South Side Vacations from $503

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Your South Side Vacation

Discover all the amazing things this neighborhood has to offer with a tailor-made South Side vacation package. However you see yourself spending your days here, you'll find countless opportunities for fun, adventure and relaxation. Some nearby attractions to visit during your trip to South Side include MetraPark, First Interstate Arena and Rocky Mountain College. No matter what your dream South Side vacation may look like, you can turn it into reality with Expedia.

The Latest South Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Billings

La Quinta Inn & Suites by Wyndham Billings

3 out of 5
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Billings (BIL)
9/10 Wonderful! (1,097 reviews)
It was clean and breakfast was good .

Reviewed on Jul 16, 2025

Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Billings (BIL)
8/10 Very Good! (1,163 reviews)
Older property with very few amenities (little things). No soap for the sink. No lids for coffee cups. Beds not very comfortable, feel old. Problems with check in.

Reviewed on Jul 16, 2025

Northern Hotel

Northern Hotel

4 out of 5
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Billings (BIL)
9.4/10 Exceptional! (1,045 reviews)
Friendly staff, clean, spacious

Reviewed on Jul 16, 2025

Beartooth Hideaway Inn and Cabins

Beartooth Hideaway Inn and Cabins

2.5 out of 5
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Billings (BIL)
9/10 Wonderful! (1,015 reviews)
Property was clean and quiet

Reviewed on Jul 17, 2025

Chateau Rouge Condominiums

Chateau Rouge Condominiums

2 out of 5
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Billings (BIL)
9.2/10 Wonderful! (148 reviews)
The woman who helped us check in was great. The pool and hot tub were nice after a long day of traveling. Our room/condo was adequately sized and came with a kitchen.

Reviewed on Jul 16, 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 Lucky Lil's Casino are top sights worth seeing.

Find hotels in West End

South Side Hotel Deals

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
$89 nightly
The price is $100 total per night from Aug 3 to Aug 4
$100 total
Aug 3 - Aug 4
Total includes taxes and fees
7.8/10 Good! (1,435 reviews)
"Older property but clean. Staff are very nice. Easy check in. Great place to sleep. Not a new property. Very dated and old. Would stay again. Hot breakfast on site."

Reviewed on Jul 13, 2025

Super 8 by Wyndham Billings
Quality Inn

Quality Inn

2.5 out of 5
2036 Overland Ave, Billings, MT
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $108 total per night from Jul 27 to Jul 28
$108 total
Jul 27 - Jul 28
Total includes taxes and fees
8.2/10 Very Good! (1,018 reviews)
"Convenient for us and our owts"

Reviewed on Jul 12, 2025

Quality Inn
Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road, Billings, MT
Fully refundable
$122 nightly
The price is $136 total per night from Jul 27 to Jul 28
$136 total
Jul 27 - Jul 28
Total includes taxes and fees
8.4/10 Very Good! (1,657 reviews)
"Friendly and helpful staff- very clean and comfortable"

Reviewed on Jul 13, 2025

Kelly Inn Billings Montana
See all 262 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

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in South Side

Billings Depot

4/5(41 reviews)

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

Reef Indoor Water Park

4/5(41 reviews)

Bring the kiddos to Reef Indoor Water Park and enjoy this exciting theme park in Billings. Check out the top-notch restaurants or lively bars in this romantic area.

Reef Indoor Water Park

MetraPark

4/5(120 reviews)

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

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