Southside Vacation Packages 2026 from $478

Southside flight + hotel vacation packages

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

The Berkeley Hotel

Downtown Richmond

$478

per person

May 5 - May 8

found 15 hours ago

Roundtrip flight included

Chicago (ORD) to Richmond (RIC)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.

Kingsmill Resort

Kingsmill

$910

per person

May 4 - May 8

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Richmond (RIC)

This smoke-free hotel features a golf course, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.

The Virginia Cliffe Inn

$591

per person

May 5 - May 8

found 15 hours ago

Roundtrip flight included

Chicago (ORD) to Richmond (RIC)

This bed & breakfast features free WiFi in public areas, wedding services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

Hilton Richmond Downtown

Downtown Richmond

$768

per person

Mar 27 - Mar 29

found 18 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Richmond (RIC)

This traditional hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

King’s Creek Resort by Spinnaker

$756

per person

May 4 - May 8

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Richmond (RIC)

2 outdoor pools, 2 outdoor tennis courts, and an indoor pool are all featured at this luxury condo resort. There's fun for all ages with mini golf and express theme park tickets, and barbecue grills are available on site. Enjoy the gym and perks like free self parking.

Top Southside hotels deals

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

2401 Willis Rd Richmond VA

Free Cancellation

$85 nightly

$98 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and free newspapers are also offered.

Four Points by Sheraton Richmond

9901 Midlothian Tpke Richmond VA

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$128 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Hyatt Place Richmond/Arboretum

201 Arboretum Place Richmond VA

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$128 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free buffet breakfast each morning.

La Quinta Inn by Wyndham Richmond South

9040 Pams Ave Richmond VA

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$104 total

Feb 15 - Feb 16

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and express check-out are also provided.

Cloverleaf Motel By Belvilla Richmond Near Turnpike

5456 Midlothian Turnpike Richmond VA

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$67 total

Feb 15 - Feb 16

Total with taxes and fees

Free self parking is available and the hotel's front desk is staffed around-the-clock. Luggage storage is also provided.

Sleep Inn Richmond South

2321 Willis Rd Richmond VA

$73 nightly

$84 total

Feb 23 - Feb 24

Total with taxes and fees

This hotel features WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A safe deposit box and free newspapers are also provided.

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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

Stony Point Fashion Park

4.5/5(16 reviews)

You can browse for the perfect souvenirs at Stony Point Fashion Park during your trip to Richmond. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.

Nice place to stroll along side the river.

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.

Chippenham Hospital

4/5(1 review)

Though Chippenham Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Richmond while you are here.

Frequently asked questions

How much are vacation packages to Southside?

Get ready to be pleasantly surprised — you can find yourself in Southside for a mere $478. Let Travelocity save you money and hassle with our excellent vacation packages. With hotels, flights and tours all ready to go, why put it off?

Where can I get the best vacation package deals for Southside?

It's hard to look past Travelocity when it comes to finding your Southside package deal. There are as many as 400 partner airlines and 1,000,000 properties worldwide to select from. Book your trip now and get ready to cross another exciting destination off your must-visit list.

Why should I purchase my Southside vacation package with Travelocity?

We take the stress out of travel planning. Whether you're seeking an amazing new place to wander around or want to ensure you get the best price on offer, we're here to help. Our 24/7 customer support, top-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

Can I save on my Southside car rental if I bundle it with my hotel or flight?

Booking a Southside vacation package with Travelocity is a simple way to save you time and money. You can bundle a flight, hotel and car, or any combination of them, and land awesome discounts. You can also add on tours and experiences. After you've picked up the keys to your rental car, head out of the neighborhood and discover what this place has to offer. Roughly 100 mi from Southside, White House justifies a road trip.

What is the best time of year to go to Southside?

Take your vacation in and spend more of your cash on awesome experiences, not your hotel. This is the most inexpensive month to arrange your stay. Prices are highest in , so avoid traveling during this time if your budget is tight. April, August and October is the busiest period for Southside. You'll need to book ahead of time and be prepared to pay premium rates. November, December and January are the least popular months to visit.