South Side Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
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Your South Side Holiday
Discover all the amazing things this neighbourhood has to offer with a tailor-made South Side holiday package. However you see yourself spending your days here, you'll find countless opportunities for fun, adventure and relaxation. Some nearby attractions to visit during your trip to South Side include MetraPark, First Interstate Arena and Rocky Mountain College. No matter what your dream South Side holiday may look like, you can turn it into reality with Expedia.
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
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.
Downtown Billings
5 out of top 10 points of interest in this area
While visiting Downtown Billings, you might make a stop by sights like Skypoint and Alberta Bair Theater.
Southwest Corridor
If you're looking for some top things to see and do in Southwest Corridor and surrounding area, you can visit Riverfront Park and Moss Mansion Museum.
Billings Heights
While visiting Billings Heights, you might make a stop by sights like Lake Elmo State Park and Jackpot Casino.
Central - Terry
If you're spending some time in Central - Terry, Moss Mansion Museum and Copper Creek Casino are top sights worth seeing.
Our pick of the best South Side Hotel Deals
Kelly Inn Billings Montana
5610 South Frontage Road Billings MT
Fully refundable
AU$157
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (2,093 reviews)
"GOOD"
Reviewed on 29 Sept 2026
Billings Hotel and Convention Center
1223 Mullowney Ln Billings MT
Fully refundableReserve now, pay when you stay
AU$196
12 Oct - 13 Oct
includes taxes & fees
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 top-notch restaurants or lively bars in this family-friendly area.
Western Heritage Center
9.4/10 (8 reviews)
You can spend time exploring the galleries in Western Heritage Center in Billings. Visit the lively bars or top-notch restaurants in this family-friendly area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.