Southside Kid friendly Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Kid friendly vacation packages in Southside

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Richmond - Midlothian

North Chesterfield

$676

per person

Sep 9 - Sep 15

found 2 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Richmond (RIC)

8/10 Very Good! (1,005 reviews)

Room service was bad, breakfast was good

Reviewed on Aug 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southside

View all trips

3 Night Kid friendly vacations in Southside

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Richmond - Midlothian

North Chesterfield

$753

per person

Sep 22 - Sep 25

found 23 hours ago

Roundtrip non-stop flight included

Columbus (GTR) to Richmond (RIC)

8/10 Very Good! (1,005 reviews)

Room service was bad, breakfast was good

Reviewed on Aug 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southside

View all trips

4 Night Kid friendly vacations in Southside

Price found within the past 48 hours. Click for updated prices.

Country Inn & Suites by Radisson, Richmond I-95 South, VA

Bellwood

$479

per person

Oct 6 - Oct 10

found 1 day ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

8.4/10 Very Good! (1,408 reviews)

La Quinta Inn by Wyndham Richmond South

Bellwood

$489

per person

Oct 6 - Oct 10

found 1 day ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

7.2/10 Good! (1,014 reviews)

Reviewed on Aug 4, 2026

Four Points by Sheraton Richmond

North Chesterfield

$655

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Oklahoma City (OKC) to Richmond (RIC)

8.8/10 Excellent! (1,004 reviews)

Everything was great except the air conditioning and water. The air conditioning had a musty or mildewed smell. The water had some issues but it was being worked on during my stay.

Reviewed on Aug 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southside

View all trips

How can I find the best family vacation packages in Southside?

For fam-tastic vacation packages in Southside, 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 Southside 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 Southside cost?

You could book your amazing family trip to Southside just $479. 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 Southside 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 Southside?

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 Southside 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 Southside landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Southside 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 Southside 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 Southside Hotels

Red Roof Inn Richmond South

4350 Commerce Rd Richmond VA

31 min drive from Chesterfield Towne Center

Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Econo Lodge Richmond-North Chesterfield

6910 Midlothian Tpke Richmond VA

14 min drive from Chesterfield Towne Center

Book a stay at this business-friendly motel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Broad Street and South ...

6/10 (775 reviews)

"This was, without a doubt, the worst place I have ever stayed\. From the moment we walked in, it was clear the property was not well maintained\. The entrance door was dirty, and the air conditioning in the main lobby was not working, making the entire place feel hot and uncomfortable\. The room ..."

Reviewed on Jul 21, 2026

Hyatt Place Richmond/Arboretum

201 Arboretum Place Richmond VA

8 min drive from Chesterfield Towne Center

Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...

8/10 Very Good! (1,011 reviews)

"I was traveling for a family gathering and drove 4 hours. I was hoping to check in an hour earlier and was told told I have to pay extra. When I asked for a room same floor as my family , I was told the room will be ready in 30minutes then became 1 hour. Even after 1 hour, it was not ready. The most ..."

Reviewed on Aug 3, 2026

See all 1,107 properties in Southside

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.