Default HTG hotel image

Hillside Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Filter by

Star rating

Guest rating

Our top choices for Hillside hotels

1. The Wildflower Hotel

The Wildflower Hotel
Westcliffe
The Wildflower Hotel
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Hillside Hotel Reviews

Lamp Post Lodge

Lamp Post Lodge

10/10 Excellent
"The most lovely place to stay in Westcliffe, for sure! Thank you. I will stay again on my next trip up."
mark 1-night trip
Posted 1 day ago
Lamp Post Lodge
Magical Cabin below the Sangre de Cristos with Starlink

Magical Cabin below the Sangre de Cristos with Starlink

10/10 Excellent
"This place is awesome. We saw deer, turkeys, and a bobcat. The home has tons of kids toys which our two children thoroughly enjoyed. It is a very secluded place. While it doesn’t really offer mountain views, it is so peaceful there and we look forward to hopefully returning sometime."
Jesse M. 5-night trip
Posted 3 days ago
Magical Cabin below the Sangre de Cristos with Starlink
Modern Log Cabin in Colorado Wilderness

Modern Log Cabin in Colorado Wilderness

10/10 Excellent
"The highest of standards. The property is not only amazing but meticulously maintained and prepared. Decor and setting with all the thoughtfulness of a loved home. The host was outstanding and made you feel like family. A value that exceeded all expectations."
James S. 3-night trip
Posted 6 days ago
Modern Log Cabin in Colorado Wilderness
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

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

10/10 Excellent
"Beautiful, clean, and blissfully quiet!Only thing I would recommend to the property owner is a screen door for the front so that get cross ventilation is easier."
Jonathan N. 2-night trip
Posted 8 days ago
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
Ravens Little Brick Lodge on Main, King, Living Rm, Kitchen, Grill, Dog ok

Ravens Little Brick Lodge on Main, King, Living Rm, Kitchen, Grill, Dog ok

10/10 Excellent
"Clean, comfortable and spacious little cottage. Located in the heart of Westcliffe with nice amenities. Adequate parking for us and in the alley for our guest. Would stay here again."
Bill D. 2-night trip
Posted 3 weeks ago
Ravens Little Brick Lodge on Main, King, Living Rm, Kitchen, Grill, Dog ok
Upscale 2BR Mountain Retreat

Upscale 2BR Mountain Retreat

10/10 Excellent
"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!"
EJ B. 1-night trip
Posted 3 weeks ago
Upscale 2BR Mountain Retreat
Dog Friendly • Pond • Private

Dog Friendly • Pond • Private

10/10 Excellent
"The cabin has really great views and is private. There's plenty of room for your pet to explore in the fenced in yard. The rooms are small, but enough is you're spending the day in Salida. Salida is about 20 minutes from the property and Buena Vista is about 50 minutes away. Great place. We hope to visit again."
davidmartha78 4-night trip
Posted 3 weeks ago
Dog Friendly • Pond • Private
Single Level w/ Hot Tub and patios with 360° Views!

Single Level w/ Hot Tub and patios with 360° Views!

10/10 Excellent
"Great experience all around. Highly recommend!!"
Maureen M. 3-night trip
Posted 1 month ago
Single Level w/ Hot Tub and patios with 360° Views!
Serene • Firepit • Romantic

Serene • Firepit • Romantic

10/10 Excellent
"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!"
Kris C. 3-night trip
Posted 1 month ago
Serene • Firepit • Romantic

More cheap stays in Hillside

Dark Sky Suites

Dark Sky Suites

110 S 2nd St Westcliffe CO
Get rates
9/10 Wonderful! (166 reviews)
Dark Sky Suites
The Wildflower Hotel

The Wildflower Hotel

201 S 2nd St Westcliffe CO
Get ratesThe Wildflower Hotel
Pleasant Valley RV

Pleasant Valley RV

0018 County Rd 47 Howard CO
Get ratesPleasant Valley RV
2BR Mountain Cabin w/ Scenic Views & Wood Stove

2BR Mountain Cabin w/ Scenic Views & Wood Stove

Westcliffe CO
Get rates2BR Mountain Cabin w/ Scenic Views & Wood Stove
18 Mi to Royal Gorge: Peaceful Mtn Cabin w/ Porch!

18 Mi to Royal Gorge: Peaceful Mtn Cabin w/ Porch!

Cotopaxi CO
Get rates
10/10 Exceptional! (1 review)
18 Mi to Royal Gorge: Peaceful Mtn Cabin w/ Porch!

Frequently asked questions

What's the best place for a stay in Hillside?
Based on our traveller data, Hillside Colorado Cottages near Westcliffe is one of the top choices for your stay. This cottage offers free parking and in-room kitchens. Two other choices for your stay in the area are Dark Sky Suites and Private Lodge-Mtn Lake, Pool,Hot Tub, Affordable Family Reunion Sleeps 20+. See all available top hotels, or vacation rentals in Hillside.
What are some of the best holiday rentals that Hillside has to offer?
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.: This holiday home rental outside of Hillside is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Hillside.
If I need to cancel my hotel reservation in Hillside, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillside.
How is it to stay in Hillside?
Visitors can enjoy all that Hillside has to offer, including its mountain views. Tourists to the city can also enjoy its relaxing setting. In Hillside, there are 2 hotels and other accommodation options to choose from. Find out more about Hillside.
What are the top places to visit in Hillside?
Places to visit in the wider area include The Historic Beckwith Ranch, Valley View Hot Springs and Silver Cliff Museum. You'll also find Cotopaxi City Park and Smokey Jack Observatory in the area. Take a look at what more there is to see and do in Expedia's Hillside guide.
What's the seasonal weather like in Hillside?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Hillside are March, February, January and November, with each month seeing an average of 29 cm of snowfall.

Explore a world of travel with Expedia