Southside Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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

If you're looking for some top things to see and do in Midlothian and surrounding area, you can visit James River and Carytown.

Find hotels in Midlothian

Top hotels in Southside

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 S$135 per night from 1 Sept to 2 Sept
S$135
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Rooms are a nice size, beds are comfortable"

Reviewed on 31 Jul, 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
Fully refundableReserve now, pay when you stay
The price is S$102 per night from 10 Aug to 11 Aug
S$102
10 Aug - 11 Aug
includes taxes & fees
6.4/10 (1,003 reviews)
"Really pretty grounds, the staff is wonderful"

Reviewed on 4 Aug, 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 S$129 per night from 10 Aug to 11 Aug
S$129
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,341 reviews)
"clean hotel"

Reviewed on 4 Aug, 2025

Extended Stay America Suites North Chesterfield Arboretum
See all 991 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.

Popular places to visit

The National

Get tickets for a show at The National, a popular theatre in Richmond. Amble around this romantic area's riverfront or attend a sporting event.

The National

What to do in Southside

Historic Trolley Tour

Historic Trolley Tour

S$54
per adult
100% of travellers recommend
Historic Trolley Tour
Group Shot at the Virginia State Capitol!

Richmond Landmark Segway Tour

S$70
per adult
Richmond Landmark Segway Tour
See all activities in Southside

Frequently asked questions

How much does a Southside holiday 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 holiday 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 travellers favor hotels within easy reach of top sights, such as Chesterfield Towne Centre, 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 holiday?
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 holiday 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 holiday package?
Plans can change unexpectedly, so yes, you can. You may be able to amend or cancel your Southside holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.