South Side Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    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
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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

Top hotels in South Side

La Quinta Inn & Suites by Wyndham Billings
La Quinta Inn & Suites by Wyndham Billings
2.5 out of 5
5720 S Frontage Rd, Billings, MT
Fully refundableReserve now, pay when you stay
The price is S$189 per night from 9 Dec to 10 Dec
S$189
includes taxes & fees
9 Dec - 10 Dec
9/10 Wonderful! (1,068 reviews)
"I have stayed here many times. Pet friendly and large open space for my dog and not next to busy highway to worry about. Convenient location with lots of restaurants near by and easy on & off the freeway."

Reviewed on 25 Nov,2024

La Quinta Inn & Suites by Wyndham Billings
Kelly Inn Billings Montana
Kelly Inn Billings Montana
2.5 out of 5
5610 South Frontage Road, Billings, MT
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 28 Nov to 29 Nov
S$155
includes taxes & fees
28 Nov - 29 Nov
8.4/10 Very Good! (1,475 reviews)
"Excellent"

Reviewed on 23 Nov,2024

Kelly Inn Billings Montana
Super 8 by Wyndham Billings
Super 8 by Wyndham Billings
2 out of 5
5400 Southgate Dr, Billings, MT
Fully refundableReserve now, pay when you stay
The price is S$113 per night from 1 Dec to 2 Dec
S$113
includes taxes & fees
1 Dec - 2 Dec
7.6/10 Good! (1,287 reviews)
"Not too far off the highway. It is close to a large US Foods warehouse so there was quite a bit of “back up beeping” from vehicles there. Far enough off of the highway you don’t hear highway noise."

Reviewed on 25 Nov,2024

Super 8 by Wyndham Billings
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.

Popular places to visit

Things to do

* 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.