South Side Holidays

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    Packages with flights are ATOL protected

Your South Side Holiday

Take the stress out of planning your next adventure with a South Side holiday package. Soak in the sounds and sights of this unique neighbourhood and experience everything it has to offer. Kick start your trip to South Side by heading to nearby attractions such as MetraPark, First Interstate Arena and Rocky Mountain College. Stop dreaming and start doing. When you're ready to book your holiday to South Side, Expedia will help get you there.

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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Central - Terry

If you're looking for some top things to see and do in Central - Terry and surrounding area, you can visit Moss Mansion Museum and Nickels Casino.

Find hotels in Central - Terry

Top hotels in South Side

Hyatt Place Billings

Hyatt Place Billings

3 out of 5
705 Henry Chapple Street Billings MT
Fully refundableReserve now, pay when you stay
The price is £86 per night from 15 Feb to 16 Feb
£86
15 Feb - 16 Feb
includes taxes & fees
9.4/10 Exceptional! (376 reviews)
Clean, spacious, new rooms. Friendly, helpful staff. Great amenities. The beds are comfortable, and the couches are perfect if you need to spend a little extra time in the room.

Reviewed on 6 Feb 2026

Hyatt Place 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
8/10 Very Good! (1,444 reviews)
Good place to be

Reviewed on 2 Feb 2026

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Billings Hotel and Convention Center
Northern Hotel

Northern Hotel

4 out of 5
19 North Broadway Billings MT
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,194 reviews)
I love The Northern! Great location, service, and food. My favorite place to stay in Billings 🌟

Reviewed on 4 Feb 2026

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Northern Hotel
See all 277 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a South Side travel package cost?
Explore the best of South Side from just . We offer a wonderful selection of rental cars, hotels and flights to suit your budget. Land even better deals when you add a few sightseeing activities to your package.
If I'm not able to travel, can I cancel my South Side travel package?
Because we understand life can be unpredictable, the answer is yes. For further details, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
How do I get a cheap travel package to South Side?
Think of all the amazing things you could do in South Side with extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and other bookings into a South Side travel package. You have plenty of choice when you book with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 hotels around the globe. Whether you're taking off with the whole family or flying solo, exploring South Side is better with a package.
Does Expedia offer Book Now, Pay Later South Side holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable monthly instalment plans. If paying just a small amount each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in South Side?
Stay where the action is. Many people like to book hotels in the vicinity of top attractions, like First Interstate Arena, MetraPark and Rocky Mountain College.
What are the top hotels in South Side?
If it's your first visit to South Side, reserve a room at Northern Hotel or Days Inn by Wyndham Billings. Both hotels will make you feel at home and are top options with lots of travellers.
How far in advance should I book my South Side holiday?
Travellers can normally look up international fares on Expedia within 12 months of the departure date. Booking at the last minute? With a bit of luck, it's still possible to nab an affordable ticket only weeks before your flight.
What does an Expedia South Side travel package include?
From hotels and flights to rental cars, Expedia can help you craft a South Side package that fits you. Heading away for a while? Check out a hotel, rental car and flight bundle. If you can only manage a quick getaway, an airfare and hotel deal could be what you're after. Experiences can also be added once you've made your booking. Our packages make it simple to save and plan.
What should I know before booking a South Side travel package?
You'll land excellent savings when you bundle your hotels, flights and rental cars into a travel package. Not just that, booking everything in one place just makes things easier. So why waste your money or time? Whether you're putting together a luxury romantic escape or a budget family adventure, browse our travel packages today.
Can I choose my airline with a South Side Expedia travel package?
With a travel package, you're the boss. Whether you're looking to fly to South Side in economy or business class, simply select from the available airline options. Expedia has access to over 550 partner airlines around the world.

Popular places to visit

Reef Indoor Water Park

Bring your family to Reef Indoor Water Park and enjoy this exciting theme park in Billings. Visit the top-notch restaurants or lively bars 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. Flight-inclusive packages are ATOL protected.