South Side Vacation Packages

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Top Holiday Package Deals in South Side

Price found within the past 48 hours. Click for updated prices.
Motel 6 Billings, MT - North

Motel 6 Billings, MT - North

2 out of 5
Price was CA $1,356, price is now CA $1,248 per person
CA $1,248
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Billings (BIL)
4.2/10 (1,006 reviews)
The building is in need of repair.

Reviewed on Aug. 19, 2025

Northern Hotel

Northern Hotel

4 out of 5
Price was CA $2,084, price is now CA $1,697 per person
CA $1,697
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Billings (BIL)
9.6/10 Exceptional! (1,077 reviews)
Very nice rooms, very clean. The diner downstairs had great food, and friendly staff throughout the hotel.

Reviewed on Aug. 28, 2025

Econo Lodge Billings

Econo Lodge Billings

2 out of 5
Price was CA $1,388, price is now CA $1,313 per person
CA $1,313
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Billings (BIL)
6/10 (1,004 reviews)
Great staff. Pool very clean. Overall the mitel is old and needs a super clean and overhual in updating.

Reviewed on Aug. 10, 2025

Hyatt Place Billings

Hyatt Place Billings

3 out of 5
Price was CA $1,779, price is now CA $1,694 per person
CA $1,694
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Billings (BIL)
9.6/10 Exceptional! (180 reviews)
Just an awesome property!!

Reviewed on Aug. 28, 2025

Candlewood Suites Billings West by IHG

Candlewood Suites Billings West by IHG

2.5 out of 5
Price was CA $1,701, price is now CA $1,626 per person
CA $1,626
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Billings (BIL)
9.8/10 Exceptional! (11 reviews)
Had a lot of problems with toilets and showers. Had to move to 3 different rooms trying to resolve and the same problem existed in the two rooms. Considered a 'new property' issue. Sadly we had to live with the problem that could not be fixed. Corporate office worked with as we had a 7 night reservation. But they never offered a sincere apology. Some hotel staff were wonderful, but limited on how they could deal with the problems. Resolve the problems and it will be a nice property. Our stay was pretty stressful.

Reviewed on Aug. 21, 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
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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 Jackpot 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 CA $153 per night from Sep 1 to Sep 2
CA $153
CA $171 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,726 reviews)
Thank you!
"Great staff! Amazing stay!"

Reviewed on Aug. 23, 2025

Kelly Inn Billings Montana
Woodspring Suites Billings

Woodspring Suites Billings

2.5 out of 5
4750 King Ave East, Billings, MT
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Sep 4 to Sep 5
CA $109
CA $123 total
Sep 4 - Sep 5
includes taxes & fees
Woodspring Suites Billings
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 $195 per night from Aug 31 to Sep 1
CA $195
CA $223 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,268 reviews)
"Clean, the free amenities were nice. Beds were soft, rooms had a good aesthetic."

Reviewed on Aug. 24, 2025

Billings Hotel and Convention Center
See all 249 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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a South Side vacation package cost?
From just CA $1,248. 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

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

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

Rimrock Mall

You can find the perfect gifts to bring home at Rimrock Mall during your trip to Billings. Check out the top-notch restaurants 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.