South Side Holidays

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    Save up to €185 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
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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 Lucky Lil's 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 €92 per night from 5 Oct to 6 Oct
€92
5 Oct - 6 Oct
includes taxes & fees
8.6/10 Excellent! (1,744 reviews)
"This is our go-to hotel, when staying in Billings."

Reviewed on 16 Sept 2025

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 €64 per night from 24 Sept to 25 Sept
€64
24 Sept - 25 Sept
includes taxes & fees
7.8/10 Good! (1,497 reviews)
"Staff were very persinable and relateable. You could tell they really want your stay with them to be good! Watched how they treated each guest at check in and tried to accommodate everyones individual needs."

Reviewed on 16 Sept 2025

Super 8 by Wyndham Billings
Montana Trailhead Inn

Montana Trailhead Inn

2.5 out of 5
5500 Midland Rd, Billings, MT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,236 reviews)
"The breakfast was good for your standard hotel breakfast. Food always felt fresh. The lobby looks very nice but it doesn’t translate to the amenities inside the room. I wish the water feature was working as that’s one of the reasons I booked the property."

Reviewed on 16 Sept 2025

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Montana Trailhead Inn
See all 247 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.