Deals on vacations and trips to South Side

Choose two or more items and save on your trip:

South Side flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Western Executive Inn

Western Executive Inn

2.5 out of 5
West End
Price was $612, price is now $512 per person
$512
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Billings (BIL)
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A computer station is also provided.
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
Southwest Corridor
Save 100% on your flight
Price was $1,088, price is now $626 per person
$626
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Billings (BIL)
A casino and a restaurant are featured at this smoke-free hotel. Enjoy the indoor pool and perks like free self parking and a free airport shuttle. You'll appreciate the gym, bar/lounge, and laundry facilities.
Northern Hotel

Northern Hotel

4 out of 5
Downtown Billings
Price was $965, price is now $751 per person
$751
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Billings (BIL)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Free parking, a lobby fireplace, and luggage storage are also offered.
La Quinta Inn & Suites by Wyndham Billings

La Quinta Inn & Suites by Wyndham Billings

3 out of 5
Southwest Corridor
Price was $833, price is now $700 per person
$700
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Billings (BIL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
Southwest Corridor
Price was $797, price is now $678 per person
$678
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Billings (BIL)
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like continental breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a lobby fireplace are also on offer.

Top South Side hotels deals

Modern Get Away

Modern Get Away

Billings MT
Get rates
This apartment features laundry facilities.
Washer
Dryer
Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road Billings MT
Free Cancellation
$128 nightly
The price is $142 total per night
$142 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like continental breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Pool
Hot Tub
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
1223 Mullowney Ln Billings MT
Free Cancellation
Reserve now, pay when you stay
$124 nightly
The price is $137 total per night
$137 total
Jul 26 - Jul 27
Total with taxes and fees
A casino and a restaurant are featured at this smoke-free hotel. Enjoy the indoor pool and perks like free self parking and a free airport shuttle. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Hot Tub
Dude Rancher Lodge

Dude Rancher Lodge

3 out of 5
415 N 29th St Billings MT
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $119 total per night
$119 total
Jul 21 - Jul 22
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Free parking, a lobby fireplace, and a library are also offered.
Pet friendly
Parking included
Howard Johnson by Wyndham Billings

Howard Johnson by Wyndham Billings

2 out of 5
1345 Mullowney Ln Billings MT
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $86 total per night
$86 total
Aug 16 - Aug 17
Total with taxes and fees
2 hot tubs, an indoor pool, and a 24-hour gym are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the sauna and free perks like on-the-go breakfast and free self parking.
Northern Hotel

Northern Hotel

4 out of 5
19 North Broadway Billings MT
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $204 total per night
$204 total
Aug 1 - Aug 2
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Free parking, a lobby fireplace, and luggage storage are also offered.
Free airport shuttle
Parking included
Don't see what you're looking for?
See all available properties in South Side
View all properties
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.

Stay near popular South Side attractions

Billings Depot

7.4/10 (154 reviews)
You can learn about the history of Billings when you stop by Billings Depot. Check out the lively bars or top-notch restaurants in this family-friendly area.
See properties

Frequently asked questions

How much are vacation packages to South Side?
Your travel fantasies can be realized in South Side for as little as $512. Our vacation packages include flights and hotels, and they'll make your booking a cinch. The only thing you'll need to concentrate on is having a good time.
Where can I get the best vacation package deals for South Side?
Scoring the perfect package deal to South Side is easy with Travelocity. With as many as 400 partner airlines and 1,000,000 properties across the globe, you'll have loads of choice when it comes to picking your hotels and flights.
Why should I purchase my South Side vacation bundle via Travelocity?
Incredible savings, loads of exciting destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always score the best possible deal with Travelocity.
Can I save money on my South Side car rental if I book it with hotels and flights?
You certainly can with our South Side vacation packages. With one of these, there are lots of ways to make your travel budget go further. Combine any two or more car, flight, hotel and tour bookings and watch your savings start to pile up. With your own ride, all the popular sights around South Side are an unforgettable road trip away.
What is there to do in South Side?
It's not difficult to find interesting things to do in this neighborhood. Western Heritage Center is a well-known attraction that lures many visitors.

Photos of local treasures

Browse South Side vacation photos for more inspiration

A river with a rocky cliff and trees in the foreground.