South Side Vacations

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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

If you're spending some time in West End, Rimrock Mall and Lucky Lil's Casino are top sights worth seeing.

Find hotels in West End

South Side Hotel Deals

Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road, Billings, MT
Fully refundable
The price is ₩136,704 per night from Oct 6 to Oct 7
₩136,704
₩153,266 total
Oct 6 - Oct 7
includes taxes & fees
8.6/10 Excellent! (1,731 reviews)
"Super quick check in! Pets stay free. Right off the interstate so it's easy to get around. Rooms are spacious and clean."

Reviewed on Sep 30, 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 ₩86,081 per night from Nov 2 to Nov 3
₩86,081
₩98,593 total
Nov 2 - Nov 3
includes taxes & fees
7.8/10 Good! (1,529 reviews)
"All good. Thought we were in an expensive hotel, but it was a cheap one that was great!"

Reviewed on Sep 27, 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
The price is ₩118,994 per night from Nov 2 to Nov 3
₩118,994
₩134,140 total
Nov 2 - Nov 3
includes taxes & fees
7.8/10 Good! (1,256 reviews)
"The room was excellent and roomy. Overall the staff was very good. The only drawback it the breakfast was average at best."

Reviewed on Oct 2, 2025

Montana Trailhead Inn
See all 246 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 vacation 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 vacation 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 vacation?
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 vacation 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, cozy city apartments and even ranches and treehouses!
Can I choose my airline with a South Side Expedia vacation 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 vacation package?
Your situation can change without warning, so yes, you can. You may be able to cancel or change your South Side vacation 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.

Discover the most popular places to visit in South Side

Billings Depot

You can learn about the history of Billings when you stop by Billings Depot. Check out the top-notch restaurants or lively bars in this family-friendly area.

Billings Depot

MetraPark

Catch an event at MetraPark during your trip to Billings. Check out the lively bars or top-notch restaurants in this family-friendly area.

MetraPark

Skypoint

Learn about the local history of Billings when you spend time at Skypoint. Check out the top-notch restaurants or lively bars in this family-friendly area.

Skypoint
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.