South Side Holidays
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- Better togetherSave up to S$1,300 when you book a flight and hotel together*
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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
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 Magic Diamond Casino.
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.
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 Alberta Bair Theater and Yellowstone Art Museum.
Central - Terry
If you're spending some time in Central - Terry, Moss Mansion Museum and Copper Creek Casino are top sights worth seeing.
Billings Heights
While visiting Billings Heights, you might make a stop by sights like Lake Elmo State Park and Jackpot Casino.
Top hotels in South Side
Kelly Inn Billings Montana
5610 South Frontage Road Billings MT
Fully refundableReserve now, pay when you stay
S$151
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,988 reviews)
"The staff was very accommodating and friendly."
Reviewed on 11 Aug, 2026
Billings Hotel and Convention Center
1223 Mullowney Ln Billings MT
Fully refundableReserve now, pay when you stay
S$175
18 Aug - 19 Aug
includes taxes & fees
8.2/10 Very good! (1,767 reviews)
"Obviously an older hotel. The shower curtain was weird and not really designed right for the shower. The iron had a short, so it was tricky to get it to work. MMA event Friday night that went late and was not disclosed prior to booking. No continental breakfast or even complimentary coffee other ..."
Reviewed on 11 Aug, 2026
Dude Rancher Lodge
415 N 29th St Billings MT
S$116
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,305 reviews)
"This is a great old rustic hotel. My favorite place to stay when in Billings. It’s a great breakfast deal too."
Reviewed on 11 Aug, 2026
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.
Western Heritage Center
9.4/10 (8 reviews)
You can spend time exploring the galleries in Western Heritage Center in Billings. Visit the top-notch restaurants or lively bars in this family-friendly area.
Things to do
Astonishing Scavenger Hunt: Bountiful Billings
S$16
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.