South Side Kid friendly Holidays

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FAQs: family holidays in South Side

How can I find the best family-friendly holidays in South Side?

At Expedia, it’s super-easy to find family-friendly holidays in South Side in our vast inventory. Use our handy filters to find hotels and resorts with the best reviews, most amenities and lowest price tags. You can also hunt out great flights and smashing deals on car hire, so you can book the whole shebang in one place.

Are there any cheap South Side family holidays?

Avoid forking out for multiple hotel rooms by booking a villa or apartment with a kitchen and give your brood plenty of space and all the meals they love at a fraction of the cost. Find the most affordable family holidays by filtering your search by price. Generally, South Side family getaways start at . Prices and availability are subject to change and additional terms may apply.

Can I book an all-inclusive South Side family holiday package?

All-inclusive holidays can keep the costs down when you’re travelling as a family. Think unlimited mocktails for the little'uns and double doses of gin for the bigguns. Use our all-inclusive filter to see what’s available in South Side and book the whole package in just a few clicks.

How can I book the best family activity holiday in South Side?

Family holidays are all about spending quality time together, laughing, playing and bonding as you try new things. Pack your trip full of family activities they’ll love and make memories that’ll last a lifetime.

Can I find luxury family holidays in South Side?

To treat the kids to a luxury holiday they’ll never forget, take a look at the most indulgent hotels and resorts in South Side by using our 5-star filter. To really travel in style, use the first-class filter to find the best flights, too.

How can I search for South Side family holiday deals?

Start by entering your dates, then use the family-friendly filter to narrow down your search to show the best available South Side family holiday deals. If your travel dates are flexible, play around to see if you can find cheaper options or more availability at different times.

Can I book a South Side family vacation package with free cancellation and/or flexible dates?

Plans change, so booking a family holiday with free cancellation is a great way to ensure you don’t lose out if they do. Use the fully refundable and reserve now pay later filters to find flexibility. Make sure you always check terms and conditions, too.

Why should I book my South Side family trip with Expedia?

Forget family fights and start thinking about family flights. Our huge selection of easy to browse family-friendly holidays means you can find and book your dream family trip to South Side in no time.

Top Kid friendly South Side Hotels

HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side

3 out of 5
2795 S Water St, Pittsburgh, PA
  • 24 min walk from Rex Theater
Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free breakfast, free Wi-Fi and a fitness centre. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,000 reviews)
Pittsburgh's Perfect Place
"When we come to Pittsburgh this is the first place we check for booking. It's dog friendly and perfect location for whatever you are doing in Pittsburgh. Lots of great walkable places to eat in the South Side. Plus if you have a dog....there is a wonderful dog park with food trucks nearby."

Reviewed on 16 Aug 2025

HYATT house Pittsburgh-South Side
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

2.5 out of 5
20 S 10th St, Pittsburgh, PA
  • 9 min walk from Rex Theater
Stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free Wi-Fi and a fitness centre. Our guests praise the breakfast and the helpful staff ...
7/10 Good! (1,001 reviews)
Needs new bedding.
"Hotel was clean but bed had sheets that should have been thrown away and replaced. Very pilled and worn. Elevator was slow. Parking should have been included with the room. Not $22 a night. Very obviously a money grab. Free breakfast was good."

Reviewed on 17 Aug 2025

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
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.

More holidays you might like

* 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.