South Side Vacations from $507

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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.
Howard Johnson by Wyndham Billings

Howard Johnson by Wyndham Billings

2 out of 5
Price was $612, price is now $507 per person
$507
per person
Jan 7 - Jan 13
just found
Roundtrip non-stop flight included
Hartford (BDL) to Billings (BIL)
5.8/10 (1,011 reviews)
The place is a 3.75 out of 5. The price is ok pool is great. Hot tu s are good. Breakfast was well ok it use to be better. The rooms are good bed was nice.

Reviewed on Oct 15, 2025

Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
Save 100% on your flight
Price was $1,117, price is now $674 per person
$674
per person
Jan 7 - Jan 13
just found
Roundtrip non-stop flight included
Hartford (BDL) to Billings (BIL)
8/10 Very Good! (1,324 reviews)
Clean room and nice amenities.

Reviewed on Oct 29, 2025

The Vegas Hotel

The Vegas Hotel

2.5 out of 5
Price was $644, price is now $516 per person
$516
per person
Jan 7 - Jan 13
just found
Roundtrip non-stop flight included
Hartford (BDL) to Billings (BIL)
5.8/10 (1,007 reviews)
Good housekeeping service and great staff.

Reviewed on Oct 20, 2025

Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
Price was $725, price is now $594 per person
$594
per person
Jan 7 - Jan 13
just found
Roundtrip non-stop flight included
Hartford (BDL) to Billings (BIL)
8.6/10 Excellent! (1,758 reviews)
Clean, comfortable and spacious!

Reviewed on Oct 25, 2025

SureStay Plus Hotel by Best Western Billings

SureStay Plus Hotel by Best Western Billings

2.5 out of 5
Price was $674, price is now $556 per person
$556
per person
Jan 7 - Jan 13
just found
Roundtrip non-stop flight included
Hartford (BDL) to Billings (BIL)
8.8/10 Excellent! (1,014 reviews)
Check in was fast. Staff was friendly.

Reviewed on Oct 29, 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
$100 nightly
The price is $113 total per night from Nov 30 to Dec 1
$113 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (1,772 reviews)
Great place to stay
Great place to stay - we'd stay there again. Great location close to the interstate and even a Cracker Barrel restaurant next door. Fun place

Reviewed on Oct 27, 2025

Kelly Inn Billings Montana
Hyatt Place Billings

Hyatt Place Billings

3 out of 5
705 Henry Chapple Street, Billings, MT
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Nov 9 to Nov 10
$141 total
Nov 9 - Nov 10
Total with taxes and fees
9.6/10 Exceptional! (281 reviews)
Everything was great my 4 kids and wife love the place.

Reviewed on Oct 26, 2025

Hyatt Place Billings
Days Inn by Wyndham Billings

Days Inn by Wyndham Billings

2 out of 5
843 Parkway Ln, Billings, MT
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $83 total per night from Nov 1 to Nov 2
$83 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (1,098 reviews)
Very beautiful rooms awsome staff

Reviewed on Oct 24, 2025

Days Inn by Wyndham Billings
See all 251 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

MetraPark

4/5(120 reviews)

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

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 lively bars or top-notch restaurants in this romantic area.

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