A park with autumn trees, a bridge, and a building labeled UPMC in the background.

South Side Vacations

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Top Scuba Diving vacation packages in South Side

Price found within the past 48 hours. Click for updated prices.
  • Sep 26 - Oct 1

    Home2 Suites by Hilton Pittsburgh Area Beaver Valley + Flight

    Monaca
    5 nights
    3.0 star property
    8.8/10 - Excellent (513 reviews)
    "Very clean, everything we needed💜"
    Reviewed July 14, 2026
    Roundtrip New York (JFK) - Pittsburgh (PIT)
    JFK - PITNonstop PIT - JFKNonstop
    $614
    $474
    per traveler
    found 1 day ago
    Home2 Suites by Hilton Pittsburgh Area Beaver Valley
  • Sep 12 - Sep 14

    Stay Pittsburgh + Flight

    Downtown Pittsburgh
    2 nights
    2.0 star property
    8.0/10 - Very Good (308 reviews)
    "Affordable"
    Reviewed July 4, 2026
    Roundtrip Atlanta (ATL) - Pittsburgh (PIT)
    ATL - PITNonstop PIT - ATL1 stop
    $889
    $671
    per traveler
    found 1 day ago
    Stay Pittsburgh
  • Aug 27 - Aug 31

    The Westin Pittsburgh, a Marriott Hotel + Flight

    Downtown Pittsburgh
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "Great location! Convenient to everything in town."
    Reviewed July 12, 2026
    Roundtrip Atlanta (ATL) - Pittsburgh (PIT)
    ATL - PITNonstop PIT - ATLNonstop
    Save 100% on your flight
    $1,111
    $849
    per traveler
    found 1 day ago
    The Westin Pittsburgh, a Marriott Hotel
  • Sep 11 - Sep 14

    Joinery Hotel Pittsburgh, Curio Collection by Hilton + Flight

    Downtown Pittsburgh
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,577 reviews)
    "The room was TINY, could barely move around. Nowhere to hang longer clothes because a refrigerator was directly under the hanging bar. One low chair by a fold-down wooden slat for a "desk," but couldn't walk around to the side of the bed with the chair out to the "desk." Breakfast (extra $20 per night) was good. Lunch cost us $61 for 2 sandwiches, which we had to wait 35 minutes for, and the grilled cheese was a cold slab of cheese. Had to send back to the kitchen to get it grilled/melted."
    Reviewed July 17, 2026
    Roundtrip Atlanta (ATL) - Pittsburgh (PIT)
    ATL - PIT1 stop PIT - ATL1 stop
    $859
    $681
    per traveler
    found 1 day ago
    Joinery Hotel Pittsburgh, Curio Collection by Hilton
  • Sep 11 - Sep 14

    Crowne Plaza Suites Pittsburgh South by IHG + Flight

    Bethel Park
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,005 reviews)
    "Location was great!"
    Reviewed July 17, 2026
    Roundtrip Atlanta (ATL) - Pittsburgh (PIT)
    ATL - PIT1 stop PIT - ATL1 stop
    $718
    $571
    per traveler
    found 1 day ago
    Crowne Plaza Suites Pittsburgh South by IHG

Top Scuba Diving South Side Hotels

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.

Find amazing mountains vacations in South Side

How to plan for a mountain vacation in South Side?

The first step to planning your mountain vacation to South Side is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near South Side, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in South Side, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your South Side mountain vacation.

What amenities should I look for when booking a mountain resort in South Side?

When booking accommodation for your mountain vacation to South Side, check to see if where you're staying has heating. South Side's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your South Side vacation package.

Why should I choose a package for my mountain vacation in South Side?

Choosing a package for your South Side vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.

What does a South Side package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to South Side from $474. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each South Side vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking South Side all-inclusive vacation packages as these include all meals.

How can I book my South Side on Expedia?

Comparing some of the best deals using the search wizard is one of the first steps to booking your South Side mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your South Side package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.

Why book your South Side mountain vacation with Expedia?

With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your South Side vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.

Can I cancel my mountain vacation package booking?

Yes, as most of Expedia's mountain vacation packages to South Side are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all South Side vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible South Side vacation packages.

What types of mountain accommodations are available in South Side?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to South Side. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.