Deals on vacations and trips to South Side

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South Side flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Ledgestone Suites Hotel Billings

Ledgestone Suites Hotel Billings

2.5 out of 5
Price was $518, price is now $452 per person
$452
per person
Apr 30 - May 3
found 12 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Billings (BIL)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. A 24-hour gym, a computer station, and laundry facilities are also on offer.
Billings Hotel and Convention Center

Billings Hotel and Convention Center

3 out of 5
Save 100% on your flight
Price was $967, price is now $512 per person
$512
per person
Apr 30 - May 3
found 12 hours ago
Roundtrip non-stop flight included
Chicago (CHI) 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 $710, price is now $546 per person
$546
per person
Apr 30 - May 3
found 12 hours ago
Roundtrip non-stop flight included
Chicago (CHI) 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.
My Place Hotel - Billings, MT

My Place Hotel - Billings, MT

2 out of 5
Price was $520, price is now $461 per person
$461
per person
Apr 30 - May 3
found 12 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Billings (BIL)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, a snack bar/deli, and a grocery/convenience store are also offered.
Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
Price was $536, price is now $483 per person
$483
per person
Apr 30 - May 3
found 12 hours ago
Roundtrip non-stop flight included
Chicago (CHI) 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

Kelly Inn Billings Montana

Kelly Inn Billings Montana

2.5 out of 5
5610 South Frontage Road Billings MT
Free Cancellation
$89 nightly
The price is $100 total per night
$100 total
Mar 29 - Mar 30
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
$148 nightly
The price is $163 total per night
$163 total
Apr 1 - Apr 2
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
Hyatt Place Billings

Hyatt Place Billings

3 out of 5
705 Henry Chapple Street Billings MT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
Mar 20 - Mar 21
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking. A coffee shop, free WiFi in public areas, and a snack bar/deli are also on offer.
Pool
Breakfast included
Northern Hotel

Northern Hotel

4 out of 5
19 North Broadway Billings MT
Free Cancellation
$167 nightly
The price is $185 total per night
$185 total
Apr 5 - Apr 6
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
Days Inn by Wyndham Billings

Days Inn by Wyndham Billings

2 out of 5
843 Parkway Ln Billings MT
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $76 total per night
$76 total
Mar 15 - Mar 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Woodspring Suites Billings

Woodspring Suites Billings

2.5 out of 5
4750 King Ave East Billings MT
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $74 total per night
$74 total
Mar 16 - Mar 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Pet friendly
Parking included
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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.

Popular places to visit

Colorado School of Mines Administration Building on a sunny day

Rocky Mountain College

4/5(51 reviews)

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

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

Western Heritage Center

4.5/5(6 reviews)

You can spend an afternoon studying the exhibits at Western Heritage Center during your trip to Billings. Check out the lively bars or top-notch restaurants in this family-friendly area.

Western Heritage Center

Frequently asked questions

How much are vacation packages to South Side?
Your travel fantasies can be realized in South Side for as little as $452. 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

Pompeys Pillar National Monument
Pompeys Pillar National Monument