Southside Kid friendly Vacations

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Top Kid friendly vacation packages in Southside

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Richmond - Midlothian

DoubleTree by Hilton Richmond - Midlothian

North Chesterfield
$895
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Richmond (RIC)
8/10 Very Good! (1,001 reviews)
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3 Night Kid friendly vacations in Southside

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Richmond - Midlothian

DoubleTree by Hilton Richmond - Midlothian

North Chesterfield
$570
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8/10 Very Good! (1,001 reviews)
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4 Night Kid friendly vacations in Southside

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Richmond South

Red Roof Inn Richmond South

$466
per person
Nov 14 - Nov 18
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Richmond (RIC)
6.6/10 (1,017 reviews)
Absolutely disgusting place. I walked into the room & directly out. Holes in the walls, small to the size of a grown man’s fist. The room smelled like cigarettes & urine. The tub was missing its varnish. It was awful. I requested a refund & was told to ho through Expedia. I asked for a receipt in order to have proof of purchase but he avoided giving me anything. He charged me less than Expedia but that immediately made me suspicious once I was denied a receipt. He refused to print out or email me proof of purchase, despite me paying on site. This place is running a scam. I called Expedia right away & was told refunds go through the property. He refused to refund my money or give me a receipt. There is a scam here, do not book under any circumstances.

Reviewed on Aug 31, 2026

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

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

Bellwood
$942
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Lafayette (LFT) to Richmond (RIC)
8.4/10 Very Good! (1,397 reviews)
Motel 6 Richmond, VA - Midlothian Turnpike

Motel 6 Richmond, VA - Midlothian Turnpike

Midlothian
$860
per person
Nov 25 - Nov 29
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
6.8/10 (636 reviews)
Very clean room, very clean bed, cozy size room, no breakfast but the price is worth the stay. Cleanest rooms I’ve slept in since being in Richmond, VA. The rooms are just like the photos.

Reviewed on Aug 20, 2026

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FAQs: family vacation packages in Southside

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 $466. 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

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. ...
6.6/10 (1,005 reviews)
"Absolutely disgusting place. I walked into the room & directly out. Holes in the walls, small to the size of a grown man’s fist. The room smelled like cigarettes & urine. The tub was missing its varnish. It was awful. I requested a refund & was told to ho through Expedia. I asked for a receipt in ..."

Reviewed on Aug 31, 2026

Red Roof Inn Richmond South
Econo Lodge Richmond-North Chesterfield

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 Maymont ...
Econo Lodge Richmond-North Chesterfield
Hyatt Place Richmond/Arboretum

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! (1,009 reviews)
"Loved this hotel, was in the perfect location. We stayed in town to watch a concert, Mary at the front desk was incredibly friendly, kind and accommodating. There’s such synergy with the staff, makes for a welcoming stay. Rooms was spacious and very clean, dust free."

Reviewed on Sep 4, 2026

Hyatt Place Richmond/Arboretum
See all 1,096 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.

Things to do

Historic Trolley Tour

Historic Trolley Tour

$45
per adult
100% of travellers recommend
Historic Trolley Tour
Down in the Shokoe Bottom, the most haunted neighborhood with 350+ years of history and hauntings!

The Haunted History of Richmond tour

$30
per adult
The Haunted History of Richmond tour
Richmond: Guided Hike in James River Park

Richmond: Guided Hike in James River Park

$35
per adult
100% of travellers recommend
Richmond: Guided Hike in James River Park
See all activities in Southside

More vacations you might like

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