South Side Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    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
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 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 S$129 per night from 29 Mar to 30 Mar
S$129
29 Mar - 30 Mar
includes taxes & fees
8.8/10 Excellent! (1,861 reviews)
There were loud people up and down the halls all night long. It did not seem safe at the hotel during the evening hours. People were loitering around the cars and exterior dark corners of the hotel. We would not want to stay at this hotel again.

Reviewed on 15 Mar, 2026

Kelly Inn Billings Montana
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
8.2/10 Very Good! (1,471 reviews)
Friendly staff. Love the restaurant.

Reviewed on 12 Mar, 2026

Get rates
Billings Hotel and Convention Center
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 S$162 per night from 22 Mar to 23 Mar
S$162
22 Mar - 23 Mar
includes taxes & fees
9.6/10 Exceptional! (402 reviews)
We enjoyed our stay. The only negative was how long it took to get checked as there was only one staff member and she was doing both check in and working the bar.

Reviewed on 15 Mar, 2026

Hyatt Place Billings
See all 283 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.

Things to do

Astonishing Scavenger Hunt: Bountiful Billings

Astonishing Scavenger Hunt: Bountiful Billings

S$16
per adult
Astonishing Scavenger Hunt: Bountiful Billings
See all activities in Billings

* 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.