South Side Packages (Flight + Hotel)

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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
Pompeys Pillar National Monument

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 Onyx Casino.

Find hotels in West End

Top hotels in South Side

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 ฿3,866 per night from 29 Jun to 30 Jun
฿3,866
฿4,468 total
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very Good! (1,625 reviews)
"The pool attendant was very nice and kept the towel supply stocked."

Reviewed on 16 Jun 2026

Billings Hotel and Convention Center
Dude Rancher Lodge

Dude Rancher Lodge

3 out of 5
415 N 29th St Billings MT
The price is ฿3,108 per night from 17 Jun to 18 Jun
฿3,108
฿3,487 total
17 Jun - 18 Jun
includes taxes & fees
8.6/10 Excellent! (1,205 reviews)
"I have been staying at this hotel over the past 26 years when I come up from Wyoming and the friendliness of the staff and the great location in downtown Billings keep me coming back. It is simple, small and has western charm!"

Reviewed on 15 Jun 2026

Dude Rancher Lodge
Hilltop Inn by Riversage

Hilltop Inn by Riversage

3 out of 5
1116 North 28th St. Billings MT
Fully refundableReserve now, pay when you stay
The price is ฿3,447 per night from 1 Jul to 2 Jul
฿3,447
฿3,853 total
1 Jul - 2 Jul
includes taxes & fees
9.2/10 Wonderful! (1,259 reviews)
"Great location, clean rooms and friendly staff. They have cookies and popcorn in the evening, but they run out if you are out late! There is an EV charger a block south of the hotel."

Reviewed on 15 Jun 2026

Hilltop Inn by Riversage
See all 275 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

7.4/5 (154 reviews)
You can learn about the history of Billings with a trip to Billings Depot. Visit the top-notch restaurants or lively bars in this family-friendly area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.