South Side Kid friendly Vacations

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4 Night Kid friendly vacations in South Side

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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

South Side Flats
$725
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Pittsburgh (PIT)
8/10 Very Good! (1,025 reviews)
HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side

South Side Flats
$1,353
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Pittsburgh (PIT)
8.6/10 Excellent! (1,010 reviews)
Wonderful place in an excellent location

Reviewed on Aug 30, 2026

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FAQs: family vacation packages in South Side

How can I find the best family vacation packages in South Side?

For fam-tastic vacation packages in South Side, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.

How can I book family-friendly vacations in South Side on a budget?

For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.

What does a family trip to South Side cost?

You could book your amazing family trip to South Side just $725. But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.

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

Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.

How can I plan a fun family vacation in South Side?

Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.

How can I find South Side family vacation deals?

Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major South Side landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

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

Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.

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

You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.

Top Kid friendly South Side Hotels

HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side

2795 S Water St Pittsburgh PA
  • 24 min walk from Rex Theater
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,005 reviews)
"Wonderful place in an excellent location"

Reviewed on Aug 30, 2026

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

20 S 10th St Pittsburgh PA
  • 9 min walk from Rex Theater
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
See all 2,037 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.

Things to do

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

$47
per adult
100% of travellers recommend
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

$29
per adult
94% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

$49
per adult
100% of travellers recommend
Whiskey Rebellion & Prohibition Tour
See all activities in South Side

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.