's but even with no AC the cabin was very comfortable. Highly recommend!"

Reviewed on Aug 8, 2026

Opens in a new windowSerene • Firepit • Romantic
Upscale 2BR Mountain Retreat

Upscale 2BR Mountain Retreat

Westcliffe CO
$233 nightly
The price is $256 total per night from Aug 30 to Aug 31
$256 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel featured laundry facilities and barbecue grills.
"We love this property. I have a daughter who works/lives at Sky Ranch camp and will visit her often (from Dallas) and plan to stay here again and again! Thank you!"

Reviewed on Aug 11, 2026

Opens in a new windowUpscale 2BR Mountain Retreat
Private Lodge-Mtn Lake, Pool,Hot Tub, Affordable Family Reunion Sleeps 20+

Private Lodge-Mtn Lake, Pool,Hot Tub, Affordable Family Reunion Sleeps 20+

Westcliffe CO
This lodge features an outdoor pool and a hot tub. Families will appreciate the arcade/game room and barbecue grills. A garden and laundry facilities are also ...
"Great spot in a great location. We had a wonderful weekend!"

Reviewed on Jul 17, 2026

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Opens in a new windowPrivate Lodge-Mtn Lake, Pool,Hot Tub, Affordable Family Reunion Sleeps 20+
Dark Sky Suites

Dark Sky Suites

2.5 out of 5
110 S 2nd St Westcliffe CO
$145 nightly
The price is $160 total per night from Aug 23 to Aug 24
$160 total
Aug 23 - Aug 24
Total with taxes and fees
Express check-out is available at this motel. Take advantage of the free self parking.
"Very clean and comfortable. Highly recommend"

Reviewed on Jul 31, 2026

Opens in a new windowDark Sky Suites
Hillside Colorado Cottages near Westcliffe

Hillside Colorado Cottages near Westcliffe

3 out of 5
59424 Highway 69 Hillside CO
$189 nightly
The price is $203 total per night from Aug 24 to Aug 25
$203 total
Aug 24 - Aug 25
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.
Opens in a new windowHillside Colorado Cottages near Westcliffe
Riverside A-Frame Cabin Near Salida

Riverside A-Frame Cabin Near Salida

Howard CO
$322 nightly
The price is $340 total per night from Aug 23 to Aug 24
$340 total
Aug 23 - Aug 24
Total with taxes and fees
This cabin features barbecue grills.
Opens in a new windowRiverside A-Frame Cabin Near Salida
Lamp Post Lodge

Lamp Post Lodge

3 out of 5
59450 CO-69 Westcliffe CO
$176 nightly
The price is $194 total per night from Aug 26 to Aug 27
$194 total
Aug 26 - Aug 27
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 $160. 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 152 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

Secluded Riverfront Retreat w/hot tub & private river access

Secluded Riverfront Retreat w/hot tub & private river access

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Home is clean and has plenty of kitchen supplies for good meals! We appreciated the space to spread out and our favorite was hanging out on the deck and enjoying the scenery and breezes. Is it a short walk down to the river."
A verified traveler stayed at Secluded Riverfront Retreat w/hot tub & private river access
Secluded Riverfront Retreat w/hot tub & private river access

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