South Side Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

    Plan, book, and manage your trip all in one place

Our guide on where to stay in South Side

Find the best South Side areas and neighborhoods for the activities you enjoy most. Learn more about South Side
A rocky landscape with a wooden walkway, trees, and a river in the background.

West End

1 out of top 10 points of interest in this area

While visiting West End, you might make a stop by sights like Onyx Casino and Rimrock Mall.

Find hotels in West End

Our pick of the best South Side Hotel Deals

Modern Get Away

Modern Get Away

Billings MT
9.4/10 Exceptional! (3 reviews)
"Cute and well-appointed property with all the essential amenities needed for a comfortable stay. The neighborhood was not quite what we expected, but it did not significantly impact our experience. Upon arrival, we noticed a few cleanliness issues, though nothing major. The beds were neatly made, ..."

Reviewed on 22 June 2026

Get rates
Modern Get Away
Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road Billings MT
Fully refundable
The price is NZ$226 per night from 13 July to 14 July
NZ$226
13 July - 14 July
includes taxes & fees
8.8/10 Excellent! (1,932 reviews)
"Breakfast was good but quite a few items were out of order"

Reviewed on 11 July 2026

Kelly Inn Billings Montana
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
1223 Mullowney Ln Billings MT
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 19 July to 20 July
NZ$194
19 July - 20 July
includes taxes & fees
8.2/10 Very good! (1,668 reviews)
"Generally everything was good except the hot tub which was the worst one I have ever used."

Reviewed on 11 July 2026

Billings Hotel and Convention Center
See all 277 properties in South Side
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 South Side holiday package cost?
From just . Yes, you read that right. Our South Side packages are the best way to make your budget go further. Bundle your hotels, flights and rental car and discover this exciting destination.
How do I get a cheap travel package to South Side?
You'll save big if you combine your car rentals, hotels and flights into a South Side travel package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer over 550 air carriers and 1 000 000 hotels throughout the world, so you'll always have plenty of options to choose from. Eager to save even more? Add some interesting activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.
Where should I stay in South Side?
A holiday in South Side isn't complete without stopping by MetraPark, Rocky Mountain College and First Interstate Arena. Spend your nights near these top sights and make sightseeing simple.
How far in advance should I book my South Side holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. A number of air carriers advertise prices up to a year in advance. This is typically the cheapest time to book. If circumstances have left you booking late, discount flights to South Side occasionally appear just weeks before departure.
What does an Expedia South Side travel package include?
Expedia has all you need to lock in South Side escape, but what your package looks like is your call. Choose from any combination of rental cars, hotels and flights. In search of some tours or experiences to fill in your time? Once you've made your booking, you can add them too. No matter your style, there's a holiday package to meet your needs.
What should I know before booking a South Side travel package?
Get ready to save with an Expedia travel package. Combine your airfares, rental cars and hotels and be rewarded with terrific discounts. You're not limited to hotels, however. Book with us and choose from beachfront villas, cosy city apartments and even ranches and treehouses!
Can I choose my airline with a South Side Expedia holiday package?
Yes, definitely. Expedia has more than 550 partner airlines to pick from globally. With so much choice, finding the ideal carrier to bring you to South Side shouldn't be hard.
If I'm not able to travel, can I cancel my South Side holiday package?
Your situation can change without warning, so yes, you can. You may be able to cancel or change your South Side holiday package for free within 24 hours of booking. For bookings older than that, you can still make changes, but your airline, hotel or car rental company may impose a fee. Looking for more information? Visit our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Stay near popular South Side attractions

Billings Depot

7.4/10 (154 reviews)
You can learn about the history of Billings with a trip to Billings Depot. Visit the lively bars or top-notch restaurants in this family-friendly area.
See properties

Activities

Astonishing Scavenger Hunt: Bountiful Billings

Astonishing Scavenger Hunt: Bountiful Billings

NZ$22
per adult
Astonishing Scavenger Hunt: Bountiful Billings
See all activities in Billings
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.