Southside Holidays

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Our guide on where to stay in Southside

Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
A cityscape with a prominent white building with columns, surrounded by lush green lawns and trees, under a partly cloudy sky.

Midlothian

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

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A rustic wooden house with a white door and windows, a chimney, and a small garden area.

Bellwood

Visitors to Bellwood appreciate its coffee shops. A visit to Castlewood and Perkinson Center for the Arts Foundation might round out your trip if you're looking to see more of the area.

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Bensley

You might make a stop by James River while you're exploring Bensley.

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Blackwell

When in Blackwell, you can plan a visit to Belle Isle and James River, some noteworthy sights in the nearby area.

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A cityscape with a mix of modern and historic buildings, a large green park, and a clear blue sky.

Swansboro

While Swansboro isn't home to many top sights, Belle Isle and James River are some notable places to visit nearby.

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Southside Holiday

Our pick of the best Southside Hotel Deals

Four Points by Sheraton Richmond

Four Points by Sheraton Richmond

9901 Midlothian Tpke Richmond VA
Fully refundableReserve now, pay when you stay
NZ$214
13 Sept - 14 Sept
includes taxes & fees
Four Points by Sheraton Richmond
Hyatt Place Richmond/Arboretum

Hyatt Place Richmond/Arboretum

201 Arboretum Place Richmond VA
Fully refundableReserve now, pay when you stay
NZ$217
13 Sept - 14 Sept
includes taxes & fees
8/10 Very good! (1,010 reviews)
"Property was clean and well maintained. Staff were friendly. Location made it easy to get to everywhere we wanted to go."

Reviewed on 5 Sept 2026

Hyatt Place Richmond/Arboretum
Country Inn & Suites by Radisson, Richmond I-95 South, VA

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

2401 Willis Rd Richmond VA
Fully refundable
NZ$176
4 Oct - 5 Oct
includes taxes & fees
Country Inn & Suites by Radisson, Richmond I-95 South, VA
See all 1,099 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.

Stay near popular Southside attractions

A street intersection with a crosswalk, trees, and a building with a restaurant named "Panera Bread."

Stony Point Fashion Park

8.6/10 (16 reviews)
You can browse for the perfect souvenirs at Stony Point Fashion Park during your stay in Richmond. Attend a sporting event or simply enjoy the cosy cafes while you're in the area.
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A flooded riverbank with bare trees and fallen logs.
Photo by Carsen

Pony Pasture Park

You can take time to visit Pony Pasture Park during your travels to Richmond. Wander around the area's picturesque gardens or experience its great live music.
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Huguenot Flatwater Park

You can take time to visit Huguenot Flatwater Park during your travels to Richmond. Attend a sporting event or simply enjoy the cosy cafes while you're in the area.
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South of the James Market

You can do some window-shopping at South of the James Market during your visit to Richmond. Amble around this romantic area's picturesque gardens and enjoy its top-notch restaurants.
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Richmond Railroad Museum

You can study the exhibits at Richmond Railroad Museum, a museum with a story of its own, during your travels to Richmond. Amble around the area's riverfront or attend a sporting event.
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The Trail Of Enslaved Africans

Learn about the local history of Richmond with a stop at The Trail Of Enslaved Africans.
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artspace

You can browse the exhibits at artspace, a museum with a storied past, during your travels to Richmond. Stroll along the riverfront in this family-friendly area or visit its top-notch restaurants.
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Art Works Studios & Galleries

You can study the exhibits at Art Works Studios & Galleries, a museum with a storied past, during your trip to Richmond. Stroll along the riverfront in this family-friendly area or visit its top-notch restaurants.
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What to do in Southside

Historic Trolley Tour

Historic Trolley Tour

NZ$75
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

NZ$50
per adult
The Haunted History of Richmond 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.

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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.