Southside Vacations

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Where to stay in Southside

Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
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Midlothian

Midlothian might not have many top sights, but James River and Carytown are two attractions nearby that you can check out.

Find hotels in Midlothian

Find the Best Southside Vacation Packages

Southside Hotel Deals

Best Western Premier Richmond City Gateway

Best Western Premier Richmond City Gateway

3 out of 5
4303 Commerce Road, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is ₩124,871 per night from Sep 1 to Sep 2
₩124,871
₩145,201 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Rooms are a nice size, beds are comfortable"

Reviewed on Jul 31, 2025

Best Western Premier Richmond City Gateway
Red Roof Inn Richmond South

Red Roof Inn Richmond South

2 out of 5
4350 Commerce Rd, Richmond, VA
The price is ₩94,218 per night from Aug 7 to Aug 8
₩94,218
₩109,545 total
Aug 7 - Aug 8
includes taxes & fees
6.4/10 (1,001 reviews)
"Great"

Reviewed on Aug 1, 2025

Red Roof Inn Richmond South
Extended Stay America Suites North Chesterfield Arboretum

Extended Stay America Suites North Chesterfield Arboretum

2.5 out of 5
241 Arboretum Pl, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is ₩119,716 per night from Aug 10 to Aug 11
₩119,716
₩139,200 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,337 reviews)
"Good place and clean"

Reviewed on Aug 5, 2025

Extended Stay America Suites North Chesterfield Arboretum
See all 988 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.

Discover the most popular places to visit in Southside

Maymont Park which includes heritage architecture and a house

Maymont Park

This grand estate is a family favorite with a petting zoo, native wildlife and a preserved 19th-century mansion.

Maymont Park

River City Sportsplex

Catch an event at River City Sportsplex during your trip to Midlothian. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

River City Sportsplex

Frequently asked questions

How much does a Southside vacation package cost?
Perhaps less than you might think — from a low , in fact! By bundling flights, hotels and car rentals into your own custom-built package, your getaway to Southside is only clicks away.
How do I get a cheap travel package to Southside?
If you love bargains, combine your bookings into a Southside vacation package. Whether you need hotels, flights, tours or rental cars, you can book them all in one place. You'll have loads of choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 properties all over the world to take your pick of. Fly with who you want, stay anywhere you like and save a pretty penny — now that's the perfect getaway!
Where should I stay in Southside?
Stay close to the action. Many travelers favor hotels within easy reach of top sights, such as Chesterfield Towne Center, Chippenham Hospital and Stony Point Fashion Park.
What are the top hotels in Southside?
Turnpike Motel and Residence Inn by Marriott Richmond West/Midlothian are two of the most popular properties in Southside. Why not have a look at the facilities and amenities at each and then make up your mind?
How far in advance should I book my Southside vacation?
To bag cheap prices, book as soon as you can. Air carriers generally begin selling tickets, along with some of the lowest fares, around a year ahead of time. Hotels, car rental and activities should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Southside, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Southside travel package include?
Car rentals, hotels and flights — we bring you the very best deals. All you have to do is select your ideal combination. After you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to put together an unforgettable Southside getaway.
What should I know before booking a Southside travel package?
When you book your flights, hotels and car rentals together, you'll walk away with amazing discounts. Whether you're planning an outdoor getaway in a chalet or want to stay in a convenient hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Southside Expedia vacation package?
Yes, the choice is all yours. We offer more than 550 partner airlines across the globe, so you can design your Southside trip according to your budget and travel needs.
If I'm not able to travel, can I cancel my Southside vacation package?
Plans can change unexpectedly, so yes, you can. You may be able to amend or cancel your Southside vacation package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel and rebook, but your hotel, car rental company or airline may charge additional fees. Want more information? Check out our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.