Southside Vacation Packages & Trips 2025 from CA $752

Top Southside Vacation Deals

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

A house full of steel balls and games

Dumbarton

per person

Apr. 17 - Apr. 23

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Richmond (RIC)

9.6/10 Exceptional! (85 reviews)

I stay here every time I come to Richmond for business. It always feels like I'm coming home.

Reviewed on Dec. 11, 2024

Linden Row Inn

Downtown Richmond

Save 100% on your flight

per person

May 6 - May 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Richmond (RIC)

9.2/10 Wonderful! (1,020 reviews)

It was our first time staying at Linden Row. What a charming place. The staff is so friendly, the area is very walkable, lots to see and do.

Reviewed on Feb. 27, 2025

Barsala At Sphere Apartments

Save 100% on your flight

per person

Apr. 17 - Apr. 23

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Richmond (RIC)

9/10 Wonderful! (4 reviews)

Great location and beautiful property. The decor was stunning thoughtful details that made the space feel stylish and inviting. I would absolutely stay here again and would highly recommend for anyone looking for a beautiful convenient located place to stay.

Reviewed on Feb. 9, 2025

Quirk Hotel Richmond

Downtown Richmond

Save 100% on your flight

per person

Apr. 17 - Apr. 23

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Richmond (RIC)

8.8/10 Excellent! (1,002 reviews)

Nice rooms. Clean large.

Reviewed on Feb. 26, 2025

Virginia Crossings Hotel, Tapestry Collection by Hilton

per person

May 6 - May 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Richmond (RIC)

9/10 Wonderful! (1,000 reviews)

Great time kids enjoyed

Reviewed on Feb. 5, 2025

Where to stay in Southside

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

Midlothian

Midlothian might not have many top sights, but Maymont Park and University of Richmond Stadium are two attractions nearby that you can check out.

Ready to book your vacation to Southside?

Choose your dates

Southside Hotel Deals

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

2401 Willis Rd, Richmond, VA

Fully refundable

CA $132

CA $153 total

includes taxes & fees

Mar 2 - Mar 3

8.4/10 Very Good! (1,333 reviews)

"Room was not as clean as it should have been, breakfast was limited"

Reviewed on Feb. 25, 2025

Best Western Premier Richmond City Gateway

4303 Commerce Road, Richmond, VA

Fully refundableReserve now, pay when you stay

CA $142

CA $165 total

includes taxes & fees

Mar 3 - Mar 4

7.8/10 Good! (1,000 reviews)

"Faith was very pleasant and accommodating during check in!"

Reviewed on Feb. 23, 2025

Extended Stay America Suites North Chesterfield Arboretum

241 Arboretum Pl, Richmond, VA

Fully refundableReserve now, pay when you stay

CA $118

CA $138 total

includes taxes & fees

Mar 17 - Mar 18

8/10 Very Good! (1,006 reviews)

"Clean rooms"

Reviewed on Feb. 28, 2025

See all 950 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.

Frequently asked questions

How much does a Southside vacation package cost?

Perhaps less than you might think — from a low CA $752, 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.