South Side Holidays

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  • Better together

    Save up to €185 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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

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
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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 Rimrock Mall and Jackpot Casino.

Find hotels in West End

Top hotels in South Side

Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road, Billings, MT
Fully refundable
The price is €94 per night from 9 Nov to 10 Nov
€94
9 Nov - 10 Nov
includes taxes & fees
8.6/10 Excellent! (1,777 reviews)
Great place to stay
Great place to stay - we'd stay there again. Great location close to the interstate and even a Cracker Barrel restaurant next door. Fun place

Reviewed on 27 Oct 2025

Kelly Inn Billings Montana
Woodspring Suites Billings

Woodspring Suites Billings

2.5 out of 5
4750 King Ave East, Billings, MT
Fully refundableReserve now, pay when you stay
The price is €68 per night from 4 Nov to 5 Nov
€68
4 Nov - 5 Nov
includes taxes & fees
8/10 Very Good! (398 reviews)
The staff even though shorthanded accommodated my medical needs and got me into a room sooner than any other room.

Reviewed on 30 Oct 2025

Woodspring Suites Billings
Hyatt Place Billings

Hyatt Place Billings

3 out of 5
705 Henry Chapple Street, Billings, MT
Fully refundableReserve now, pay when you stay
The price is €116 per night from 27 Nov to 28 Nov
€116
27 Nov - 28 Nov
includes taxes & fees
9.6/10 Exceptional! (285 reviews)
Hooks! The room and the bathroom actually had multiple hooks to hang clothes and towels. Such a little thing that is overlooked by so many hotels, but not this one. It really does make a big difference in our stay, so nice to be able to have a place to put our items. The hotel is new and clean. No ...

Reviewed on 3 Nov 2025

Hyatt Place Billings
See all 251 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.