South Side Vacation Packages

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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
Pompeys Pillar National Monument

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 refundableReserve now, pay when you stay
The price is CA $135 per night from Apr 16 to Apr 17
CA $135
CA $151 total
Apr 16 - Apr 17
includes taxes & fees
8.8/10 Excellent! (1,850 reviews)
This is a really nice place to stay. The rooms are exceptionally larger than other places we have stayed. It had a comfortable bed, exterior and interior doors to main hall and very clean. Could not and would not ask for more. The price was fantastic for what you get and a great free breakfast too! ...

Reviewed on Apr 11, 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
The price is CA $164 per night from Apr 12 to Apr 13
CA $164
CA $190 total
Apr 12 - Apr 13
includes taxes & fees
8.2/10 Very Good! (1,501 reviews)
One of the best hotels I have stayed in. Everyone from the front desk to the bartender to the woman that drove me to the airport at 3:30 in the morning. The rooms are big and clean huge TV and just all around very nice hotel. I gave about 5+ stars. I have stayed here twice and it won’t be the ...

Reviewed on Apr 10, 2026

Billings Hotel and Convention Center
Dude Rancher Lodge

Dude Rancher Lodge

3 out of 5
415 N 29th St Billings MT
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Apr 12 to Apr 13
CA $111
CA $125 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (1,128 reviews)
Very clean rooms and great accessibility to downtown. The staff was lovely. Hotel is dated but comfy beds

Reviewed on Apr 11, 2026

Dude Rancher Lodge
See all 286 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.
All Inclusive Vacations
All Inclusive Vacations
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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

Colorado School of Mines Administration Building on a sunny day

Rocky Mountain College

Explore the campus of Rocky Mountain College during your stay in Billings. Check out the lively bars or top-notch restaurants in this family-friendly area.

Rocky Mountain College

ZooMontana

Why not see the exotic and native animals who call ZooMontana home during your vacation in Billings? Check out the lively bars or top-notch restaurants in this romantic area.

ZooMontana

Rimrock Mall

You can find the perfect gifts to bring home at Rimrock Mall during your trip to Billings. Check out the charming coffeehouses or lively bars in this family-friendly area.

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